2-MERCAPTOETHANOL (2-MERKAPTOETANOL)

CAS Number 60-24-2

EC Number 200-464-6

Synonyms:

2-Merkaptoetanol; 2-ME; 1-ETHANOL-2-THIOL;2ME ; 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;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; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-MERCAPTOETHANOL; 2-MERCAPTO ETHANOL; 2-MERCAPTOETANOL; 2-MERCAPTO ETANOL; 2 MERCAPTOETHANOL; 2 MERCAPTO ETHANOL; 2 MERCAPTO ETANOL; 1-ETHANOL-2-THIOL; 1-HYDROXY-2-MERCAPTOETHANE; 1-MERCAPTO-2-HYDROXYETHANE; 2-hydroxy 1-ethanethol; 2-hydroxy-1-ethanethol; 2-hydroxyethanethol; 2-hydroxyethyl mercaptan; 2-mercapto-1-ethanol; 2-mercaptoethanol; 2-thoethanol; beta-hydroxyethanethol; beta-hydroxyethylmercaptan; beta-mercaptoethanol; ethanol, 2-mercapto; ethylene glycol, monotho-; hydroxyethyl mercaptan; mercapto-2 ethanol; mercapto-2 éthanol; mercaptoethanol; monothoethylene glycol; monothoethyleneglycol; monothoglycol; thmonoglycol; thoethylene glycol; thioglycol; 2-mercaptoethanol; 2-mercaptoéthanol; 2-mercaptoethanol; 2-mercapto ethanol; 2-mercaptoetanol; 2-mercapto etanol; 2 mercaptoethanol; 2 mercapto ethanol; 2 mercapto etanol; 1-Ethanol-2-Thol; 1-Hydroxy-2-Mercaptoethane; 1-Mercapto-2-Hydroxyethane; 2-Hydroxy 1-Ethanethol; 2-Hydroxy-1-Ethanethol; 2-Hydroxyethanethol; 2-Hydroxyethyl Mercaptan; 2-Mercapto-1-Ethanol; 2-Mercaptoethanol; 2-Thoethanol; Beta-Hydroxyethanethol; Beta-Hydroxyethylmercaptan; Beta-Mercaptoethanol; Ethanol, 2-Mercapto; Ethylene Glycol, Monotho-; Hydroxyethyl Mercaptan; Mercapto-2 Ethanol; Mercapto-2 Éthanol; Mercaptoethanol; Monothoethylene Glycol; 2-MERCAPTOETHANOL; ß-Mercaptoethanol; 2-Hydroxyethylmercaptan; BME; Thioethylene glycol; Linear Formula: HSCH2CH2OH; Molecular Weight: 78.13; Beilstein Registry Number: 773648; EC Number: 200-464-6; MDL number: MFCD00004890; ß-mercaptoethanol; BME; 2BME; 2-ME; ß-met;2-mercaptoethanol; 60-24-2; Mercaptoethanol; Thioglycol; Beta-Mercaptoethanol; Ethanol, 2-mercapto-; 2-Thioethanol; 2-Sulfanylethanol; Thioethylene glycol; 2-Hydroxyethanethiol; 2-Hydroxyethyl mercaptan; 2-Hydroxy-1-ethanethiol; Monothioglycol; Thiomonoglycol; 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-Hydroxyethylmercaptan; Emery 5791; USAF EK-4196; Monothioethyleneglycol; beta-Hydroxyethanethiol; 2-sulfanylethan-1-ol; .beta.-Mercaptoethanol; .beta.-Hydroxyethanethiol; beta-Hydroxyethylmercaptan; NSC 3723; UNII-14R9K67URN; 2-mercapto ethanol; CCRIS 2097; HSDB 5199; EINECS 200-464-6; UN2966; .beta.-Hydroxyethylmercaptan; 2-SULFHYDRYL-ETHANOL; BRN 0773648; AI3-07710; 14R9K67URN; CHEBI:41218; betamercaptoethanol; DGVVWUTYPXICAM-UHFFFAOYSA-N; 2-Mercaptoethanol, 99%, pure; 2-Mercaptoethanol, >=99.0%; BME; 2mercaptoethanol; b-mercaptoethanol; 2-mercapto-ethanol; 2-sulfanyl-ethanol; hydroxyethyl sulfide; mercaptoethyl alcohol; 2-Sulfanylethanol #; 2-hydroxy-ethanethiol; 2-mercaptoethan-1-ol; HSCH2CH2OH; D06HKH; D0Q5FV; WLN: SH2Q; EC 200-464-6; AC1L1BR3; 4-01-00-02428 (Beilstein Handbook Reference); DivK1c_000784; BDBM7971; CHEMBL254951; DTXSID4026343; CTK2F3219; HMS502H06; KBio1_000784; NSC3723; MolPort-003-938-002; NINDS_000784; Thioglycol [UN2966] [Poison]; 2-Mercaptoethanol, 98% 250g; KS-000017OG; NSC-3723; Thioglycol [UN2966] [Poison]; ZINC8216595; 2-Mercaptoethano; [forElectrophoresis]; MFCD00004890; STL482546; 2-Mercaptoethanol, for electrophoresis; AKOS000118900; CCG-231050; DB03345; MCULE; 2252943288; UN 2966; IDI1_000784; AN-41806; BP-21398; LS-66846; 2-Mercaptoethanol, for synthesis, 99.0%; KB-173393; KB-173421; TR-020825; FT-0612764; M0058; M1948; 2341-EP2284157A1; 2341-EP2295429A1; 2344-EP2272972A1; 2344-EP2272973A1; 2344-EP2277872A1; 2344-EP2305648A1; C00928; 16605-EP2281563A1; 16605-EP2316459A1; 67670-EP2269996A1; 67670-EP2272972A1; 67670-EP2272973A1; 67670-EP2277872A1; 67670-EP2292597A1; 67670-EP2295414A1; 67670-EP2301627A1; 67670-EP2305808A1; 67670-EP2308839A1; 67670-EP2377849A2; 2-Mercaptoethanol, SAJ special grade, >=99.0%; A832651; InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H; Q-200296; I14-19306; F0001-1577; 2-Mercaptoethanol, for HPLC derivatization, >=99.0% (GC); 2-Mercaptoethanol, BioUltra, for molecular biology, >=99.0% (GC); 155613-89-1; 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,beta-mercaptoethanol,2-hydroxy-1-ethanethiol,2-hydroxyethyl