Metatags: 2-Sulfanylethan-1-ol; 2-Hydroxy-1-ethanethiol; β-Mercaptoethanol; 2-Mercaptoethanol; Thioglycol

Cas No: 60-24-2

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) 

2-mercaptoethanol

Mercaptoethanol

60-24-2

Beta-Mercaptoethanol

Thioglycol

Ethanol, 2-mercapto-

2-Sulfanylethanol

2-Thioethanol

Thioethylene glycol

Thiomonoglycol

2-Hydroxyethanethiol

2-Hydroxyethyl mercaptan

2-Hydroxy-1-ethanethiol

Monothioglycol

2-Mercapto-1-ethanol

1-Ethanol-2-thiol

Hydroxyethyl mercaptan

Monothioethylene glycol

2-Mercaptoethyl alcohol

2-ME

Mercaptoetanol

Ethylene glycol, monothio-

1-Hydroxy-2-mercaptoethane

1-Mercapto-2-hydroxyethane

2-sulfanylethan-1-ol

2-Hydroxyethylmercaptan

Emery 5791

USAF EK-4196

Monothioethyleneglycol

beta-Hydroxyethanethiol

.beta.-Mercaptoethanol

.beta.-Hydroxyethanethiol

beta-Hydroxyethylmercaptan

NSC 3723

UNII-14R9K67URN

2-mercapto ethanol

CCRIS 2097

HSDB 5199

EINECS 200-464-6

UN2966

.beta.-Hydroxyethylmercaptan

BRN 0773648

AI3-07710

14R9K67URN

DTXSID4026343

CHEBI:41218

betamercaptoethanol

2-Mercaptoethanol, 99%, pure

2-Mercaptoethanol, >=99.0%

2mercaptoethanol

b-mercaptoethanol

2-mercapto-ethanol

2-sulfanyl-ethanol

beta-sulfanylethanol

hydroxyethyl sulfide

mercaptoethyl alcohol

MFCD00004890

2-Sulfanylethanol #

2-hydroxy-ethanethiol

2-mercaptoethan-1-ol

EC 200-464-6

4-01-00-02428 (Beilstein Handbook Reference)

Thioglycol [UN2966] [Poison]

KS-000017OG

NSC-3723

Thioglycol [UN2966] [Poison]

ZINC8216595

2-Mercaptoethanol[forElectrophoresis]

STL482546

2-Mercaptoethanol, for electrophoresis

2-Mercaptoethanol, for synthesis, 99.0%

2-Mercaptoethanol, SAJ special grade, >=99.0%

3-Pyridinecarbonitrile, 4-methyl-2,6-di-5-morpholinyl-

2-Mercaptoethanol, for HPLC derivatization, >=99.0% (GC)

2-Mercaptoethanol, BioUltra, for molecular biology, >=99.0% (GC)

2-Mercaptoethanol;2-mercaptoethanol;Ethanol, 2-mercapto-;Beta-Mercaptoethanol

2-Mercaptoethanol, for molecular biology, for electrophoresis, suitable for cell culture, BioReagent, 99% (GC/titration)

2-Mercaptoethanol, PharmaGrade, Manufactured under appropriate controls for use as raw material in pharma or biopharmaceutical production.

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce

 disulfide bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and 

lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce 

disulfide

 bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and lowers 

the volatility. 

Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

2-Mercaptoethanol reacts with aldehydes and ketones to give the corresponding oxathiolanes.[4] This makes 2-mercaptoethanol useful as a protecting group, giving a derivative whose 

stability is between that of a dioxolane and a dithiolane

Reducing proteins

Some proteins can be denatured by 2-mercaptoethanol, which cleaves the disulfide bonds that may form between thiol groups of cysteine residues. In the case of excess 2-mercaptoethanol, the following equilibrium is shifted to the right:

