1-9 A-D E-G H-M N-P Q-S T-Z

Acide glutarique (Glutaric Acid)

GLUTARIC ACID (GLUTARİK ASİT)

CAS: 110-94-1

 

Synonyms:
GLUTARIC ACID; Pentanedioic acid; 110-94-1; 1,5-Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentandioic acid; glutarate; n-Pyrotartaric acid; UNII-H849F7N00B; propane-1,3; dicarboxylic acid;Glutaric acid, 99%; HSDB 5542; NSC 9238; EINECS 203-817-2; BRN 1209725; AI3-24247; CHEBI:17859; NSC9238; JFCQEDHGNNZCLN-UHFFFAOYSA-N; H849F7N00B; MFCD00004410; DSSTox_CID_1654; DSSTox_RID_76266; DSSTox_GSID_21654; CAS-110-94-1; Glutarsaeure; Pentandioate; Carboxylic acids, C6-18 and C5-15-di-; Carboxylic acids, di-, C4-6; 1czc; 1,5-Pentanedioate; PubChem18989; 4lh3;1,3-Propanedicarboxylate; WLN: QV3VQ; (C4-C6) Dibasic acids; bmse000406; SCHEMBL7414; 4-02-00-01934 (Beilstein Handbook Reference; KSC178G2T; Pentanedioic acid Glutaric acid; CHEMBL1162495; DTXSID2021654; CTK0H8329; ZINC388706; KS-00000GC3; NSC-9238; Tox21_202448; Tox21_302871; ANW-16215; BBL019768; LS-520; SBB060277; AKOS000118800; CS-W009536; DB03553; HY-W008820; LS41863; MCULE-4286022994; RTR-002207; TRA0044794; NCGC00249226-01; NCGC00256456-01; NCGC00259997-01; AK114297; AS-13132; BP-21143; H402; SC-16305; TR-002207; 100-EP2269610A2; 100-EP2277848A1; 100-EP2284146A2; 100-EP2284147A2; 100-EP2287155A1; 100-EP2289510A1; 100-EP2301924A1; 100-EP2305672A1; 100-EP2314295A1; 100-EP2316457A1; 100-EP2316458A1; 100-EP2316825A1; 100-EP2316826A1; 100-EP2316827A1; 100-EP2316828A1; 100-EP2374780A1; 100-EP2374781A1; 100-EP2374895A1; FT-0605446; G0069; G0245; H2396; ST24030738; ST51046496; C00489; Q409622; J-011915; Q-201163; Z57127454; 78FA13BF-E0C0-4EFC-948C-534CF45044E3; F2191-0242; Glutaric acid, certified reference material, TraceCERT(R); InChI=1/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9); glutaric acid; glutarik asit; gluterik asit; glutarik asid; gluteric asit; glutaric asit; glutaric acit;GLUTARIC ACID; GLUTARIK ASIT; GLUTARİK ASİT; GLUTARİK ASİD; GLUTERİC ASİT; GLUTARİC ACİT; glutaric acid, calcium salt; glutaric acid, copper(2+) salt (1:1); glutaric acid, disodium salt; glutaric acid, ion(1-); glutaric acid, monosodium salt; Pentanedioic acid; 110-94-1; 1,5-Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentandioic acid; glutarate; n-Pyrotartaric acid; UNII-H849F7N00B; propane-1,3-dicarboxylic acid; Carboxylic acids, di-, C4-6; Glutaric acid, 99%; HSDB 5542; Carboxylic acids, C6-18 and C5-15-di-; NSC 9238; EINECS 203-817-2; MFCD00004410; (C4-C6) Dibasic acids; BRN 1209725; AI3-24247; CHEBI:17859; NSC9238; JFCQEDHGNNZCLN-UHFFFAOYSA-N; H849F7N00B; DSSTox_CID_1654; DSSTox_RID_76266; DSSTox_GSID_21654; CAS-110-94-1; Glutarsaeure; Pentandioate; 1czc; 1,5-Pentanedioate; EINECS 273-081-5; PubChem18989; 4lh3; 1,3-Propanedicarboxylate; 1,3-Propanedicarboxylic acid ChEBI; 1,5-Pentanedioic acid ChEBI; Glutarsaeure ChEBI; Pentanedioic acid ChEBI; 1,3-Propanedicarboxylate Generator; 1,5-Pentanedioate Generator; Pentanedioate Generator; Glutarate Generator; Pentandioate; Glutaric acid Pentanedioic acid 110-94-1 1,5-Pentanedioic acid 1,3-Propanedicarboxylic acid; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide;glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acit; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; glutaric acid; glatarıc asit; gulutaric asit; grutarıc acide; glutarıc acıde; GLUTARIC ACIDE; GLUTARİDE ACİT; GLUTARİT ASİT; gulutarik asit; glikol asit; glutarol acit; glutran acit; glutaric acit; klutaric asit; gılutaric acid; glutarik asit; glutarik asit; gulutaric acid; GLUTARIC ACID; KLUTARİK ASİT; glutarik asit; acit glutaral; glutaricasit; glutaraldeyde acit; gulutaik acit; asit glutaral; glutaric acid; GLUTARİC ACİT; GLUTARAL ASİT; GLUTARİK ASİT; DİCARBOXYL ASİT; dicarboxyl asit; Pentanedioic Acid; 1,3; Pentanedioic Acid; 1,3-Propanedicarboxylic Acid; 1,5-Pentanedioic Acid; Glutaric Anhydride; klutarik asit anhidrit; glutaric acide anhydrous; GLUTARİK ASİT ANHİDRİT; Glutaric Acid-2-methylamino-5-nitromonoanilide; Glutaric Acid-1,5-13C2; Pentanedioic acid; GLUTAİK ASİT; PENTANEDOİK ASİT; phentonaik asit; PENTADIOIC ACID; 1,3-Propandicarbox ylate; 1,5-pentandioat; Asit glutarique; Glutarsäure; Asit glutarique; Glutarsäure; Pentanedioic acid; Pentanedioic acid; 1,3-Propanedicarboxylic acid; Pentanedioic acid; n-Pyrotartaric acid; Pentandioic acid; GLUTARİK ASİDÜTE; glutarik asidide; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate; 1,3-Propanedicarboxylic acid; 1,5-Pentanedioic acid; pentanedioic acid; pentanedioate;glutarik asit; glütarik asit; glutarık asit; glutarık asit; gulutarık asit; gulutaric asit; gülütarik asit; glutarıc acıd; glutaric acid; gulutaric acid; gulutaric asit; asit; acid; glutar; glutarik; gulutarik; GLUTARİK ASİT; GLÜTARİK ASİT; GLUTARIK ASİT; GLUTARIK ASİT; GULUTARIK ASİT; GULUTARİC ASİT; GÜLÜTARİK ASİT; GLUTARIC ACID; GLUTARİC ACİD; GULUTARİC ACİD; GULUTARİC ASİT; ASİT; ACİD; GLUTAR; GLUTARİK; GULUTARİK; GLUTARIC ACID; GLUTARİC ACİD; GLUTARIC ACIT; GLUTARİC ACIT; Acide glutarique; Acid glutarique; Acite glutarique; Acide glutaric; Acide glutarique

 

 

 

 

Acide glutarique

 

Acide glutarique
Image illustrative de l'article Acide glutarique
formule développée de l'acide glutarique
Identification
Nom UICPA Acide pentanedioïque
No CAS 110-94-1
No ECHA 100.003.471
No CE 203-817-2
SMILES 
[Afficher]
InChI 
[Afficher]
Apparence cristaux prismes incolores, inodores
Propriétés chimiques
Formule brute C5H8O4 [Isomères]
Masse molaire1 132,1146 ± 0,0058 g/mol
C 45,46 %, H 6,1 %, O 48,44 %,
pKa pKa1 = 4,35
pKa2 = 5,42
Propriétés physiques
T° fusion 98 °C2
T° ébullition 302 à 304 °C (décomposition)2
Solubilité dans l'eau à 20 °C : 639 g·l-12
Masse volumique 1,4 g·cm-32
Pression de vapeur saturante 2 Pa (20 °C)
Thermochimie
Cp 
[+]
Précautions
SIMDUT4
E : Matière corrosive
E,
[+]
Inhalation irritant
Peau irritant, corrosif
Yeux irritant, corrosif
Ingestion irritant
Écotoxicologie
DL50 6 g·kg-1 (souris, voie orale)
Unités du SI et CNTP, sauf indication contraire.
modifier Consultez la documentation du modèle
L'acide glutarique est un diacide carboxylique aliphatique, dénommé également acide pentanedioïque et de formule semi-développée HOOC-CH2-CH2-CH2-COOH.

