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