RS–SR + 2 HOCH2CH2SH ⇌ 2 RSH + HOCH2CH2S–SCH2CH2OH

By breaking the S-S bonds, both the tertiary structure and the quaternary structure of some proteins can be disrupted.[6] Because of its ability to disrupt the structure of proteins, it was used in the analysis of proteins, for instance, to ensure that a protein solution contains monomeric protein molecules, instead of disulfide linked dimers or higher order oligomers. However, since 2-mercaptoethanol forms adducts with free cysteines and is somewhat more toxic, dithiothreitol (DTT) is generally more used especially in SDS-PAGE. DTT is also a more powerful reducing agent with a redox potential (at pH 7) of −0.33 V, compared to −0.26 V for 2-mercaptoethanol.[7]

2-Mercaptoethanol is often used interchangeably with dithiothreitol (DTT) or the odorless tris(2-carboxyethyl)phosphine (TCEP) in biological applications.

2-Sulfanylethan-1-ol[1]

Other names

2-Mercaptoethan-1-ol

2-Hydroxy-1-ethanethiol

β-Mercaptoethanol

Thioglycol

Beta-merc

BME is suitable for reducing protein disulfide bonds prior to polyacrylamide gel electrophoresis and is usually included in a sample buffer for SDS-PAGE at a concentration of 5%. Cleaving intermolecular (between subunits) disulfide bonds allows the subunits of a protein to separate independently on SDS-PAGE. Cleaving intramolecular (within subunit) disulfide bonds allows the subunits to become completely denatured so that each peptide migrates according to its chain length with no influence due to secondary structure.

Charge transfer agent for the preparation of polyvinyl chloride.[1] Synthon for the preparation of 1,3-oxathiolanes.[2][3]

Thioglycol appears as a water-white liquid. May be toxic by ingestion, inhalation, or skin absorption.

Background

2-Mercaptoethanol (2-ME) is a clear colorless to very faint yellow liquid that boils at 157–158 °C and has a concentration of 14.3 M (mol l−1). The bulk product decomposes slowly in air.

 If kept sealed at room temperature, it will remain pure (more than 99%) up to 3 years. 2-ME is miscible in water in all proportions, and miscible in alcohol, ether, and benzene. Solution of 2-ME is readily oxidized in air to a disulfide, particularly at high pH values.

It should be remembered that its reaction with strong acids or alkali metals will release flammable hydrogen gas, and it is combustible as a liquid or vapor. 2-ME can be toxic if ingested,

 and fatal if inhaled or absorbed through the skin. 2-ME was found to be more toxic than ethanol to all tissues but showed a significant diminished toxicity upon dilution.

2-Mercaptoethanol (CAS 60-24-2) is the chemical compound with the formula HOCH2CH2SH. It is a hybrid of ethylene glycol (HOCH2CH2OH) and 1,2-ethanedithiol (HSCH2CH2SH). It is widely used

 because the hydroxyl group confers solubility in water and lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related 

thiols. It may be prepared by the reaction of hydrogen sulfide on ethylene oxide.

Keywords

1-Ethanethiol

Inorganic

Irritant chemicals

2-ME

Mercaptan

2-Mercaptoethanol

β-Mercaptoethanol

2-mercaptoethanol

THIOGLYCOL

CAS names

Ethanol, 2-mercapto-

IUPAC names

2-Hydroxy-1-ethanethiol

2-sulfanylethan-1-ol

2-Sulfanylethanol

Mercaptoethanol

200-464-6 [EINECS]

2-Hydroxyethylmercaptan

2-Mercaptoethanol [Wiki]

2-Sulfanylethanol [ACD/IUPAC Name]

2-Sulfanylethanol [German] [ACD/IUPAC Name]

2-Sulfanyléthanol [French] [ACD/IUPAC Name]

2-sulfhydryl-ethanol

60-24-2 [RN]

Ethanol, 2-mercapto- [ACD/Index Name]

mercaptoethanol [Wiki]

mercaptoethyl alcohol

MFCD00004890 [MDL number]