 

l'acide glutarique est commun dans de nombreux produits végétaux, en particulier dans le sucre de betterave non purifié.

Les glutarates sont les sels de l'acide glutarique. Plus généralement, on appelle aussi glutarates les divers composés dérivés de l'acide glutarique par substitution d'un ou des deux hydrogènes des fonctions hydroxyles.

 


Propriétés
À température ambiante, l'acide glutarique est un solide cristallin, sous forme de petits prismes incolores. Il fond à 98 °C. Ce composé disparaît à 303 °C sous forme d'eau vapeur, de monoxyde de carbone et dioxyde de carbone. À une pression de 20 mmHg, le point d'ébullition avoisine 200 °C.

 

Il présente une solubilité appréciable dans l'eau, comparée à celles des diacides carboxyliques de chaine aliphatique de taille proche, l'acide succinique ou l'acide adipique.

Par chauffage au reflux dans un solvant organique approprié, comme le 1,1,2, trichloroéthane, l'acide glutarique se transforme en un anhydride cyclique, anhydride pentanedioïque ou anhydride glutarique.

 

Préparation de l'acide glutarique
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Usage de l'acide glutarique
C'est un intermédiaire de fabrication dans les fabriques de produits organiques et pour la chimie macromoléculaire. L'acide glutarique est un des monomères pour l'obtention de polyesters, de polyols ou polyamides aux caractéristiques mécaniques plus rigides5. Par hydrogénation catalytique, il donne un diol aliphatique, le pentane-1,5-diol, plastifiant ou même monomère pour divers polyesters.

 

 

Sécurité et toxicité du l'acide glutarique
Son emploi nécessite la protection des yeux et de la peau, ainsi qu'une bonne ventilation. Il faut le conserver, en récipient hermétique, au sec et au frais, à l'abri d'acides et de bases, des matières oxydantes et des agents réducteurs.

 

L'acide glutarique est un produit chimique irritant et corrosif pour la peau et les muqueuses.

 


Libellé préféré : acide glutarique;

 

Synonyme CISMeF : acide pentanedioique-1,5; COOH(CH2)3COOH;

Hyponyme MeSH : hydrogenoglutarate de sodium;

Libelles Related CAS CISMeF : glutarate de disodium;

Registry Number MeSH : 110-94-1; H849F7N00B;

Codes EINECS : 203-817-2;

substance (CISMeF) : O;

UNII : H849F7N00B;

L'acide glutarique, également connu sous le nom d'acide pentanedioïque ou 1, 5-pentanedioate, appartient à la classe des composés organiques appelés acides dicarboxyliques et dérivés. Ce sont des composés organiques contenant exactement deux groupes acide carboxylique. L'acide glutarique existe sous forme de composé solide, soluble (dans l'eau) et faiblement acide (basé sur son pKa). L'acide glutarique a été trouvé dans le tissu prostatique humain, et a également été détecté dans la plupart des biofluides, y compris les matières fécales, le liquide céphalo-rachidien, le sang et la salive. Au sein de la cellule, l'acide glutarique est principalement situé dans le cytoplasme. L'acide glutarique est également un composé parent pour d'autres produits de transformation, y compris, mais sans s'y limiter, le 1- (2- {4 - [(4-carboxybutanoyl) amino] phényl} éthyl) -1-méthylpipéridinium, 5 - ({4- [ L'acide 2- (1-oxidopipéridin-1-yl) éthyl] phényl} amino) -5-oxopentanoïque et l'acide p-nitrobenzyl glutaryl glycinique. L'acide glutarique est un composé au goût inodore qui peut être trouvé dans un certain nombre de produits alimentaires tels que la betterave commune, l'avoine, la betterave rouge et le plantain français. Cela fait de l'acide glutarique un biomarqueur potentiel pour la consommation de ces produits alimentaires. L'acide glutarique est un composé potentiellement toxique. On a trouvé que l'acide glutarique était associé à plusieurs maladies connues sous le nom d'acidurie glutarique de type III, déficit en 3-hydroxy-3-méthylglutaryl-CoA synthase et anorexie mentale; L'acide glutarique a également été associé à plusieurs troubles métaboliques innés, notamment un déficit en acyl-CoA déshydrogénase à chaîne courte et un déficit en 3-hydroxy-3-méthylglutaryl-CoA lyase.

 

Base de données sur le métabolome humain (HMDB)
L'acide glutarique se présente sous forme de cristaux incolores ou d'un solide blanc. (NTP, 1992)

 

 

Produits chimiques CAMEO
L'acide glutarique est un acide alpha, oméga-dicarboxylique qui est un acide dicarboxylique linéaire à cinq carbones. Il a un rôle de métabolite humain et de métabolite de Daphnia magna. C'est un acide conjugué d'un glutarate (1-) et d'un glutarate.

 

 

 

GLUTARİC ACİD

 

Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I, malonyl-CoA decarboxylase deficiency, and glutaric aciduria type III. Glutaric aciduria type I (glutaric acidemia type I, glutaryl-CoA dehydrogenase deficiency, GA1, or GAT1) is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1. 3. 99. 7, GCDH). Excessive levels of their intermediate breakdown products (e. g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs). Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Macrocephaly is amongst the earliest signs of GA1. GA1 also causes secondary carnitine deficiency because glutaric acid, like other organic acids, is detoxified by carnitine. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7. 35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glutaric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Treatment of glutaric aciduria is mainly based on the restriction of lysine intake, supplementation of carnitine, and an intensification of therapy during intercurrent illnesses. The major principle of dietary treatment is to reduce the production of glutaric acid and 3-hydroxyglutaric acid by restriction of natural protein, in general, and of lysine, in particular (PMID: 17465389, 15505398).

from Human Metabolome Database (HMDB) 1Structures HelpNew Window 1.12D Structure HelpNew Window Find Similar Structures Get Image Download Chemical Structure Depiction Glutaric acid.png Full screen Zoom in Zoom out from PubChem COMPOUND SUMMARY Glutaric acid PubChem CID: 743 Structure: Glutaric acid_small.png Glutaric acid_3D_Structure.png Glutaric acid_Crystal_Structure.png Find Similar Structures Chemical Safety: Corrosive Laboratory Chemical Safety Summary (LCSS) Datasheet Molecular Formula: C5H8O4 or COOH(CH2)3COOH Chemical Names: GLUTARIC ACID Pentanedioic acid 110-94-1 1,5-Pentanedioic acid 1,3-Propanedicarboxylic acid More... Molecular Weight: 132.11 g/mol Dates: Modify: 2019-08-03 Create: 2004-09-16 Glutaric acid is an alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid. It has a role as a human metabolite and a Daphnia magna metabolite. It is a conjugate acid of a glutarate(1-) and a glutarate. from ChEBI
2.3.7Wikipedia HelpNew Window
Glutaric acid
glutaric acid, calcium salt glutaric acid, copper(2+) salt (1:1) glutaric acid, disodium salt glutaric acid, ion(1-) glutaric acid, monosodium salt from MeSH 2.4.2Depositor-Supplied Synonyms HelpNew Window GLUTARIC ACID Pentanedioic acid 110-94-1 1,5-Pentanedioic acid 1,3-Propanedicarboxylic acid Pentandioic acid glutarate n-Pyrotartaric acid UNII-H849F7N00B propane-1,3-dicarboxylic acid Carboxylic acids, di-, C4-6 Glutaric acid, Glutarsaeure Pentandioate 1czc 1,5-Pentanedioate EINECS 273-081-5 PubChem18989 4lh3 1,3-Propanedicarboxylate WLN: QV3VQ Glutaric acid From Wikipedia, the free encyclopedia Jump to navigationJump to search Not to be confused with Glutamic acid. Glutaric acid Skeletal formula of glutaric acid Ball-and-stick model of the glutaric acid molecule Names Preferred IUPAC name Pentanedioic acid Other names Glutaric acid Propane-1,3-dicarboxylic acid 1,3-Propanedicarboxylic acid Pentanedioic acid n-Pyrotartaric acid Identifiers CAS Number 110-94-1 ☑ 3D model (JSmol) Interactive image ChEBI :17859 ☑ ChEMBL ChEMBL1162495 ☑ ChemSpider 723 ☑ DrugBank DB03553 ☑ ECHA InfoCard 100.003.471 EC Number 203-817-2 KEGG C00489 ☑ PubChem CID 743 CompTox Dashboard (EPA) DTXSID2021654 Edit this at Wikidata InChI SMILES Properties Chemical formula C5H8O4 Molar mass 132.12 g/mol Melting point 95 to 98 °C (203 to 208 °F; 368 to 371 K) Boiling point 200 °C (392 °F; 473 K) /20 mmHg Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☑ verify (what is ☑☒ ?) Infobox references Glutaric acid is the organic compound with the formula C3H6(COOH)2 . Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50% (w/w).