mercaptan,monothioethyleneglycol,thioglycol; 99748-78-4; SEO;2 Mercaptoethanol; 2-ME; 2-Mercaptoethanol; Mercaptoethanol; 2-mercaptoethanol; mercaptoethanol; thioglycol; beta-mercaptoethanol; ethanol; 2-mercapto; 2-thioethanol; 2-hydroxy-1-ethanethiol; thioethylene glycol; 2-hydroxyethanethiol; 2-hydroxyethyl mercaptandroxy; Risk: 20/22-24-34-51/53; Safety: 26-36/37/39-45-61; 2-Sulfanylethan-1-ol; 2-Hydroxy-1-ethanethiol; 2-Mercanptoethanol; Thioglycol; 14R9K67URN; 200-464-6;2-Mercaptoethanol; 2-Sulfanylethanol; 2-Sulfanylethanol;2-Sulfanyléthanol; 2-sulfhydryl-ethanol; 60-24-2; Ethanol; 2-mercapto-; mercaptoethanol; mercaptoethyl alcohol; MFCD00004890; Monothioethylene glycol; Monothioethyleneglycol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; ß-mercaptoethanol; ß-Mercaptoethanol; &ß;-mercaptoethanol; (2S,3S)-1,4-dimercaptobutane-2,3-diol; ?-MERCAPTOETHANOL|2-SULFANYLETHAN-1-OL; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 155-04-4; 1-Ethanol-2-thiol; 1-Hydroxy-2-mercaptoethane; 1-Mercapto-2-hydroxyethane; 2 Mercaptoethanol; 2,3-DIHYDROXY-1,4-DITHIOBUTANE; 203645-37-8; 284474-53-9; 2-Hydroxy-1-Ethanethiol; 2-Hydroxy-1-Ethanethiol; 2-Hydroxyethanethiol; 2-Hydroxyethyl mercaptan; 2-Hydroxyethylmercaptan;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-????; 4-01-00-02428;DTT; DTV; EINECS 200-464-6; Ethylene glycol, monothio-ETHYLTHIO; 2-HYDROXY-; Hydroxyethyl mercaptan; hydroxyethyl sulfide; hydroxyethyl sulfide|&ß;-mercaptoethanol; IDI1_000784; InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H; Mercaptoetanol; Monothioglycol; SH2Q; ß-mercaptoethanol; thioethylene glycol; Thioglycol; Thiomonoglycol; UN 2966; UNII:14R9K67URN; UNII-14R9K67URN; WLN: SH2Q; ß Mercaptoethanol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan;1017944; 1068852; 1088828; 1086429; 1104362; 1093708; 1086428; 1021562; 1024822; 1021565; 1024821, 1021564; 1028369; 1033065; 1028386; 1028385; 1033120; ß-mercaptoethanol; ß Mercaptoethanol Sds Page; ß Glucans; Mercaptoethanol; 2-Mercaptoethanol; ß; Beta Mercaptoethanol Western Blot; ß Glucan; Oat ß Glucans; ß-Cyfluthrin; ß Sitosterol; 2 Mercaptoethanol Gibco; DS(CD2)2OD; 2-Mercaptoethanol; 2-Mercaptoethanol; 2-Mercaptoethanol, electrophoresis grade; 2-Mercaptoethanol, molecular biology grade; 2-Mercaptoethanol, molecular biology grade; beta-Mercaptoethanol [60-24-2]; 2-Mercaptoethanol-1,1,2,2-d4 [284474-53-9]; 2-Mercaptoethanol-d6 [203645-37-8];2-hydroxyethyldisulfide + 2 glutathione › 2 2-mercaptoethanol + glutathione disulfide;Ammonium persulfate analytical grade; 3-Mercapto-1,2-propanediol; 2- Mercaptoethanol electrophoresis grade; 2- Mercaptoethanol molecular biology grade; N,N,N’,N’- Tetramethyl-ethylenediamine; Tris-(2-carboxyethyl)phosphine hydrochloride;2-Mercaptoethanol (2-ME); Mercury (II); Potentiometric titration; beta-Mercaptoethanol; mercaptoéthanoL; mercapto- +? ethanol; ß-Mercaptoethanol; 2-Hydroxyethylmercaptan; BME; Thioethylene; Glycol; 2-Hydroxyethyl Mercaptan; Thioethylene Glycol; Thioglycol; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 2-Hydroxyethyl mercaptan; beta-Mercaptoethanol; ß-Hydroxyethanethiol; ß-Mercaptoethanol; (mer-kap’to-eth’a-nol);Beta merkaptaoetanol ; Betamerkapto etanol ; Beta merkapto etanol; Beta mercapto etanol ; Beta mercapto ethanol ; Betamercapto ethanol ; 2-Sulfanylethan-1-ol ; 2-Hydroxy-1-ethanethiol ; ß-Mercaptoethanol , Thioglycol ; ß Mercaptoethanol , ß Mercapto ethanol ; ß-Mercapto ethanol ; 1-Hydroxy-2-mercaptoethane ; 1-Mercapto-2-hydroxyethane ; 2-Hydroxy-1-ethanethiol ; 2-Hydroxyethanethiol ; 2-Hydroxyethyl mercaptan ; 2-ME ; 2-MERCAPTO ETHANOL ; 2-Mercapto-1-ethanol ; 2-mercaptoetanol ; 2-Mercaptoethanol ; 2-Mercaptoethyl alcohol ; 2-Sulfanylethanol ; Ethanol, 2-mercapto ; Ethanol, 2-mercapto- , Ethylene glycol, monothio- ; Hydroxyethyl mercaptan ; Mercaptoethanol ; MONOTHIOAETHYLENGLYKOL ; Monothioethylene glycol ; Monothioglycol ; NSC 3723 ; Thioethylene glycol ; THIOGLYCOL ; Thiomonoglycol ; UN 2966 ; UN 2966 ; ß-Hydroxyethanethiol ; ß-Hydroxyethylmercaptan ; ß-Mercaptoethanol , 2-mercaptoethanol ; Mercaptoethanol ; Thioglycol; Beta-Mercaptoethanol ; Ethanol, 2-mercapto-; 2-Thioethanol ; ß