Monothioethylene glycol

Monothioethyleneglycol

thioethylene glycol

β-Hydroxyethanethiol

β-Hydroxyethylmercaptan

β-mercaptoethanol

β-Mercaptoethanol

&β;-mercaptoethanol

(2S,3S)-1,4-dimercaptobutane-2,3-diol

1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane

155-04-4 [RN]

1-Ethanol-2-thiol

1-Hydroxy-2-mercaptoethane

1-Mercapto-2-hydroxyethane

2 Mercaptoethanol

2,3-DIHYDROXY-1,4-DITHIOBUTANE

203645-37-8 [RN]

284474-53-9 [RN]

2-Hydroxy-1-Ethanethiol

2-Hydroxyethanethiol

2-Hydroxyethyl mercaptan

2-mercapto ethanol

2-Mercapto-1-ethanol

2-Mercaptobenzothiazole zinc salt

2-Mercaptoethanol-1,1,2,2-d4

2-Mercaptoethyl alcohol

2-mercaptoethynol

2-Sulfanylethan-1-ol

2-sulfanylethynol

2-Thioethanol

2-巯基乙醇 [Chinese]

DTT

DTV

Ethylene glycol, monothio-

ETHYLTHIO, 2-HYDROXY-

Hydroxyethyl mercaptan

hydroxyethyl sulfide

Mercaptoetanol

Monothioglycol

SH2Q [WLN]

ß-mercaptoethanol

Thioglycol

Thiomonoglycol

WLN: SH2Q

β Mercaptoethanol

β-Hydroxyethanethiol

β-Hydroxyethylmercaptan

β-mercaptoethanol

2-Merkaptoetanol (aynı zamanda β-merkaptoetanol, BME, 2BME, 2-ME veya β-met) HOCH2CH2SH formüllü bir tiyol bileşiğidir. Yaygın olarak ME veya βME şeklinde kısaltılır. ME, 

disülfid bağlarının indirgenmesinde biyolojik anti-oksidant görevi yapar ve bunu hidroksil radikallerini birbirlerinden ayırarak başarır. Hidroksil grubunun sudaki çözünürlüğe

 olan etkisi ve uçuculuğu azaltması sebebiyle kullanımı yaygındır. Çok az olan buhar basıncı sebebi ile iğrenç kokusuna rağmen, tiyollerden daha az sakıncalıdır. 

2-Merkaptoetanol, hidrojen sulfür ve etilen oksitin reaksiyonu sonucunda elde edilebilir:

2-Merkaptoetanol, aldehit ve ketonlarla reaksiyona girerek ilgili okzatiolanları oluşturur. Bu durum 2-merkaptoetanolün koruma grubu olarak kullanılmasını sağlar

Proteinlerin indirgenmesi

Bazı proteinler 2-merkaptoetanol ile denatüre edilebilirler. 2-merkaptoetanol iki sisetin biriminin arasında oluşabilen disülfit bağlarını kırabilir. Bu durumda fazla miktarda 2- merkaptoetanol kullanımı aşağıdaki denklemi ürünler yönüne kaydırır.

RS–SR + 2 HOCH2CH2SH kimyasal denge HOCH2CH2S–SCH2CH2OH + 2 RSH

Reaction scheme for the cleavage of disulfide bonds by 2-mercaptoethanol

S-S bağlarını kırarak, hem 3 hem de 4'üncü yapıları bozabilir.[3] Bu yeteneğinden dolayı protein analizlerinde sıklıkla kullanılır.[4]

Güvenlik

2-Merkaptoetanol toksik olarak değerlendirilir. Solunduğunda, solunum yollarında yanmaya sebep olurken deride de yanmaya sebebiyet verir. Yutulması halinde karın ağrısı gözlenir ve yüksek oranlarda maruz kalmak ise potansiyel ölümle sonuçlanır. [

2-Merkaptoetan-1-ol 

2-Hidroksi-1-etanetiol

β-Merkaptoetanol

Tiogliserol

2-Sulfaniletan-1-ol

МЕРКАПТОЭТАНОЛ

Номер CAS

60–24–2

ОПИСАНИЕ

Синонимы: Тиогликоль, 2-МЕ, BME, 1-этанол-2-тиол, 2-гидрокси-1-этантиол, 2-гидроксиэтил меркаптан, 2-тиоэтанол, Бета-меркаптоэтанол, Меркаптоэтанол, Монотиоэтилен­гликоль, Тиомоногликоль.