 

 

Contents 1 Biochemistry 2 Production 3 Uses 4 Safety 5 References 6 External links Biochemistry Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Defects in this metabolic pathway can lead to a disorder called glutaric aciduria, where toxic byproducts build up and can cause severe encephalopathy.


Production
Glutaric acid can be prepared by the ring-opening of butyrolactone with potassium cyanide to give the mixed potassium carboxylate-nitrile that is hydrolyzed to the diacid.[1] Alternatively hydrolysis, followed by oxidation of dihydropyran gives glutaric acid. It can also be prepared from reacting 1,3-dibromopropane with sodium or potassium cyanide to obtain the dinitrile, followed by hydrolysis.


Uses
1,5-Pentanediol, a common plasticizer and precursor to polyesters is manufactured by hydrogenation of glutaric acid and its derivatives.[2]
Glutaric acid itself has been used in the production of polymers such as polyester polyols, polyamides. The odd number of carbon atoms (i.e. 5) is useful in decreasing polymer elasticity.[citation needed]
Uvitonic acid is obtained by the action of ammonia on glutaric acid.
Safety
Glutaric acid may cause irritation to the skin and eyes.[3] Acute hazards include the fact that this compound may be harmful by ingestion, inhalation or skin absorption.[3]

Synonyms Value Source 1,3-Propanedicarboxylic acid ChEBI 1,5-Pentanedioic acid ChEBI Glutarsaeure ChEBI Pentanedioic acid ChEBI 1,3-Propanedicarboxylate Generator 1,5-Pentanedioate Generator Pentanedioate Generator Glutarate Generator Pentandioate HMDB Pentandioic acid HMDB Chemical Formula C5H8O4 Average Molecular Weight 132.1146 Monoisotopic Molecular Weight 132.042258744 IUPAC Name pentanedioic acid Traditional Name glutaric acid Biospecimen Status Value Age Sex Condition Reference Details Blood Detected and Quantified 12 uM Newborn (0-30 days old) Male Glutaric aciduria I 9350903 Cerebrospinal Fluid (CSF) Detected and Quantified 39.74 uM Not Available Not Specified Glutaryl-CoA dehydrogenase deficiency (GDHD) 10604139 Cerebrospinal Fluid (CSF) Detected and Quantified 43 uM Newborn (0-30 days old) Male Glutaric aciduria I 9350903 Feces Detected but not Quantified Adult (>18 years old) Both Irritable bowel syndrome 21761941 Feces Detected but not Quantified Adult (>18 years old) Both Ulcerative colitis 21761941 Feces Detected but not Quantified Not Specified Not Specified Cryptosporidium infection 22944170 Feces Detected but not Quantified Adult (>18 years old) Both Colorectal cancer 25037050 Feces Detected but not Quantified Adult (>18 years old) Both Colorectal Cancer 27275383

Glutaric aciduria type III
Knerr I, Zschocke J, Trautmann U, Dorland L, de Koning TJ, Muller P, Christensen E, Trefz FK, Wundisch GF, Rascher W, Hoffmann GF: Glutaric aciduria type III: a distinctive non-disease? J Inherit Metab Dis. 2002 Oct;25(6):483-90. [PubMed:12555941 ]
Jakobs C, Sweetman L, Wadman SK, Duran M, Saudubray JM, Nyhan WL: Prenatal diagnosis of glutaric aciduria type II by direct chemical analysis of dicarboxylic acids in amniotic fluid. Eur J Pediatr. 1984 Jan;141(3):153-7. [PubMed:6698061 ]
Whelan DT, Hill R, Ryan ED, Spate M: L-Glutaric acidemia: investigation of a patient and his family. Pediatrics. 1979 Jan;63(1):88-93. [PubMed:440804 ]
Bishop FS, Liu JK, McCall TD, Brockmeyer DL: Glutaric aciduria type 1 presenting as bilateral subdural hematomas mimicking nonaccidental trauma. Case report and review of the literature. J Neurosurg. 2007 Mar;106(3 Suppl):222-6. [PubMed:17465389 ]
Muller E, Kolker S: Reduction of lysine intake while avoiding malnutrition--major goals and major problems in dietary treatment of glutaryl-CoA dehydrogenase deficiency. J Inherit Metab Dis. 2004;27(6):903-10. [PubMed:15505398 ]
Hong YG, Moon YM, Hong JW, No SY, Choi TR, Jung HR, Yang SY, Bhatia SK, Ahn JO, Park KM, Yang YH: Production of glutaric acid from 5-aminovaleric acid using Escherichia coli whole cell bio-catalyst overexpressing GabTD from Bacillus subtilis. Enzyme Microb Technol. 2018 Nov;118:57-65. doi: 10.1016/j.enzmictec.2018.07.002. 
Kobayashi Y, Ohshiro N, Shibusawa A, Sasaki T, Tokuyama S, Sekine T, Endou H, Yamamoto T: Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. Mol Pharmacol. 2002 Jul;62(1):7-14. [PubMed:12065749 ]
Glutaric acid


Glutaric acid for synthesis. CAS 110-94-1, EC Number 203-817-2, chemical formula HOOC(CH₂)₃COOH.
Glutaric acid: Malzeme Güvenlik Bilgi Formu (MSDS) veya SDS, Analiz Sertifikası (COA) ve Kalite Uygunluk Sertifikası (COQ), dosyalar, broşürler ve diğer dokümanlar.

 

 

Application
Glutaric acid may be employed as starting reagent in the synthesis of glutaric anhydride.[9]


Glutaric acid may be used for the following studies:
• Complexation with DL-lysine. Complexes have been reported to possess zwitterionic lysinium ions (positively charged) and semi-glutarate ions (negatively charged).[8]
• Synthesis of complexes with L-arginine and L-histidine.[7]
• Preparation of glycine-glutaric acid co-crystals. Phase transition studies of these cocrystals have been reported by single-crystal X-ray diffraction, polarized Raman spectroscopy and differential scanning calorimetry.[1]
General description
Glutaric acid (Pentanedioic Acid) is a linear dicarboxylic acid. It has been prepared by oxidizing cyclopentane, cyclopentanol and cyclopentanone.[9]

Glutaric acid is a pentanedioic acid. On exposure to X-rays, glutaric acid crystals generate two stable free radicals. These free radicals have been investigated by electron nuclear double resonance (ENDOR) technique.[5] Presence of glutaric acid in urine and plasma is an indicator of type I glutaric aciduria (GA-I).[6]
Glutaric acid is formed as an intermediate during the catabolism of lysine in mammals.[3] Electron spin resonance spectra of radical (CO2H)CH2CH2CH(CO2H formed in glutaric acid crystal after γ-irradiation is reported to remains trapped in it.[2] Polymorphism of Glycine-glutaric acid co-crystals has been studied by single crystal X-ray diffraction and Raman spectroscopy.[4]

 

 