Mercaptoethanol; 2Hydroxyethylmercaptan, BME, Thioethylene glycol ; Metatags : merkaptoetanol, mercaptoethanol, 2-Mercaptoethanol, Thioglycol, cas no : 60-24-2, beta, merkapto, etanol, tüy dükücü ; 2-Mercaptoethanol; 1-Ethanol-2-thiol; 2-Hydroxy-1-ethanethiol; 2-Hydroxyethyl mercaptan; ; 2-Thioethanol; beta-Mercaptoethanol; Mercaptoethanol; Monothioethyleneglycol; Thiomonoglycol; Ethanol, 2-mercapto-; Thioglycol ; Thioglycol; 2-Hydroxyethyl mercaptan; 2-Thioethanol; ; Eemery 5791; 1-Ethanol-2-thiol; 2-hydroxy-1-ethanethiol; Beta-Mercaptoethanol; Thiomonoglycol ; beta-mercaptoethanol; 2-ME ; b-ME ; 2- thioethanol ; 2-hydroxyethylmercaptan; 1-ethane-2-thiol; thioglycol ; BME ; 2-ME ; emery5791 ; Emery 5791 ;THIOGLYCOL;Sipomer 2-Merkaptoetanol ; usafek-4196 ; USAF ek-4196 ; 2-THIOETHANOL ; Monothioglycol;bet;a-Merkaptoetanol; BME; Tiyoglikol; 2, Merkaptoetanol; 2-Hidroksietil Merkaptan; 2-Mercaptoetanol Saf; P-mersaptoetanol; 2-Hydroxyethylmercaptan; BME; Tioetilen glikol; Dorusal Formül: HSCH2CH2OH; Moleküler arlk: 78.13; Beilstein Sicil Numaras: 773648; EC Numaras: 200-464-6; MDL numaras: MFCD00004890; B-merkaptoetanol; BME; 2BME; 2-Me; ß-met, 2-merkaptoetanol; 60-24-2; merkaptoetanolu; tiyoglikol; Beta-Merkaptoetanol; Etanol, 2-merkapto-; 2-tiyoetanol; 2-Sulfanylethanol; Tioetilen glikol; 2-Hydroxyethanethiol; 2-Hidroksietil merkaptan; 2-Hidroksi-1-etantiyol; Monothioglycol; Thiomonoglycol; 2-merkapto-1-etanol; 1-etanol-2-tiol; Hidroksietil merkaptan; Monotioetilen glikol; 2-Merkaptoetil alkol; 2-Me; merkaptoetanol; Etilen glikol, monotiyo; 1-Hidroksi-2-merkaptoetan; 1-Merkapto-2-hidroksietan; 2-Hydroxyethylmercaptan; Zmpara 5791; USAF EK-4196; Monothioethyleneglycol; Beta-Hydroxyethanethiol; 2-sulfanylethan-1-ol; ft-merkaptoetanol; p-Hydroxyethanethiol; Beta-Hydroxyethylmercaptan; NSC 3723; LXVIII-14R9K67URN; 2-merkapto etanol; CCRIS 2097; HSDB 5199; EINECS 200-464-6; UN2966;2-Me; 2-Merkaptoetanol; merkaptoetanolu; 2-merkaptoetanol; merkaptoetanol; tioglikol; beta-merkaptoetanol; etanol; 2-merkapto; 2-tiyoetanol; 2-hidroksi-1-etantiyol; tioetilen glikol; 2-hydroxyethanethiol; 2-hidroksietil merkaptandroksi; Risk: 20 / 22-24-34-51 / 53; Güvenlik: 26-36 / 37 / 39-45-61; 2-Sulfanylethan-1-ol; 2-Hidroksi-1-etantiyol; 2-Mercanptoethanol; tiyoglikol; 14R9K67URN; 200-464-6 2-Merkaptoetanol; 2-Sulfanylethanol; 2-Sulfanylethanol 2-Sulfanyléthanol; 2-sülfhidril-etanol; 60-24-2; Etanol; 2-merkapto-; merkaptoetanol; merkaptoetil alkol; MFCD00004890; Monotioetilen glikol; Monothioethyleneglycol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; B-merkaptoetanol; P-mersaptoetanol; Ve ß; merkaptoetanol; (2S, 3S) -1,4-dimercaptobutane-2,3-diol; Merkaptoetanol | 2-SULFANYLETHAN-1-OL; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 155-04-4; 1-etanol-2-tiol; 1-Hidroksi-2-merkaptoetan; 1-Merkapto-2-hidroksietan; 2 Merkaptoetanol; 2,3-dihidroksi-1,4-DITHIOBUTANE; 203645-37-8; 284474-53-9; 2-Hidroksi-1-etantiyol; 2-Hidroksi-1-etantiyol; 2-Hydroxyethanethiol; 2-Hidroksietil merkaptan; 2-Hidroksietilmerkaptan, 2-merkapto etanol, 2-Merkapto-1-etanol; 2-Merkaptobenzotiyazol çinko tuzu; 2-Merkaptoetanol-1,1,2,2-d4; 2-Merkaptoetil alkol; 2-mercaptoethynol; 2-Sulfanylethan-1-ol; 2-sulfanylethynol; 2-tiyoetanol; 2 – ????; 4-01-00-02428; DTT; DTV; EINECS 200-464-6; Etilen glikol, monothio-ETHYLTHIO; 2-Hidroksi-; Hidroksietil merkaptan; hidroksietil sülfit; hidroksietil sülfit | -Merkaptoetanol; IDI1_000784; InChl = 1 / C2H6OS / c3-1-2-4 / h3-4H, 1-2H; merkaptoetanol; Monothioglycol; SH2Q; B-merkaptoetanol; tioetilen glikol; tiyoglikol; Thiomonoglycol; BM 2966; LXVIII: 14R9K67URN; LXVIII-14R9K67URN; WLN: SH2Q; Merc Merkaptoetanol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; 1017944; 1068852; 1088828; 1086429; 1104362; 1093708; 1086428; 1021562; 1024822; 1021565; 1024821, 1021564; 1028369; 1033065; 1028386; 1028385; 1033120; B-merkaptoetanol; Merc Merkaptoetanol Sds Sayfas; Gl Glukanlar; merkaptoetanolu; 2-Merkaptoetanol;merkaptoetanolu; 2-Merkaptoetanol; 2-; B; Mercaptoethanol; mercaptaetanol; merkaptaetanol; etanol; mercapt; merkapt; merkap; to; merkap to ethanol; MERKAPTO; MERKAP; MERKAPTOETANOL; MERKAPTO ETANOL; MERKAPTOETHANOL;betamerkapto etanol; beta etanol; beta mercapta;