Формула: HSC2H4OH

Меркаптоэтанол представляет собой прозрачную, подвижную жидкость с характерным неприятным удушающим запахом.

Области применения и способы использования

Меркаптоэтоанол используется в нефтедобывающей промышленности в качестве компонента для производства ингибиторов коррозии, как стабилизатор ионов железа в составах для кислотных обработок скважин; в процессах эмульсионной полимеризации может применяться как ограничитель роста цепи; в молекулярной биологии применяется для денатурации белков.; Thioglycol; 2-Hydroxyethyl mercaptan; 2-Thioethanol; Eemery 5791; 1-Ethanol-2-thiol; 2-hydroxy-1-ethanethiol; Beta-Mercaptoethanol; Thiomonoglycol; 2-HYDROXY-1-ETHANETHIOL; 2-HYDROXYETHANETHIOL; 2-HYDROXYETHYLMERCAPTAN; 2-ME; 2-MERCAPTHOETHANOL; 2-MERCAPTOETHANOL; 2-THIOETHANOL; BETA-MERCAPTOETHANOL; BME; HYDROXYETHYL MERCAPTAN; MERCAPTOETHANOL; MONOTHIOETHYLENE GLYCOL; THIOETHYLENE GLYCOL; THIOGLYCOL; ?-hydroxyethanethiol; 1-Ethanol-2-thiol; 1-Hydroxy-2-mercaptoethane; 1-Mercapto-2-hydroxyethane; 2-Mercapitoethanol; 2-mercapotethanol

CAS NO:60-24-2

 

Metatags: 2-Sulfanylethan-1-ol; 2-Hydroxy-1-ethanethiol; β-Mercaptoethanol; 2-Mercaptoethanol; Thioglycol

Cas No: 60-24-2

Kozmetik, deri ve kürk sanayi için tüy dökücü hammadde. 

 

 

 

2-mercaptoethanol

Mercaptoethanol

60-24-2

Beta-Mercaptoethanol

Thioglycol

Ethanol, 2-mercapto-

2-Sulfanylethanol

2-Thioethanol

Thioethylene glycol

Thiomonoglycol

2-Hydroxyethanethiol

2-Hydroxyethyl mercaptan

2-Hydroxy-1-ethanethiol

Monothioglycol

2-Mercapto-1-ethanol

1-Ethanol-2-thiol

Hydroxyethyl mercaptan

Monothioethylene glycol

2-Mercaptoethyl alcohol

2-ME

Mercaptoetanol

Ethylene glycol, monothio-

1-Hydroxy-2-mercaptoethane

1-Mercapto-2-hydroxyethane

2-sulfanylethan-1-ol

2-Hydroxyethylmercaptan

Emery 5791

USAF EK-4196

Monothioethyleneglycol

beta-Hydroxyethanethiol

.beta.-Mercaptoethanol

.beta.-Hydroxyethanethiol

beta-Hydroxyethylmercaptan

NSC 3723

UNII-14R9K67URN

2-mercapto ethanol

CCRIS 2097

HSDB 5199

EINECS 200-464-6

UN2966

.beta.-Hydroxyethylmercaptan

BRN 0773648

AI3-07710

14R9K67URN

DTXSID4026343

CHEBI:41218

betamercaptoethanol

2-Mercaptoethanol, 99%, pure

2-Mercaptoethanol, >=99.0%

2mercaptoethanol

b-mercaptoethanol

2-mercapto-ethanol

2-sulfanyl-ethanol

beta-sulfanylethanol

hydroxyethyl sulfide

mercaptoethyl alcohol

MFCD00004890

2-Sulfanylethanol #

2-hydroxy-ethanethiol

2-mercaptoethan-1-ol

EC 200-464-6

4-01-00-02428 (Beilstein Handbook Reference)