Read Abstract 
Low-temperature phase transition in glycine-glutaric acid co-crystals studied by single-crystal X-ray diffraction, Raman spectroscopy and differential scanning calorimetry.
Boris A Zakharov et. al
Acta crystallographica. Section B, Structural science, 68(Pt 3), undefined (2012-5-23)
The occurrence of a first-order reversible phase transition in glycine-glutaric acid co-crystals at 220-230 K has been confirmed by three different techniques - single-crystal X-ray diffraction, polarized Raman spectroscopy and differential scanning ...Read More
Electron spin resonance of (CO2H) CH2CH2CH (CO2H) in irradiated glutaric acid. Horsfield A, et al. Molecular Physics 4(2), 169-175, (1961)
Read Abstract 
The metabolism of glutaric acid-3-C14 by the intact rat.
D C HOBBS and R E KOEPPE
The Journal of biological chemistry, 230(2), undefined (1958-2-1)
Polymorphism of ?glycine-glutaric acid? co-crystals: the same phase at low temperatures and high pressures. Zakharov BA, et al. CrystEngComm 15(9), 1693-1697, (2013)
ENDOR Studies in Molecular Crystals. I. Glutaric Acid at 4.2? K. Kwiram AL. J. Chem. Phys. 55(5), 2484-2495, (1971)
Read Abstract 
Glutaric aciduria type I: a common cause of episodic encephalopathy and spastic paralysis in the Amish of Lancaster County, Pennsylvania.
D H Morton et. al
American journal of medical genetics, 41(1), undefined (1991-10-1)
We have diagnosed type I glutaric aciduria (GA-I) in 14 children from 7 Old Order Amish families in Lancaster County, Pennsylvania. An otherwise rare disorder, GA-I appears to be a common cause of acute encephalopathy and cerebral palsy among the Ami...Read More
Read Abstract 
X-ray studies on crystalline complexes involving amino acids and peptides. XXXVIII. Crystal structures of the complexes of L-arginine and L-histidine with glutaric acid and a comparative study of amino acid-glutaric acid complexes.
N T Saraswathi and M Vijayan
Acta crystallographica. Section B, Structural science, 57(Pt 6), undefined (2001-11-22)
The complexes of glutaric acid with L-arginine and L-histidine (two crystal forms) exhibit different stoichiometries and ionization states. The aggregation patterns in two of the crystals are remarkably similar to those observed earlier in similar st...Read More
X-ray studies on crystalline complexes involving amino acids and peptides. XXXVII. Novel aggregation patterns and effect of chirality in the complexes of DL-and L-lysine with glutaric acid. Saraswathi NT, et al. Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials 53(1), 366-371, (2001)
Eagleson M. Concise Encyclopedia Chemistry , 461-461, (1994)
Read Abstract 
Prenatal diagnosis of glutaric aciduria type II by direct chemical analysis of dicarboxylic acids in amniotic fluid.
C Jakobs et. al
European journal of pediatrics, 141(3), undefined (1984-1-1)
A method for the measurement of dicarboxylic acids in amniotic fluid was developed that utilizes isolation of the acids by liquid partition chromatography and quantification by ammonia chemical ionization selected ion monitoring, gas chromatography-m...Read More
Read Abstract 
Antenatal diagnosis of glutaric acidemia.
S I Goodman et. al
American journal of human genetics, 32(5), undefined (1980-9-1)
Two pregnancies at risk for glutaric acidemia were monitored. In one, in which the fetus was not affected, glutaric acid was not detected in the amniotic fluid at amniocentesis (15 weeks) and the glutaryl-CoA dehydrogenase activity of cultured amniot...Read More
Read Abstract 
L-Glutaric acidemia: investigation of a patient and his family.
The significant problem with the glutaric acid formulation is the resulting predictions for impurity RRT 1.22

 

 

Fig. 4. Model evaluation for the glutaric acid formulation RRT 1.22 impurity (a screenshot from the ASM software). Since this is a less desirable outcome than can be achieved with the lactic acid formulation, there is no need to further consider the glutaric acid formulation in this analysis, and the lactic acid formulation was selected for further development.

Glutaric acid
Glutaric aciduria type 1 (OMIM #231670) due to glutaryl-coenzyme A dehydrogenase deficiency is associated with accumulation of glutaric acid, glutaryl carnitine, and secondary metabolites in body fluids. The clinical picture is variable. Most patients are macrocephalic.
The authors selected the glutaric acid cocrystal2 for further evaluation because of the relatively high melting point of the cocrystal and the expected high water solubility of the cocrystal because of the high water solubility of the coformer. A solvent-based 
Glutaric Aciduria Type 1 (OMIM 231670)
The metabolism of lysine, hydroxylsine, and tryptophan is disrupted secondary to deficiency in glutaryl-CoA dehydrogenase, a mitochondrial enzyme. This results in the accumulation of glutaric acid and 3-hydroxyglutaric acid.

 

 

 

Investigation
Neuroimaging is characteristic, with frontotemporal atrophy and often subdural effusions or hematomas. This may lead to initial suspicion of child abuse. There is excessive glutaric and 3-hydroxyglutaric acid in the urine. Plasma free carnitine is reduced and glutaryl carnitine is elevated. Reduced enzyme activity is demonstrated in fibroblasts.

Urine organic acid analysis detects a wide range of compounds. It is an excellent diagnostic test for the organic acidemias involving propionic, methylmalonic, and isovaleric acids. It also detects glutaric acid, which is a progressive neurotoxic defect in biomolecule conversion. The fatty acid oxidation defects also result in abnormal compounds in the urine. The presence of succinylacetone is a hallmark of tyrosinemia; similarly, the presence of isoleucine metabolites is a hallmark of maple syrup urine disease. Lactic acid and ketones are also detectable on organic acid analysis but are not always well correlated with plasma levels.


Accession Number T3D4359
Identification
Common Name Glutaric acid
Class Small Molecule
Description Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I, malonyl-CoA decarboxylase deficiency, and glutaric aciduria type III. Glutaric aciduria type I (glutaric acidemia type I, glutaryl-CoA dehydrogenase deficiency, GA1, or GAT1) is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH). Excessive levels of their intermediate breakdown products (e.g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs). Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Macrocephaly is amongst the earliest signs of GA1. GA1 also causes secondary carnitine deficiency because glutaric acid, like other organic acids, is detoxified by carnitine. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to h ...Read more


Mechanism of Toxicity Accumulation of glutaric acid in the body has been shown to be toxic. The accumulation of glutaric acid ranging from slightly or intermittently elevated urinary glutaric acid to gross organic aciduria occurs in glutaric aciduria. Glutaric aciduria type 1 is an autosomal-recessive disorder resulting from a deficiency of mitochondrial glutaryl-CoA dehydrogenase which is involved in the metabolism of lysine, hydroxylysine, 
Uses/Sources This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Minimum Risk Level Not Available
Health Effects Chronically high levels of glutaric acid are associated with at least 3 inborn errors of metabolism including: Glutaric Aciduria Type I and Glutaric Aciduria Type III.


Description belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
Baric I, Wagner L, Feyh P, Liesert M, Buckel W, Hoffmann GF: Sensitivity and specificity of free and total glutaric acid and 3-hydroxyglutaric acid measurements by stable-isotope dilution assays for the diagnosis of glutaric aciduria type I. J Inherit Metab Dis. 1999 Dec;22(8):867-81. Pubmed: 10604139 
Bishop FS, Liu JK, McCall TD, 
A. D. Mechanism of glutaric acid synthesis. Issledovaniya v Oblasti Kinetiki, Modelirovaniya i Optimizatsii Khimicheskikh Protsessov (1974), 2 277-89.
Material Safety Data Sheet (MSDS) Download (PDF)
Links

Clinical Information 
Acylcarnitine analysis is included in newborn screening blood testing and is utilized for detection of several inborn errors of metabolism, including fatty acid oxidation disorders (FAOD) and organic acidemias (OA). A limitation of this analytic method is its inability to differentiate between several isomers. Additional testing of 2-hydroxy glutaric acid (2OH-GA), 3-hydroxy glutaric acid (3OH-GA), glutaric acid (GA), methylsuccinic acid (MSA), and ethylmalonic acid (EMA) by LC-MS/MS allows better differentiation among C4-acylcarnitine and glutarylcarnitine/C10-OH isomers.
Glutarylcarnitine (C5-DC) is elevated in glutaric acidemia type 1 (GA-1), but is not differentiated from C10-OH acylcarnitine. GA-1, is caused by a deficiency of glutaryl-CoA dehydrogenase and is characterized by bilateral striatal brain injury leading to dystonia, often a result of acute neurologic crises triggered by illness. Individuals with GA-1 typically show elevations of glutaric acid and 3OH-GA, even in those considered to be "low excretors."

Reference Values 
2-OH Glutaric acid: < or =25 nmol/mL

3-OH Glutaric acid: < or =1.5 nmol/mL
Glutaric acid: < or =1.5 nmol/mL
Methylsuccinic acid: < or =0.45 nmol/mL
Ethylmalonic acid: < or =3.5 nmol/mL

Elevation of glutaric acid (GA) and 3-hydroxy glutaric acid (3OH-GA) are consistent with a diagnosis of glutaric acidemia type 1 (GA-1).
Elevation of GA, 2-hydroxy glutaric acid (2OH-GA), 3OH-GA, EMA, and MSA are consistent with a diagnosis of glutaric acidemia (GA-2).