; Monothoethyleneglycol; Monothoglycol; Thmonoglycol; Thoethylene Glycol; Thioglycol; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-Mercaptoethanol; 2-Mercapto Ethanol; 2-Mercaptoetanol; 2-Mercapto Etanol; 2 Mercaptoethanol; 2 Mercapto Ethanol; 2 Mercapto Etanol; 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; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-MERCAPTOETHANOL; 2-MERCAPTO ETHANOL; 2-MERCAPTOETANOL; 2-MERCAPTO ETANOL; 2 MERCAPTOETHANOL; 2 MERCAPTO ETHANOL; 2 MERCAPTO ETANOL; 2-Mercaptoéthanol; 2-ME; 2 ME; 2-Merkaptoetanol; 2-Merkapto etanol; 2-Merkaptoethanol; 2-Merkapto ethanol

2-MERCAPTOETHANOL

2-Mercaptoethanol

Structural formula of 2-mercaptoethanol

Ball and stick model of 2-mercaptoethanol

Names

Preferred IUPAC name

2-Sulfanylethan-1-ol[1]

Other names

2-Mercaptoethan-1-ol

2-Hydroxy-1-ethanethiol

β-Mercaptoethanol

Thioglycol

Beta-merc

Identifiers

CAS Number

60-24-2 ☑

3D model (JSmol)

Interactive image

3DMet

B00201

Beilstein Reference 773648

ChEBI

CHEBI:41218 ☑

ChEMBL

ChEMBL254951 ☑

ChemSpider

1512 ☑

DrugBank

DB03345 ☑

ECHA InfoCard 100.000.422

EC Number

200-464-6

Gmelin Reference 1368

KEGG

C00928 ☒

MeSH Mercaptoethanol

PubChem CID

1567

RTECS number

KL5600000

UNII

14R9K67URN ☑

UN number 2966

CompTox Dashboard (EPA)