Thioglycol [UN2966] [Poison]

KS-000017OG

NSC-3723

Thioglycol [UN2966] [Poison]

ZINC8216595

2-Mercaptoethanol[forElectrophoresis]

STL482546

2-Mercaptoethanol, for electrophoresis

2-Mercaptoethanol, for synthesis, 99.0%

2-Mercaptoethanol, SAJ special grade, >=99.0%

3-Pyridinecarbonitrile, 4-methyl-2,6-di-5-morpholinyl-

2-Mercaptoethanol, for HPLC derivatization, >=99.0% (GC)

2-Mercaptoethanol, BioUltra, for molecular biology, >=99.0% (GC)

2-Mercaptoethanol;2-mercaptoethanol;Ethanol, 2-mercapto-;Beta-Mercaptoethanol

2-Mercaptoethanol, for molecular biology, for electrophoresis, suitable for cell culture, BioReagent, 99% (GC/titration)

2-Mercaptoethanol, PharmaGrade, Manufactured under appropriate controls for use as raw material in pharma or biopharmaceutical production.

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce

 disulfide bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and 

lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-ME or β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce 

disulfide

 bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and lowers 

the volatility. 

Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

2-Mercaptoethanol reacts with aldehydes and ketones to give the corresponding oxathiolanes.[4] This makes 2-mercaptoethanol useful as a protecting group, giving a derivative whose 

stability is between that of a dioxolane and a dithiolane

Reducing proteins

Some proteins can be denatured by 2-mercaptoethanol, which cleaves the disulfide bonds that may form between thiol groups of cysteine residues. In the case of excess 2-mercaptoethanol, the following equilibrium is shifted to the right:

RS–SR + 2 HOCH2CH2SH ⇌ 2 RSH + HOCH2CH2S–SCH2CH2OH

By breaking the S-S bonds, both the tertiary structure and the quaternary structure of some proteins can be disrupted.[6] Because of its ability to disrupt the structure of proteins, it was used in the analysis of proteins, for instance, to ensure that a protein solution contains monomeric protein molecules, instead of disulfide linked dimers or higher order oligomers. However, since 2-mercaptoethanol forms adducts with free cysteines and is somewhat more toxic, dithiothreitol (DTT) is generally more used especially in SDS-PAGE. DTT is also a more powerful reducing agent with a redox potential (at pH 7) of −0.33 V, compared to −0.26 V for 2-mercaptoethanol.[7]

2-Mercaptoethanol is often used interchangeably with dithiothreitol (DTT) or the odorless tris(2-carboxyethyl)phosphine (TCEP) in biological applications.

2-Sulfanylethan-1-ol[1]

Other names

2-Mercaptoethan-1-ol

2-Hydroxy-1-ethanethiol

β-Mercaptoethanol

Thioglycol

Beta-merc

BME is suitable for reducing protein disulfide bonds prior to polyacrylamide gel electrophoresis and is usually included in a sample buffer for SDS-PAGE at a concentration of 5%. Cleaving intermolecular (between subunits) disulfide bonds allows the subunits of a protein to separate independently on SDS-PAGE. Cleaving intramolecular (within subunit) disulfide bonds allows the subunits to become completely denatured so that each peptide migrates according to its chain length with no influence due to secondary structure.

Charge transfer agent for the preparation of polyvinyl chloride.[1] Synthon for the preparation of 1,3-oxathiolanes.[2][3]

Thioglycol appears as a water-white liquid. May be toxic by ingestion, inhalation, or skin absorption.