ChEBI Name glutaric acid
Glutaric acid is the organic compound with the formula C3H6(COOH)2 . Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50% (w/w).
Read full article at Wikipedia

Outgoing glutaric acid (CHEBI:17859) has role Daphnia magna metabolite (CHEBI:83056) 
glutaric acid (CHEBI:17859) has role human metabolite (CHEBI:77746) 
glutaric acid (CHEBI:17859) is a α,ω-dicarboxylic acid (CHEBI:28383) 
glutaric acid (CHEBI:17859) is conjugate acid of glutarate (CHEBI:24329) 
glutaric acid (CHEBI:17859) is conjugate acid of glutarate(1-) (CHEBI:35907) 
Incoming (2S)-2-(3-{2-bromo-5-[(2,4-diaminopyrimidin-1-ium-5-yl)methyl]-3-methoxyphenoxy}propyl)pentanedioate (CHEBI:47236) has functional parent glutaric acid (CHEBI:17859)
(R)-1,2-di-O-dodecanylglycero-3-glutaric acid 6ʼ-methylresorufin ester (CHEBI:131618) has functional parent glutaric acid (CHEBI:17859)
(S)-1,2-di-O-dodecanylglycero-3-glutaric acid 6ʼ-methylresorufin ester (CHEBI:100462) has functional parent glutaric acid (CHEBI:17859)
1-(2-{4-[(4-carboxybutanoyl)amino]phenyl}ethyl)-1-methylpiperidinium (CHEBI:42893) has functional parent glutaric acid (CHEBI:17859)
1-hexadecyl-2-glutaryl-sn-glycero-3-phosphocholine (CHEBI:79276) has functional parent glutaric acid (CHEBI:17859)
2-formylglutaric acid (CHEBI:49075) has functional parent glutaric acid (CHEBI:17859)
2-hydroxyglutaric acid (CHEBI:17084) has functional parent glutaric acid (CHEBI:17859)
2-hydroxymethylglutaric acid (CHEBI:49077) has functional parent glutaric acid (CHEBI:17859)
2-methylglutaric acid (CHEBI:68567) has functional parent glutaric acid (CHEBI:17859)
2-methylideneglutaric acid (CHEBI:17207) has functional parent glutaric acid (CHEBI:17859)
2-oxoglutaric acid (CHEBI:30915) has functional parent glutaric acid (CHEBI:17859)
3,3-dimethylglutaric acid (CHEBI:68502) has functional parent glutaric acid (CHEBI:17859)
3-hydroxy-3-methylglutaric acid (CHEBI:16831) has functional parent glutaric acid (CHEBI:17859)
3-methylglutaric acid (CHEBI:68566) has functional parent glutaric acid (CHEBI:17859)
4-(4-styrylphenylcarbamoyl)butyric acid (CHEBI:45573) has functional parent glutaric acid (CHEBI:17859)
4-hydroxy-2-oxoglutaric acid (CHEBI:30923) has functional parent glutaric acid (CHEBI:17859)
4-hydroxy-4-methyl-2-oxoglutaric acid (CHEBI:17801) has functional parent glutaric acid (CHEBI:17859)
5-({4-[2-(1-oxidopiperidin-1-yl)ethyl]phenyl}amino)-5-oxopentanoic acid (CHEBI:44598) has functional parent glutaric acid (CHEBI:17859)
5-{[4-({hydroxy[(4-nitrophenyl)amino]phosphoryl}methyl)phenyl]amino}-5-oxopentanoic acid (CHEBI:63478) has functional parent glutaric acid (CHEBI:17859)
8-benzyl-7-hydroxy-4,10-dioxo-1-phenyl-6-oxa-3,9-diaza-7-phosphatetradecan-14-oic acid 7-oxide (CHEBI:43081) has functional parent glutaric acid (CHEBI:17859)
N-formylisoglutamic acid (CHEBI:28904) has functional parent glutaric acid (CHEBI:17859)
O-glutaroyl-L-carnitine (CHEBI:82952) has functional parent glutaric acid (CHEBI:17859)
O-glutarylcarnitine (CHEBI:73040) has functional parent glutaric acid (CHEBI:17859)
p-nitrobenzyl glutaryl glycinic acid (CHEBI:44939) has functional parent glutaric acid (CHEBI:17859)
diethyl glutarate (CHEBI:87319) has functional parent glutaric acid (CHEBI:17859)
glutaramic acid (CHEBI:24326) has functional parent glutaric acid (CHEBI:17859)
glutaryl-CoAs (CHEBI:24333) has functional parent glutaric acid (CHEBI:17859)
isoglutamic acid (CHEBI:28791) has functional parent glutaric acid (CHEBI:17859)
monomethyl glutaric acid (CHEBI:86396) has functional parent glutaric acid (CHEBI:17859)
glutarate (CHEBI:24329) is conjugate base of glutaric acid (CHEBI:17859)
glutarate(1-) (CHEBI:35907) is conjugate base of glutaric acid (CHEBI:17859)
IUPAC Name 
pentanedioic acid
Synonyms Sources
1,3-Propanedicarboxylic acid KEGG COMPOUND
1,5-pentanedioic acid NIST Chemistry WebBook Indicates when synonyms have been adapted from the specified source i.e. not exact copies.
Glutaric acid KEGG COMPOUND
GLUTARIC ACID PDBeChem
Tian F, Fu X, Gao J, Ying Y, Hou L, Liang Y, Ning Q, Luo X (2014)
Glutaric acid-mediated apoptosis in primary striatal neurons. 
BioMed research international 2014, 484731 [PubMed:24900967]
[show Abstract]
Pusti S, Das N, Nayek K, Biswas S (2014)
A treatable neurometabolic disorder: glutaric aciduria type 1. 
induced by perinatal exposure to glutaric acid. 
Neurotoxicity research 25, 381-391 [PubMed:24297153]
Glutaric Acid-Mediated Apoptosis in Primary Striatal Neurons
3Laboratory of Infectious Immunology, Department of Infectious Disease, Tongji Hospital of Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, China


Abstract
Glutaric acid (GA) has been implicated in the mechanism of neurodegeneration in glutaric aciduria type I. 

3.6. Effect of Glutaric Acid on Caspase 3 Transcript and Protein Levels 
4. Discussion
Glutaric aciduria type I is an autosomal recessive disorder characterized by high levels of GA, 3-hydroxyglutaric acid (3-OHGA), glutaconic acid, and glutaryl-CoA in body fluids as well as degenerative changes in the striatal and frontotemporal cortical neurons. A deficiency of cerebral GCDH activity is attributed to the development of neurological damage in GA I patients. However, the comprehension of the degeneration mechanism in the basal ganglia still remains partial.