DTXSID4026343 Edit this at Wikidata

InChI[show]

SMILES[show]

Properties

Chemical formula C2H6OS

Molar mass 78.13 g·mol-1

Density 1.114 g/cm3

Melting point -100 °C (-148 °F; 173 K)

Boiling point 157 °C; 314 °F; 430 K

log P -0.23

Vapor pressure 0.76 hPa (at 20 °C) 4.67 hPa (at 40 °C)

Acidity (pKa) 9.643

Basicity (pKb) 4.354

Refractive index (nD) 1.4996

Hazards

GHS pictograms GHS05: Corrosive GHS06: Toxic GHS09: Environmental hazard

GHS Signal word Danger

GHS hazard statements H301, H310, H315, H317, H318, H330, H410

GHS precautionary statements P260, P273, P280, P284, P301+310, P302+350

Flash point 68 °C (154 °F; 341 K)

Explosive limits 18%

Lethal dose or concentration (LD, LC):

LD50 (median dose) 244 mg/Kg (oral, rat)[2]

150 mg/kg (skin, rabbit)[2]

Related compounds

Related compounds Ethylene glycol

1,2-Ethanedithiol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Infobox references

2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-Mercaptoéthanolor 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.

Production

2-Mercaptoethanol is manufactured industrially by the reaction of ethylene oxide with hydrogen sulfide. Thiodiglycol and various zeolites catalyze the reaction.[3]

Reaction of ethylene oxide with hydrogen sulfide to form 2-mercaptoethanol in the presence of thiodiglycol as solvent and catalyst.

Reactions

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.[5]

Reaction scheme for the formation of oxathiolanes by reaction of 2-mercaptoethanol with aldehydes or ketones.

Applications

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

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

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.

Although 2-mercaptoethanol has a higher volatility than DTT, it is more stable: 2-mercaptoethanol’s half-life is more than 100 hours at pH 6.5 and 4 hours at pH 8.5; DTT’s half-life is 40 hours at pH 6.5 and 1.5 hours at pH 8.5.[8][9]

Preventing protein oxidation

2-Mercaptoethanol and related reducing agents (e.g., DTT) are often included in enzymatic reactions to inhibit the oxidation of free sulfhydryl residues, and hence maintain protein activity. It is often used in enzyme assays as a standard buffer component.[10]

Denaturing ribonucleases

2-Mercaptoethanol is used in some RNA isolation procedures to eliminate ribonuclease released during cell lysis. Numerous disulfide bonds make ribonucleases very stable enzymes, so 2-mercaptoethanol is used to reduce these disulfide bonds and irreversibly denature the proteins. This prevents them from digesting the RNA during its extraction procedure.[11]

Safety

2-Mercaptoethanol is considered toxic, causing irritation to the nasal passageways and respiratory tract upon inhalation, irritation to the skin, vomiting and stomach pain through ingestion, and potentially death if severe exposure occurs.[12]

Related Categories Antioxidants and Reducing Agents for Protein Stabilization, Biochemicals and Reagents, Building Blocks, Chemical Synthesis, HIS Select Supporting Products and Reagents,

HIS-Select, Molecular Biology, Organic Building Blocks, Protein Modification, Protein Structural Analysis, Proteins and Derivatives, Proteomics, Purification and Detection, Reagents and Products for use with HIS-Select, Reagents for Protein Stabilization, Reagents for reduction of proteins, Recombinant Protein Expression and Analysis, Reduction and Oxidation, Sulfur Compounds, Thiols/Mercaptans

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Quality Level 200

vapor density 2.69 (vs air)

vapor pressure 1 mmHg ( 20 °C)

assay ≥99.0%

expl. lim. 18 %

concentration 14.3 M (pure liquid)

refractive index n20/D 1.500 (lit.)

bp 157 °C (lit.)

density 1.114 g/mL at 25 °C (lit.)

storage temp. 2-8°C

SMILES string OCCS

InChI 1S/C2H6OS/c3-1-2-4/h3-4H,1-2H2

InChI key DGVVWUTYPXICAM-UHFFFAOYSA-N

Show Fewer Properties

Description

General description

2-mercaptoethanol is a thiol compound,[1] commonly used as a reducing agent in organic reactions.[2]

Packaging

1, 2.5 L in glass bottle

10, 100, 250, 500 mL in glass bottle

Application

2-mercaptoethanol is widely used for retarding oxidation of biological compounds in solution.

2-Mercaptoéthanol 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.

2-Mercaptoethanol (also known as beta-mercaptoethanol or BME) is a potent reducing agent used in cell culture media to prevent toxic levels of oxygen radicals. 2-Mercaptoethanol is not stable in solution, so most protocols require daily supplementation. 2-Mercaptoéthanol 2-Mercaptoethanol contains 2-mercaptoethanol at a concentration of 55 mM in Dulbecco’s phosphate buffered saline (DPBS).

cGMP manufacturing and quality system

2-Mercaptoéthanol Reducing Agent is manufactured at a cGMP compliant facility, located in Grand Island, New York. The facility is registered with the FDA as a medical device manufacturer and is certified to ISO 13485 standards.