Background

2-Mercaptoethanol (2-ME) is a clear colorless to very faint yellow liquid that boils at 157–158 °C and has a concentration of 14.3 M (mol l−1). The bulk product decomposes slowly in air.

 If kept sealed at room temperature, it will remain pure (more than 99%) up to 3 years. 2-ME is miscible in water in all proportions, and miscible in alcohol, ether, and benzene. Solution of 2-ME is readily oxidized in air to a disulfide, particularly at high pH values.

It should be remembered that its reaction with strong acids or alkali metals will release flammable hydrogen gas, and it is combustible as a liquid or vapor. 2-ME can be toxic if ingested,

 and fatal if inhaled or absorbed through the skin. 2-ME was found to be more toxic than ethanol to all tissues but showed a significant diminished toxicity upon dilution.

2-Mercaptoethanol (CAS 60-24-2) is the chemical compound with the formula HOCH2CH2SH. It is a hybrid of ethylene glycol (HOCH2CH2OH) and 1,2-ethanedithiol (HSCH2CH2SH). It is widely used

 because the hydroxyl group confers solubility in water and lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related 

thiols. It may be prepared by the reaction of hydrogen sulfide on ethylene oxide.

Keywords

1-Ethanethiol

Inorganic

Irritant chemicals

2-ME

Mercaptan

2-Mercaptoethanol

β-Mercaptoethanol

2-mercaptoethanol

THIOGLYCOL

CAS names

Ethanol, 2-mercapto-

IUPAC names

2-Hydroxy-1-ethanethiol

2-sulfanylethan-1-ol

2-Sulfanylethanol

Mercaptoethanol

200-464-6 [EINECS]

2-Hydroxyethylmercaptan

2-Mercaptoethanol [Wiki]

2-Sulfanylethanol [ACD/IUPAC Name]

2-Sulfanylethanol [German] [ACD/IUPAC Name]

2-Sulfanyléthanol [French] [ACD/IUPAC Name]

2-sulfhydryl-ethanol

60-24-2 [RN]

Ethanol, 2-mercapto- [ACD/Index Name]

mercaptoethanol [Wiki]

mercaptoethyl alcohol

MFCD00004890 [MDL number]

Monothioethylene glycol

Monothioethyleneglycol

thioethylene glycol

β-Hydroxyethanethiol

β-Hydroxyethylmercaptan

β-mercaptoethanol

β-Mercaptoethanol

&β;-mercaptoethanol

(2S,3S)-1,4-dimercaptobutane-2,3-diol

1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane

155-04-4 [RN]

1-Ethanol-2-thiol

1-Hydroxy-2-mercaptoethane

1-Mercapto-2-hydroxyethane

2 Mercaptoethanol

2,3-DIHYDROXY-1,4-DITHIOBUTANE

203645-37-8 [RN]

284474-53-9 [RN]

2-Hydroxy-1-Ethanethiol

2-Hydroxyethanethiol

2-Hydroxyethyl mercaptan

2-mercapto ethanol

2-Mercapto-1-ethanol

2-Mercaptobenzothiazole zinc salt

2-Mercaptoethanol-1,1,2,2-d4

2-Mercaptoethyl alcohol

2-mercaptoethynol

2-Sulfanylethan-1-ol

2-sulfanylethynol

2-Thioethanol

2-巯基乙醇 [Chinese]

DTT

DTV

Ethylene glycol, monothio-

ETHYLTHIO, 2-HYDROXY-

Hydroxyethyl mercaptan

hydroxyethyl sulfide

Mercaptoetanol

Monothioglycol

SH2Q [WLN]