GCDH deficiency results in increased concentrations of potentially neurotoxic metabolites, glutaric acid (GA), 3-hydroxy glutaric acid (3-OH-GA) and glutaconic acid within body tissues, especially within the brain. 
Glutaric aciduria type II is a totally different disease and belongs to the group of fatty acid oxidation disorders. These are metabolic disorders characterized by a lack of the enzymes are needed to break down fats, resulting in delayed mental and physical development. Two forms of this disorder occur during different stages of life.
1) Glutaric aciduria IIA (GA IIA) is the neonatal form of glutaricaciduria II. This form of glutaric aciduria II is a very rare, X-linked hereditary disorder characterized by large amounts of glutaric and other acids in blood and urine. The disorder is caused by dysfunction of the electron-transferring flavoprotein in the mitochondria.
2) Glutarica aciduria IIB (GA IIB; ethylmalonic adipicaciduria) is the adult form of glutaricaciduria II. This milder form of the disorder is inherited in an autosomal recessive pattern. Acidity of the body tissues (metabolic acidosis), and a low blood sugar level (hypoglycemia) without an elevated level of ketones in body tissues (ketosis), occur during adulthood. Large amounts of glutaric acid in the blood and urine are caused by a deficiency of the enzyme multiple acyl-CoA dehydrogenase. (For more information on this disorder, choose "glutaric aciduria II" as your search term in the Rare Disease Database.)
Glutaric aciduria III is an autosomal recessive genetic condition characterized by accumulation or excretion of glutaric acid and caused by mutations in the C7ORF10 gene. Symptoms vary and some individuals show no symptoms
Goodman SI, Frerman FE. Organic acidemias due to defects in lysine oxidation: 2-ketoadipic acidemia and glutaric acidemia. In: Scriver CR, Beaudet AL, Sly WS, et al. Eds. The Metabolic Molecular Basis of Inherited Disease. 7th ed. McGraw-Hill Companies. New York, NY; 1995:1451-60.
JOURNAL ARTICLES
Peters V, Morath M, Mack M, et al. Formation of 3-hydroxyglutaric acid in glutaric aciduria type I: in vitro participation of medium chain acyl-CoA dehydrogenase. JIMD Rep. 2019;47(1):30-34. Published 2019 Mar 26. doi:10.1002/jmd2.12026
Boy N, Mengler K, Thimm E, et al Newborn screening: A disease-changing intervention for glutaric aciduria type 1. Ann Neurol. 2018 May;83(5):970-979. doi: 10.1002/ana.25233. Epub 2018 Apr 30.
Boy N, Mühlhausen C, Maier EM, et al. Proposed recommendations for diagnosing and managing individuals with glutaric aciduria type I: second revision. J Inherit Metab Dis. 2017 Jan;40(1):75-101. doi: 10.1007/s10545-016-9999-9. Epub 2016 Nov 16. Review. PubMed PMID: 27853989.select
Mosaeilhy A, Mohamed MM, C GPD, et al. Genotype-phenotype correlation in 18 Egyptian patients with glutaric acidemia type I. Metab Brain Dis. 2017 Oct;32(5):1417-1426. doi: 10.1007/s11011-017-0006-4. Epub 2017 Apr 7. PubMed PMID: 28389991.
Hedlund GL, Longo N, Pasquali M. Glutaric acidemia type 1. Am J Med Genet C Semin Med Genet. 2006 May 15;142C(2):86-94. doi: 10.1002/ajmg.c.30088. Review. PubMed PMID: 16602100; PubMed Central PMCID: PMC2556991.
Bähr O, Mader I, Zschocke J, Dichgans J, Schulz JB. Adult onset glutaric aciduria type I presenting with a leukoencephalopathy. Neurology. 2002 Dec 10;59(11):1802-4. doi: 10.1212/01.wnl.0000036616.11962.3c. PubMed PMID: 12473778.
Busquets C, Coll MJ, Merinero B, et al. Prenatal molecular diagnosis of glutaric aciduria type I by direct mutation analysis. Prenat Diagn. 2000 Sep;20(9):761-4. PubMed PMID: 11015709.
Kafil-Hussain NA, Monavari A, Bowell R, Thornton P, Naughten E, O'Keefe M. Ocular findings in glutaric aciduria type 1. J Pediatr Ophthalmol Strabismus. 2000 Sep-Oct;37(5):289-93. PubMed PMID: 11020111.
Zafeiriou DI, Zschocke J, Augoustidou-Savvopoulou P, et al. Atypical and variable clinical presentation of glutaric aciduria type I. Neuropediatrics. 2000 Dec;31(6):303-6. doi: 10.1055/s-2000-12943. PubMed PMID: 11508549.
Baric I, Wagner L, Feyh P, Liesert M, Buckel W, Hoffmann GF. Sensitivity and specificity of free and total glutaric acid and 3-hydroxyglutaric acid measurements by stable-isotope dilution assays for the diagnosis of glutaric aciduria type I. J Inherit Metab Dis.1999 Dec;22(8):867-81. PubMed PMID: 10604139.
Hoffmann GF, Zschocke J. Glutaric aciduria type I: from clinical, biochemical and molecular diversity to successful therapy. J Inherit Metab Dis. 1999 Jun;22(4):381-91. Review. PubMed PMID: 10407775

Naylor EW, Chace DH. Automated tandem mass spectrometry for mass newborn screening for disorders in fatty acid, organic acid, and amino acid metabolism. J Child Neurol. 1999 Nov;14 Suppl 1:S4-8. doi: 10.1177/0883073899014001021. PubMed PMID: 10593560.
Glutaric acid
Class Small Molecule
Description Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I, malonyl-CoA decarboxylase deficiency, and glutaric aciduria type III. Glutaric aciduria type I (glutaric acidemia type I, glutaryl-CoA dehydrogenase deficiency, GA1, or GAT1) is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH). Excessive levels of their intermediate breakdown products (e.g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs). Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Macrocephaly is amongst the earliest signs of GA1. GA1 also causes secondary carnitine deficiency because glutaric acid, like other organic acids, is detoxified by carnitine. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to h ...Read more


DRUG INTERACTION
Acetazolamide The excretion of Glutaric Acid can be decreased when combined with Acetazolamide.
Acetylsalicylic acid The excretion of Glutaric Acid can be decreased when combined with Acetylsalicylic acid.
Acyclovir The excretion of Glutaric Acid can be decreased when combined with Acyclovir.
Adefovir dipivoxil The excretion of Glutaric Acid can be decreased when combined with Adefovir dipivoxil.
Allopurinol The excretion of Allopurinol can be decreased when combined with Glutaric Acid.
Alprostadil The excretion of Alprostadil can be decreased when combined with Glutaric Acid.
Aminohippuric acid The excretion of Glutaric Acid can be decreased when combined with Aminohippuric acid.
Aminophenazone The excretion of Glutaric Acid can be decreased when combined with Aminophenazone.
Amoxicillin The excretion of Glutaric Acid can be decreased when combined with Amoxicillin.
Antipyrine The excretion of Glutaric Acid can be decreased when combined with Antipyrine.

Guiseppe Gigliotti, Jean-Michel Roul, "Process for the preparation of 3-methyl-3-hydroxy-glutaric acid." U.S. Patent US4467108, issued June, 1980.
Diagnosis of glutaric acidemia type 1
Aids in diagnosis of glutaric acidemia type 2

 

 

A limitation of this analytic method is its inability to differentiate between several isomers. Additional testing of 2-hydroxy glutaric acid (2OH-GA), 3-hydroxy glutaric acid (3OH-GA), glutaric acid (GA), methylsuccinic acid (MSA), and ethylmalonic acid (EMA) by LC-MS/MS allows better differentiation among C4-acylcarnitine and glutarylcarnitine/C10-OH isomers.

Glutarylcarnitine (C5-DC) is elevated in glutaric acidemia type 1 (GA-1), but is not differentiated from C10-OH acylcarnitine. GA-1, is caused by a deficiency of glutaryl-CoA dehydrogenase and is characterized by bilateral striatal brain injury leading to dystonia, often a result of acute neurologic crises triggered by illness. Individuals with GA-1 typically show elevations of glutaric acid and 3OH-GA, even in those considered to be "low excretors."
Glutaric acidemia (GA-2), also known as multiple acyl-CoA dehydrogenase deficiency (MADD), is caused by defects in either the electron transfer flavoprotein (ETF) or ETF-ubiquinone oxidoreductase. This disease can be severe and is often fatal in the first weeks of life, with typical symptoms of hypoglycemia, muscle weakness, metabolic acidosis, dysmorphic features, cardiac defects or arrhythmias, renal cysts, and fatty infiltration of the liver. GA-2 can have a milder presentation, also known as ethylmalonic-adipic aciduria, with Reye-like illnesses in childhood and muscle weakness in childhood and adulthood. In addition to elevations in glutaric acid, individuals with GA-2 can also show increased EMA, MSA, and 2OH-GA.

Reference Values 
2-OH Glutaric acid: < or =25 nmol/mL

3-OH Glutaric acid: < or =1.5 nmol/mL
Glutaric acid: < or =1.5 nmol/mL
Methylsuccinic acid: < or =0.45 nmol/mL
Ethylmalonic acid: < or =3.5 nmol/mL
Normal levels of EMA in the context of elevated C4 is consistent with a diagnosis of isobutyryl-CoA dehydrogenase (IBDH) deficiency.
Elevation of glutaric acid (GA) and 3-hydroxy glutaric acid (3OH-GA) are consistent with a diagnosis of glutaric acidemia type 1 (GA-1).
Elevation of GA, 2-hydroxy glutaric acid (2OH-GA), 3OH-GA, EMA, and MSA are consistent with a diagnosis of glutaric acidemia (GA-2).