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-Mercaptoéthanolis miscible in water in all proportions, and miscible in alcohol, ether, and benzene. Solution of 2-Mercaptoéthanolis 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-Mercaptoéthanolcan be toxic if ingested, and fatal if inhaled or absorbed through the skin. 2-Mercaptoéthanol was found to be more toxic than ethanol to all tissues but showed a significant diminished toxicity upon dilution.

Human Embryonic Stem Cell Culture

Rodolfo Gonzalez, … Philip H. Schartz, in Human Stem Cell Manual, 2007

2-Mercaptoethanol

2-Mercaptoethanol (2-ME) has been used in ESC culture media since the first derivation of mouse ESCs in 1981. Originally included as a reducing agent because of concern about oxidation of culture components, it continues to be used in hESC media. Since the final concentration is 0.1 mM, and the pure solutions of 2-Mercaptoéthanolare 14.3 M, it is necessary to start ith a stock solution.

Several companies sell diluted solutions of 2-ME; the 55 mM solution in PBS (Invitrogen catalog no. 21985-023) is a convenient concentration for a stock.

If you ish to make your on stock, e suggest that you make a 1000× stock from the generally available concentrated solution (14.3 M).

For 1000× stock: dilute 35 μL of 14.3 M 2-Mercaptoéthanol(Sigma catalog no. M7522) into 5 mL of PBS to make a 0.1 M stock solution. Filter before use.

Properties

Related Categories: Antioxidants and Reducing Agents for Protein Stabilization, Biochemicals and Reagents, Building Blocks, Chemical Synthesis, HIS Select Supporting Products and Reagents,

Molecular Formula:C2H6OS or HSCH2CH2OH

Molecular Weight:78.129 g/mol

InChI Key:DGVVWUTYPXICAM-UHFFFAOYSA-N

vapor density:2.69 (vs air)

vapor pressure:1 mmHg ( 20 °C)

expl. lim. :18 %

concentration:14.3 M (pure liquid)

refractive index: n20/D 1.500(lit.)

bp: 157 °C(lit.)

density: 1.114 g/mL at 25 °C(lit.)

storage temp.: 2-8°C

2-Mercaptoethanol (also ß-mercaptoethanol, BME, 2BME, 2-ME or ß-met) is the chemical compound with the formula HOCH2CH2SH. ME or ßME, 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

2-Mercaptoethanol is one of the most common agents used for disulfide reduction. Sometimes referred to as ß-mercaptoethanol, it is a clear, colorless liquid with an extremely strong odor. All operations with this chemical should be performed in a well-ventilated fume hood. The reduction of protein disulfides with 2-mercaptoethanol proceeds rapidly via a two-step process involving an intermediate mixed disulfide. Due to its strong reducing properties, the reagent is used most often when complete disulfide reduction is required. It can also be used to cleave disulfide-containing crosslinking agents. Usually a concentration of 0.1-M 2-mercaptoethanol will cleave a disulfide-containing crosslinker and liberate conjugated proteins

Reducing proteins

RS-SR + 2 HOCH2CH2SH ? 2 RSH + HOCH2CH2S-SCH2CH2OH

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

By breaking the S-S bonds, both the tertiary structure and the quaternary structure of some proteins can be disrupted.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.

Molecules of 2-mercaptoethanol (ME) were spontaneously chemisorbed on silver, copper, and gold surfaces. Surface-enhanced Raman scattering investigation revealed that, as for unsubstituted alkanethiols, the average orientation of the “molecular chain” of ME is the most perpendicular to the metal surface for ME molecules adsorbed on silver. Immersion of an ME-modified electrode in diluted ME solution leads to quick desorption of a portion of the monolayer and an increase in the relative surface concentration of the gauche conformer. The time constant of this rearrangement (below 1 min) is more than 1 order of magnitude shorter than that of monolayers formed from analogous thiols (HS-(CH2)2-X) with X = CH3, NH2, COOH, or SO3Na. The structure of the ME monolayer is highly pH-sensitive, but it is independent of the presence of neutral salts in solutions. In acidic solutions, the surface concentration of a gauche conformer considerably increases. Since protonation of a significant number of hydroxyl groups is unlikely under the conditions used, it is likely that in acidic solutions the kinetics of the desorption and the desorption/adsorption equilibrium are changed. It is probable that desorption of ME as thiol molecules is facilitated because some of the sulfur atoms of ME adsorbed as thiolate are protonated. We also found an analogous effect, although less pronounced, for monolayers self-assembled from propanethiol. This indicates that this mechanism, so far not considered, can also be important for some other (especially short-chain) thiols. In basic solutions, the concentration of a trans conformer increases and probably some of the hydroxyl groups dissociate. For all investigated solutions, the structure of the ME monolayer on gold was found to be less affected by its surroundings than that of monolayers on silver or copper.

2-Mercaptoethanol (also called Thioglycol) is a clear, colorless liquid with disagreeable odor.Beta mercaptoethanol is miscible in water and nearly all common organic solvents.Beta merkapto ethanol is used as a intermediate for the synthesis of PVC heat stabilizers and as a chain transfer agent in the manufacture of PVC. Beta mercapto ethanol is used as a building block to produce corp protection products, dispersants, fibers, textiles, .dyes, and pharmaceuticals. 2 Mercaptoethanol is used as a component of corrosion inhibitors and ore floatation agent. 2 mercaptoethyl alcohol is used in as a raw material for leather and fur industry, cosmetics, hair removal.