ß-mercaptoethanol

Thioglycol

Thiomonoglycol

WLN: SH2Q

β Mercaptoethanol

β-Hydroxyethanethiol

β-Hydroxyethylmercaptan

β-mercaptoethanol

2-Merkaptoetanol (aynı zamanda β-merkaptoetanol, BME, 2BME, 2-ME veya β-met) HOCH2CH2SH formüllü bir tiyol bileşiğidir. Yaygın olarak ME veya βME şeklinde kısaltılır. ME, 

disülfid bağlarının indirgenmesinde biyolojik anti-oksidant görevi yapar ve bunu hidroksil radikallerini birbirlerinden ayırarak başarır. Hidroksil grubunun sudaki çözünürlüğe

 olan etkisi ve uçuculuğu azaltması sebebiyle kullanımı yaygındır. Çok az olan buhar basıncı sebebi ile iğrenç kokusuna rağmen, tiyollerden daha az sakıncalıdır. 

2-Merkaptoetanol, hidrojen sulfür ve etilen oksitin reaksiyonu sonucunda elde edilebilir:

2-Merkaptoetanol, aldehit ve ketonlarla reaksiyona girerek ilgili okzatiolanları oluşturur. Bu durum 2-merkaptoetanolün koruma grubu olarak kullanılmasını sağlar

Proteinlerin indirgenmesi

Bazı proteinler 2-merkaptoetanol ile denatüre edilebilirler. 2-merkaptoetanol iki sisetin biriminin arasında oluşabilen disülfit bağlarını kırabilir. Bu durumda fazla miktarda 2- merkaptoetanol kullanımı aşağıdaki denklemi ürünler yönüne kaydırır.

RS–SR + 2 HOCH2CH2SH kimyasal denge HOCH2CH2S–SCH2CH2OH + 2 RSH

Reaction scheme for the cleavage of disulfide bonds by 2-mercaptoethanol

S-S bağlarını kırarak, hem 3 hem de 4'üncü yapıları bozabilir.[3] Bu yeteneğinden dolayı protein analizlerinde sıklıkla kullanılır.[4]

Güvenlik

2-Merkaptoetanol toksik olarak değerlendirilir. Solunduğunda, solunum yollarında yanmaya sebep olurken deride de yanmaya sebebiyet verir. Yutulması halinde karın ağrısı gözlenir ve yüksek oranlarda maruz kalmak ise potansiyel ölümle sonuçlanır. [

2-Merkaptoetan-1-ol 

2-Hidroksi-1-etanetiol

β-Merkaptoetanol

Tiogliserol

2-Sulfaniletan-1-ol

МЕРКАПТОЭТАНОЛ

Номер CAS

60–24–2

ОПИСАНИЕ

Синонимы: Тиогликоль, 2-МЕ, BME, 1-этанол-2-тиол, 2-гидрокси-1-этантиол, 2-гидроксиэтил меркаптан, 2-тиоэтанол, Бета-меркаптоэтанол, Меркаптоэтанол, Монотиоэтилен­гликоль, Тиомоногликоль.

Формула: HSC2H4OH

Меркаптоэтанол представляет собой прозрачную, подвижную жидкость с характерным неприятным удушающим запахом.

Области применения и способы использования

Меркаптоэтоанол используется в нефтедобывающей промышленности в качестве компонента для производства ингибиторов коррозии, как стабилизатор ионов железа в составах для кислотных обработок скважин; в процессах эмульсионной полимеризации может применяться как ограничитель роста цепи; в молекулярной биологии применяется для денатурации белков.; Thioglycol; 2-Hydroxyethyl mercaptan; 2-Thioethanol; Eemery 5791; 1-Ethanol-2-thiol; 2-hydroxy-1-ethanethiol; Beta-Mercaptoethanol; Thiomonoglycol; 2-HYDROXY-1-ETHANETHIOL; 2-HYDROXYETHANETHIOL; 2-HYDROXYETHYLMERCAPTAN; 2-ME; 2-MERCAPTHOETHANOL; 2-MERCAPTOETHANOL; 2-THIOETHANOL; BETA-MERCAPTOETHANOL; BME; HYDROXYETHYL MERCAPTAN; MERCAPTOETHANOL; MONOTHIOETHYLENE GLYCOL; THIOETHYLENE GLYCOL; THIOGLYCOL; ?-hydroxyethanethiol; 1-Ethanol-2-thiol; 1-Hydroxy-2-mercaptoethane; 1-Mercapto-2-hydroxyethane; 2-Mercapitoethanol; 2-mercapotethanol