2. Kolker S, Christensen E, Leonar JV, et al: Diagnosis and management of glutaric aciduria type I-revised recommendations. J Inherit Metab Dis 2011;34:677-694
3. Frerman FE, Goodman SI: Chapter 103: Defects of electron transfer flavoprotein and electron transfer flavoprotein-ubiquinone oxidoreductase: Glutaric Acidemia Type II. In Scriver's Online Metabolic and Molecular Bases of Inherited Disease. Edited by CR Scriver, AL Beaudet, D Valle, et al. Accessed 8/17/17. Available at Glutaric Aciduria Type I
1) Glutaric aciduria IIA (GA IIA) is the neonatal form of glutaricaciduria II. This form of glutaric aciduria II is a very rare, X-linked hereditary disorder characterized by large amounts of glutaric and other acids in blood and urine. The disorder is caused by dysfunction of the electron-transferring flavoprotein in the mitochondria.
2) Glutarica aciduria IIB (GA IIB; ethylmalonic adipicaciduria) is the adult form of glutaricaciduria II. This milder form of the disorder is inherited in an autosomal recessive pattern. Acidity of the body tissues (metabolic acidosis), and a low blood sugar level (hypoglycemia) without an elevated level of ketones in body tissues (ketosis), occur during adulthood. Large amounts of glutaric acid in the blood and urine are caused by a deficiency of the enzyme multiple acyl-CoA dehydrogenase. (For more information on this disorder, choose "glutaric aciduria II" as your search term in the Rare Disease Database.)
Glutaric aciduria III is an autosomal recessive genetic condition characterized by accumulation or excretion of glutaric acid and caused by mutations in the C7ORF10 gene. Symptoms vary and some individuals show no symptoms
Goodman SI, Frerman FE. Organic acidemias due to defects in lysine oxidation: 2-ketoadipic acidemia and glutaric acidemia. In: Scriver CR, Beaudet AL, Sly WS, et al. Eds. The Metabolic Molecular Basis of Inherited Disease. 7th ed. McGraw-Hill Companies. New York, NY; 1995:1451-60.

National Organization for Rare Disorders (NORD)
55 Kenosia Ave., Danbury CT 06810 • (203)744-0100
Glutaric Acid-Mediated Apoptosis in Primary Striatal Neurons
Fengyan Tian,1,2 Xi Fu,1 Jinzhi Gao,1 Yanqin Ying,1 Ling Hou,1 Yan Liang,1 Qin Ning,3

 

 

3.6. Effect of Glutaric Acid on Caspase 3 Transcript and Protein Levels
Quantitative RT-PCR was performed to monitor mRNA expression of the apoptotic executioner caspase 3 (Figure 9(a)). The comparative method was used to analyse relative expression levels. Caspase 3 mRNA expression at 6 hours after treatment with 1, 10, 25, and 50 mM GA was upregulated about 1.40-fold, 1.67-fold, and 1.95-fold, respectively, compared to control. Thus GA might induce apoptosis via caspase 3 activation.


4. Discussion
Glutaric aciduria type I is an autosomal recessive disorder characterized by high levels of GA, 3-hydroxyglutaric acid (3-OHGA), glutaconic acid, and glutaryl-CoA in body fluids as well as degenerative changes in the striatal and frontotemporal cortical neurons. A deficiency of cerebral GCDH activity is attributed to the development of neurological damage in GA I patients. However, the comprehension of the degeneration mechanism in the basal ganglia still remains partial.

 

 

 


Glutaric acid is the organic compound with the formula C3H6(COOH)2 . Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50% (w/w).
Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Defects in this metabolic pathway can lead to a disorder called glutaric aciduria, where toxic byproducts build up and can cause severe encephalopathy.
Glutaric acid can be prepared by the ring-opening of butyrolactone with potassium cyanide to give the mixed potassium carboxylate-nitrile that is hydrolyzed to the diacid.[1] Alternatively hydrolysis, followed by oxidation of dihydropyran gives glutaric acid. It can also be prepared from reacting 1,3-dibromopropane with sodium or potassium cyanide to obtain the dinitrile, followed by hydrolysis.
1,5-Pentanediol, a common plasticizer and precursor to polyesters is manufactured by hydrogenation of glutaric acid and its derivatives.[2]
Glutaric acid itself has been used in the production of polymers such as polyester polyols, polyamides. The odd number of carbon atoms (i.e. 5) is useful in decreasing polymer elasticity.[citation needed]
Uvitonic acid is obtained by the action of ammonia on glutaric acid.
Glutaric acid may cause irritation to the skin and eyes.[3] Acute hazards include the fact that this compound may be harmful by ingestion, inhalation or skin absorption.[3]
Glutaric acid (Pentanedioic Acid) is a linear dicarboxylic acid. It has been prepared by oxidizing cyclopentane, cyclopentanol and cyclopentanone.[9]

 

Glutaric acid is a pentanedioic acid. On exposure to X-rays, glutaric acid crystals generate two stable free radicals. These free radicals have been investigated by electron nuclear double resonance (ENDOR) technique.[5] Presence of glutaric acid in urine and plasma is an indicator of type I glutaric aciduria (GA-I).[6]

Glutaric acid is formed as an intermediate during the catabolism of lysine in mammals.[3] Electron spin resonance spectra of radical (CO2H)CH2CH2CH(CO2H formed in glutaric acid crystal after γ-irradiation is reported to remains trapped in it.[2] Polymorphism of Glycine-glutaric acid co-crystals has been studied by single crystal X-ray diffraction and Raman spectroscopy.[4]

 

Application
Glutaric acid may be employed as starting reagent in the synthesis of glutaric anhydride.[9]

 

 

Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. 
Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I
Glutaric acid is the organic compound with the formula C3H6(COOH)2 . Although the related "linear" dicarboxylic acids adipic and succinic acids are water-soluble only to a few percent at room temperature, the water-solubility of glutaric acid is over 50% (w/w).
Glutaric acid has the lowest melting point among dicarboxylic acids (98 C); it is very soluble in water and the solution in water is a medium strong acid. Short-term exposure to glutaric acid may cause irritation to the eyes, skin and the respiratory tract.

 

 

Glutarik asit

 

Glutamik asit ile karıştırılmamalıdır.
Glutarik asit
Glutarik asidin iskelet formülü
Glutarik asit molekülünün top ve çubuk modeli
İsimler
Tercih edilen IUPAC adı
Pentandioik asit
Diğer isimler
Glutarik asit
Propan-1,3-dikarboksilik asit
1,3-propandikarboksilik asit
Pentandioik asit
n-Pirotartarik asit
Tanımlayıcılar
CAS numarası
110-94-1 ☑
3B model (JSmol)
Etkileşimli görüntü
ChEBI
CHEBI: 17859 ☑
ChEMBL
ChEMBL1162495 ☑
ChemSpider
723 ☑
DrugBank
DB03553 ☑
ECHA Bilgi Kartı 100.003.471
EC Numarası
203-817-2
KEGG
C00489 ☑
PubChem Müşteri Kimliği
743
UNII
H849F7N00B ☑
CompTox Kontrol Paneli (EPA)
DTXSID2021654 Bunu Vikiveri'de düzenleyin
InChI [gösteri]
SMILES [gösteri]
Özellikleri
Kimyasal formül C5H8O4
Molar kütle 132.12 g / mol
Erime noktası 95 ila 98 ° C (203 ila 208 ° F; 368 ila 371 K)
Kaynama noktası 200 ° C (392 ° F; 473 K) / 20 mmHg
Aksi belirtilmediği sürece, veriler standart hallerinde (25 ° C [77 ° F], 100 kPa) malzemeler için verilmiştir.
☑ doğrula (☑☒ nedir?)
Bilgi kutusu referansları
Glutarik asit, C3H6 (COOH) 2 formülüne sahip organik bileşiktir. İlgili "doğrusal" dikarboksilik asitler adipik ve süksinik asitler, oda sıcaklığında sadece yüzde birkaç oranında suda çözünür olmalarına rağmen, glutarik asidin suda çözünürlüğü% 50'nin (ağırlık / ağırlık) üzerindedir.

 

 


İçindekiler
1 Biyokimya
2 Üretim
3 Kullanımlar
4 Güvenlik
5 Kaynaklar
6 Dış bağlantılar
Biyokimya
Glutarik asit, lizin ve triptofan dahil olmak üzere bazı amino asitlerin metabolizması sırasında vücutta doğal olarak üretilir. Bu metabolik yoldaki kusurlar, toksik yan ürünlerin biriktiği ve şiddetli ensefalopatiye neden olabilen glutarik asidüri adı verilen bir bozukluğa yol açabilir.

 

 

Üretim
Glutarik asit, diasite hidrolize olan karışık potasyum karboksilat-nitrili vermek için butirolaktonun potasyum siyanür ile halka açılmasıyla hazırlanabilir. [1] Alternatif olarak hidroliz, ardından dihidropiran oksidasyonu, glutarik asit verir. Dinitril elde etmek için 1,3-dibromopropanın sodyum veya potasyum siyanür ile reaksiyona sokulması ve ardından hidroliz yoluyla da hazırlanabilir.