CAS NO:60-24-2

 

Metatags: 2-Sulfanylethan-1-ol; 2-Hydroxy-1-ethanethiol; β-Mercaptoethanol; 2-Mercaptoethanol; Thioglycol

Cas No: 60-24-2

Kozmetik, deri ve kürk sanayi için tüy dökücü hammadde. 

2-Mercaptoéthanol

Identification

Nom UICPA 2-Hydroxy-1-éthanethiol

Synonymes

β-Mercaptoéthanol

Thioglycol

Numéro UN : UN2966

Formule moléculaire brute : C2H6OS

Principaux synonymes

Noms français :

1-ETHANOL-2-THIOL

1-HYDROXY-2-MERCAPTOETHANE

1-MERCAPTO-2-HYDROXYETHANE

2-HYDROXY 1-ETHANETHIOL

2-HYDROXY-1-ETHANETHIOL

2-HYDROXYETHANETHIOL

2-HYDROXYETHYL MERCAPTAN

2-MERCAPTO-1-ETHANOL

2-Mercaptoethanol

2-THIOETHANOL

BETA-HYDROXYETHANETHIOL

BETA-HYDROXYETHYLMERCAPTAN

BETA-MERCAPTOETHANOL

ETHANOL, 2-MERCAPTO

ETHYLENE GLYCOL, MONOTHIO-

HYDROXYETHYL MERCAPTAN

MERCAPTO-2 ETHANOL

Mercapto-2 éthanol

MERCAPTOETHANOL

MONOTHIOETHYLENE GLYCOL

MONOTHIOETHYLENEGLYCOL

MONOTHIOGLYCOL

THIMONOGLYCOL

THIOETHYLENE GLYCOL

Thioglycol

Noms anglais :

2-Mercaptoethanol

Utilisation et sources d'émission

Agent de dosage analytique, fabrication de produits organiques

Le 2-mercaptoéthanol ou β-mercaptoéthanol est un composé chimique de formule HOCH2CH2SH, « hybride » de l'éthylène glycol et de l'éthanedithiol (en). À la température ordinaire c'est un liquide à l'odeur nauséabonde. La présence de la fonction thiol -SH fait du 2-mercaptoéthanol un réducteur très utilisé en biochimie pour protéger les protéines contre l'oxydation.

Il est communément employé pour réduire les ponts disulfures présents dans les protéines et peut jouer un rôle d'antioxydant biologique. Il est aussi utilisé du fait de son groupe hydroxyle, qui le rend miscible dans l'eau et diminue la volatilité (donc l'odeur) du thiol.

Le mercaptoéthanol est synthétisé par action du sulfure d'hydrogène sur l'oxyde d'éthylène5:

CH2CH2O + H2S → HOCH2CH2SH

Sommaire

1 Propriétés biochimiques

2 Conséquences biomédicales

3 Références

4 Sécurité

5 Voir aussi

5.1 Article connexe

5.2 Lien externe

Propriétés biochimiques

La dénaturation des protéines nécessite la réduction des ponts disulfure, cruciaux pour la structure tertiaire ou quaternaire de certaines protéines6.

On l'utilise pour cette raison dans les procédés d'analyse des protéines.

Conséquences biomédicales

Il s'agit d'une substance toxique à manipuler avec précaution.

Il aurait été constaté que des souris traitées au 2-mercaptoéthanol ont une durée moyenne de vie prolongée par rapport à des souris non traitées7. Quelques microgrammes de 2-mercaptoéthanol pourraient avoir des effets bénéfiques sur des animaux de laboratoire. Ses propriétés antioxydantes pourraient avoir un impact sur l'ADN