 

 

Kullanımlar
Poliesterler için yaygın bir plastikleştirici ve öncü olan 1,5-Pentandiol, glutarik asit ve türevlerinin hidrojenasyonu ile üretilir. [2]
Polyester polioller, poliamidler gibi polimerlerin üretiminde glutarik asidin kendisi kullanılmıştır. Tek sayıda karbon atomu (yani 5), polimer esnekliğini azaltmada yararlıdır. [Kaynak belirtilmeli]
Uvitonik asit, amonyağın glutarik asit üzerindeki etkisiyle elde edilir.
Emniyet
Glutarik asit ciltte ve gözlerde tahrişe neden olabilir. [3] Akut tehlikeler, bu bileşiğin yutulması, solunması veya cilt tarafından emilmesi yoluyla zararlı olabileceği gerçeğini içerir. [3]

 

 

Glutarik asit, basit bir beş karbonlu doğrusal dikarboksilik asittir. Glutarik asit, lizin ve triptofan dahil olmak üzere bazı amino asitlerin metabolizması sırasında vücutta doğal olarak üretilir. Glutarik asit ciltte ve gözlerde tahrişe neden olabilir. Yeterince yüksek seviyelerde bulunduğunda, glutarik asit bir asidojen ve bir metabotoksin görevi görebilir. Bir asidojen, birçok organ sistemi üzerinde çok sayıda yan etkiye sahip olan asidozu indükleyen asidik bir bileşiktir. Bir metabotoksin, kronik olarak yüksek seviyelerde olumsuz sağlık etkilerine neden olan, endojen olarak üretilen bir metabolittir. Kronik olarak yüksek glutarik asit seviyeleri, glutarik asidüri tip I, malonil-CoA dekarboksilaz eksikliği ve glutarik asidüri tip III dahil olmak üzere en az üç doğuştan metabolizma hatasıyla ilişkilidir. Glutarik asidüri tip I (glutarik asidemi tip I, glutaril-CoA dehidrojenaz eksikliği, GA1 veya GAT1), mitokondriyal eksikliğinden dolayı vücudun amino asitleri lizin, hidroksilisin ve triptofanı tamamen parçalayamadığı kalıtsal bir hastalıktır. glutaril-CoA dehidrojenaz (EC 1. 3. 99. 7, GCDH). Ara parçalanma ürünlerinin (örneğin glutarik asit, glutaril-CoA, 3-hidroksiglutarik asit, glutakonik asit) aşırı seviyeleri birikebilir ve beyinde (ve ayrıca diğer organlarda) hasara neden olabilir. Glutarik asidemi tip I olan bebekler genellikle alışılmadık derecede büyük kafalarla (makrosefali) doğarlar. Makrosefali, GA1'in ilk belirtileri arasındadır. GA1 ayrıca sekonder karnitin eksikliğine neden olur çünkü glutarik asit, diğer organik asitler gibi, karnitin ile detoksifiye edilir. Kandaki (organik asidemi), idrardaki (organik asidüri), beyindeki ve diğer dokulardaki anormal derecede yüksek organik asit seviyeleri genel metabolik asidoza yol açar. Asidoz tipik olarak arteriyel pH 7'nin altına düştüğünde ortaya çıkar. 35. Asidozlu bebeklerde başlangıç ​​semptomları zayıf beslenme, kusma, iştahsızlık, zayıf kas tonusu (hipotoni) ve enerji eksikliği (uyuşukluk) içerir. Bunlar kalp, karaciğer ve böbrek anormalliklerine, nöbetlere, komaya ve muhtemelen ölüme kadar ilerleyebilir. Bunlar aynı zamanda tedavi edilmemiş glutarik asidüri'nin karakteristik semptomlarıdır. Organik asidemileri olan birçok etkilenen çocuk, zihinsel engellilik veya gecikmiş gelişim yaşar. Yetişkinlerde asidoz veya asidemi baş ağrısı, kafa karışıklığı, yorgunluk hissi, titreme, uyku hali ve nöbetlerle karakterizedir. Glutarik asidüri tedavisi esas olarak lizin alımının kısıtlanmasına, karnitin takviyesine ve birlikte görülen hastalıklar sırasında tedavinin yoğunlaştırılmasına dayanır. Diyet tedavisinin ana prensibi, genel olarak doğal proteinin ve özel olarak lizinin kısıtlanmasıyla glutarik asit ve 3-hidroksiglutarik asit üretimini azaltmaktır (PMID: 17465389, 15505398).

İnsan Metabolom Veritabanından (HMDB) 1Structures YardımYeni Pencere 1.12D Yapısı YardımYeni Pencere Benzer Yapıları Bul Resmi İndir Kimyasal Yapısı Tasvir Glutaric acid.png Tam ekran Yakınlaştır PubChem'den uzaklaştır BİLEŞİK ÖZET Glutarik asit PubChem CID: 743 Yapı: Glutaric acid_small.png Glutaric acid_3D_Structure.png Glutaric acid_Crystal_Structure.png Benzer Yapıları Bulun Kimyasal Güvenlik: Aşındırıcı Laboratuvar Kimyasal Güvenlik Özeti (LCSS) Veri Sayfası Moleküler Formül: C5H8O4 veya COOH (CH2) 3COOH Kimyasal İsimler: GLUTARİK ASİT Pentandioik asit 110-94-1 1,5-Pentandioik asit asit 1,3-Propanedikarboksilik asit Daha fazlası ... Moleküler Ağırlık: 132.11 g / mol Tarihler: Değiştir: 2019-08-03 Oluşturma: 2004-09-16 Glutarik asit, lineer beşli bir alfa, omega-dikarboksilik asittir. karbon dikarboksilik asit. İnsan metaboliti ve Daphnia magna metaboliti olarak rol oynar. Bir glutarat (1-) ve bir glutaratın eşlenik asididir. ChEBI'den
2.3.7Wikipedia YardımıYeni Pencere
Glutarik asit
glutarik asit, kalsiyum tuzu glutarik asit, bakır (2+) tuz (1: 1) glutarik asit, disodyum tuzu glutarik asit, iyon (1-) glutarik asit, MeSH'den monosodyum tuzu 2.4.2 Depozitör Tarafından Sağlanan Eşanlamlılar YardımYeni Pencere GLUTARİK ASİT Pentanedioic asit 110-94-1 1,5-Pentandioik asit 1,3-Propanedikarboksilik asit Pentandioik asit glutarat n-Pirotartarik asit UNII-H849F7N00B propan-1,3-dikarboksilik asit Karboksilik asitler, di-, C4-6 Glutarik asit, Glutarsaeure Pentandioat 1czc 1,5-Pentanedioate EINECS 273-081-5 PubChem18989 4lh3 1,3-Propanedikarboksilat WLN: QV3VQ Glutarik asit Wikipedia'dan ücretsiz ansiklopedi navigasyona atla Aramaya atla Glutamik asit ile karıştırılmamalıdır. Glutarik asit Glutarik asit iskelet formülü Glutarik asit molekülünün top ve çubuk modeli İsimler Tercih edilen IUPAC adı Pentandioik asit Diğer isimler Glutarik asit Propan-1,3-dikarboksilik asit 1,3-Propanedikarboksilik asit Pentandioik asit n-Pirotartarik asit Tanımlayıcılar CAS Numara 110-94-1 ☑ 3D model (JSmol) Etkileşimli görüntü ChEBI: 17859 ☑ ChEMBL ChEMBL1162495 ☑ ChemSpider 723 ☑ DrugBank DB03553 ☑ ECHA InfoCard 100.003.471 EC Numarası 203-817-2 KEGG C00489 ☑ PubChem CID 743 CompTox Dashboard (EPD) DTXSID2021654 Bunu Vikiveri InChI SMIL'de düzenleyin
ES Özellikler Kimyasal formül C5H8O4 Molar kütle 132,12 g / mol Erime noktası 95 ila 98 ° C (203 ila 208 ° F; 368 ila 371 K) Kaynama noktası 200 ° C (392 ° F; 473 K) / 20 mmHg Aksi belirtilmedikçe veriler standart hallerinde (25 ° C [77 ° F], 100 kPa) malzemeler için verilmiştir. ☑ doğrulayın (☑☒ nedir?) Infobox referansları Glutarik asit, C3H6 (COOH) 2 formülüne sahip organik bileşiktir. İlgili "doğrusal" dikarboksilik asitler adipik ve süksinik asitler, oda sıcaklığında sadece yüzde birkaç oranında suda çözünür olmalarına rağmen, glutarik asidin suda çözünürlüğü% 50'nin (ağırlık / ağırlık) üzerindedir.

 

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