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

Consumer & Industrial Applications

Ink & Dye Additives: We offer hydrocarbon compounds that serve as ink carriers as well as sulfur chemicals that are effective solvents in digital image processing.

Food & Nutrition Applications

To help the agricultural industry flourish in its efforts to maintain fertile land, grow crops and raise healthy livestock, produces agrochemical intermediates such as 2-mercaptoethanol.

Petroleum & Refinery

2-Mercaptoethanol or BME is a highly volatile, yet water soluble material that is widely used in cleaning agents, as a corrosion inhibitor for performance material (pipe) and as a tin stabilizer in PVC production.

Polymers and Rubber Applications

Normal mercaptans are used as reactants in the synthesis of antioxidants, which minimize undesirable effects from processes such as the stabilization of tin.

2-mercaptoethanol is also used as a chain transfer agent in processes where control of molecular weight is critical.

Water Treatment Applications

2-Merkaptoetanol

2-Merkaptoetanol.svg

2-mercaptoethanol-3D-vdW.png

IUPAC ad[gizle]

2-Sulfaniletan-1-ol

Dier adlar[gizle]

2-Merkaptoetan-1-ol (artk kullanm önerilmiyor )

2-Hidroksi-1-etanetiol

β-Merkaptoetanol

Tiogliserol

Yes (bu nedir?) (dorula)

Belirtilmi yerler dnda verilmi olan veriler, Standart scaklk ve basnçtadr. (25 °C, 100 kPa)

Bilgi kutusu kaynaklar

2-Merkaptoetanol (ayn zamanda β-merkaptoetanol, BME, 2BME, 2-ME veya β-met) HOCH2CH2SH formüllü bir tiyol bileiidir. Yaygn olarak ME veya βME eklinde ksaltlr. ME, disülfid balarnn indirgenmesinde biyolojik anti-oksidant görevi yapar ve bunu hidroksil radikallerini birbirlerinden ayrarak baarr. Hidroksil grubunun sudaki çözünürlüe olan etkisi ve uçuculuu azaltmas sebebiyle kullanm yaygndr. Çok az olan buhar basnc sebebi ile irenç kokusuna ramen, tiyollerden daha az sakncaldr.

Hazrlama

2-Merkaptoetanol, hidrojen sulfür ve etilen oksitin reaksiyonu sonucunda elde edilebilir:[1]

Reaction scheme for the preparation of 2-mercaptoethanol from ethylene oxide and hydrogen sulfide

Tepkimeler

2-Merkaptoetanol, aldehit ve ketonlarla reaksiyona girerek ilgili okzatiolanlar oluturur. Bu durum 2-merkaptoetanolün koruma grubu olarak kullanlmasn salar.[2]

2-merkaptoetanolün aldehitler veya ketonlarla reaksiyonuyla oksatiolan oluumu için reaksiyon emas

Uygulamalar

Proteinlerin indirgenmesi

Baz proteinler 2-merkaptoetanol ile denatüre edilebilirler. 2-merkaptoetanol iki sisetin biriminin arasnda oluabilen disülfit balarn krabilir. Bu durumda fazla miktarda 2- merkaptoetanol kullanm aadaki denklemi ürünler yönüne kaydrr.

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

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

S-S balarn krarak, hem 3 hem de 4’üncü yaplar bozabilir.[3] Bu yeteneinden dolay protein analizlerinde sklkla kullanlr.[4]

Güvenlik

2-Merkaptoetanol toksik olarak deerlendirilir. Solunduunda, solunum yollarnda yanmaya sebep olurken deride de yanmaya sebebiyet verir. Yutulmas halinde karn ars gözlenir ve yüksek oranlarda maruz kalmak ise potansiyel ölümle sonuçlanr.

2-Merkaptoetanol (ayn zamanda β-mersaptoetanol , BME , 2BME , 2-ME ve β-met ) olan kimyasal bileik ile , formül HOCH 2 CH 2 SH. Yaygn olarak ksaltlmtr olarak ME veya βME, azaltmak için kullanlr disülfid ba ve bir biyolojik olarak hareket edebilir antioksidan (dierleri arasnda), hidroksil radikal yutumu. Hidroksil grubun, su içinde çözünürlük ve dalgalanmay azaltr, çünkü yaygn olarak kullanlmaktadr. Nedeniyle azalm buhar basnc, onun kokusu, ho olmayan ederken, ilgili daha az sakncal olduunu tiyoller .

Hazrlk

2-merkaptoetanol aksiyonu ile hazrlanabilir hidrojen sülfid ile etilen oksit :

Etilen oksit ve hidrojen sülfid 2-merkaptoetanol hazrlanmas için Reaksiyon emas

Tepkiler

2-merkaptoetanol ile reaksiyona aldehitler ve ketonlar gelen oksatiyolanlarn elde edildi. Bu olarak yararl 2-merkaptoetanol yapan koruma grubu .

aldehitler veya ketonlar ile 2-merkaptoetanol ile reaksiyona oksatiyolanlann oluumu için Reaksiyon emas

Uygulamalar

proteinler azaltmak

Baz proteinler olarak bölen 2-merkaptoetanol ile denatüre edilebilir disülfid balar arasnda oluturabilir tiyol gruplar , sistein artklar. Fazla 2-merkaptoetanol durumda, aadaki denge saa kaydrlr:

RS-SR + 2- HOCH 2 , CH 2 , SH ⇌ 2 RSH + HOCH 2 , CH 2 , S-SCH 2 , CH 2 , OH

disülfid balarnn bölünmesi için Reaksiyon emas 2-merkaptoetanol ile

SS balar krarak, iki tersiyer yaps ve kuaterner yap baz proteinlerin bozulabilmektedir. Proteinlerin yapsn bozmak için yeteneinden ötürü, bu proteinlerin analizi kullanlmtr, çünkü, örnein, bir protein çözeltisi monomerik protein moleküllerini yerine disülfid bal içerdiinden emin olmak için dimerler veya daha yüksek dereceli oligomerleri . 2-merkaptoetanol serbest sisteinler ile adüktleri oluturur ve biraz daha fazla toksik olduu Ancak, ditiyotreitol (DTT), genellikle daha fazla, özellikle kullanlan SDS-PAGE . DTT da daha güçlü bir indirgeme maddesi olan redoks potansiyeli 2-merkaptoetanol için -0.26 V ile karlatrldnda, -0.33 V (pH 7 de).

2-Merkaptoetanol, genellikle ile birbirlerinin yerine kullanlr ditiyotreitol (DTT) veya kokusuz tris (2-karboksietil) fosfin biyolojik uygulamalarda (TCEP).

2-merkaptoetanol DTT daha yüksek bir uçuculua sahip olmakla birlikte, daha kararldr: 2-merkaptoetanol en yar ömrü de 100 saatten fazla olan pH 6.5 ve pH 8.5 ‘de 4 saat; DTT yarlanma ömrü pH 6.5, 40 saat ve pH 8.5’te 1.5 saattir.

protein oksidasyonunu önlemek

2-Merkaptoetanol ve ilgili indirgeyici maddeler (örnein, DTT), genellikle serbest sülfhidril kalntlar oksidasyonunu önler ve bu nedenle protein aktivitesini korumak için enzimatik reaksiyonlar dahil edilmitir. Bu standart tampon bileen gibi çeitli enzim analizlerinde kullanlr.

ribonükleazlan denatüre

2-Merkaptoetanol ortadan kaldrmak için bir RNA izolasyon prosedürleri kullanlr Ribonükleaz hücre lizizi srasnda serbest. Çok sayda disülfür balar enzimler ribonükleazlar çok kararl hale, yani 2-merkaptoetanol, bu disülft balarn azaltr ve geri dönüü olmayan proteinleri denatüre etmek için kullanlr. Bu, çkartma ilemi srasnda RNA sindirilmesi engeller.

Emniyet

2-Merkaptoetanol burun yollar ve solunum soluma üzerine yolu, tahri deri, kusma ve mide ars sindirim yoluyla, ve iddetli maruz oluursa, potansiyel olarak ölüm tahrie neden toksik olarak kabul edilir.

2-Merkaptoetanol sentez için

Dier isimleri: Thioethylene glycol, Thioglycol

2-Merkaptoetanol CAS No: 60-24-2

2-Merkaptoetanol Formül: C₂H₆OS

2-Merkaptoetanol Ambalaj: 250ml Cam ie

Özellikleri

lgili Kategoriler: Protein Stabilizasyonu çin Antioksidanlar ve Düürücü Ajanlar, Biyokimyasallar ve Reaktifler, Yap Talar, Kimyasal Sentez, HIS Select Destek Ürünleri ve Reaktifleri,

HIS-Select, Moleküler Biyoloji, Organik Yap Talar, Protein Modifikasyonu, Protein Yapsal Analizi, Proteinler ve Türevleri, Proteomik, Artma ve Tespit, Proteinler ve HIS-Select ile Kullanlan Ürünler, Protein Stabilizasyonu için Reaktifler, Proteinlerin Azaltlmas için Reaktifler, Rekombinant Protein Ekspresyonu ve Analizi, ndirgenme ve Yükseltgenme, Sülfür Bileikleri, Tiyoller / Merkaptanlar

2-Merkaptoetanol Moleküler Formül: C2H6OS veya HSCH2CH2OH

2-Merkaptoetanol Moleküler arlk: 78.129 g / mol

2-Merkaptoetanol InChI Anahtar: DGVVWUTYPXICAM-UHFFFAOYSA-N

2-Merkaptoetanol buhar younluu 2,69 (vs vs)

2-Merkaptoetanol buhar basnc 1 mmHg (20 ° C)

2-Merkaptoetanol InChI Anahtar DGVVWUTYPXICAM-UHFFFAOYSA-N

2-Merkaptoetanol tahlil% 99.0

2-Merkaptoetanol expl. lim. % 18

2-Merkaptoetanol konsantrasyon 14.3 M (saf sv)

2-Merkaptoetanol krlma indisi n20 / D 1.500 (lit.)

2-Merkaptoetanol bp 157 ° C (lit.)

2-Merkaptoetanol ün 25 ° C’de younluu 1.114 g / mL (lit.)

2-Merkaptoetanol saklama derecesi. 2-8 ° C

2-Merkaptoetanol (ayrca ß-merkaptoetanol, BME, 2BME, 2-ME veya ß-met), HOCH2CH2SH formülüne sahip kimyasal bileiktir. Genel olarak ksaltld gibi ME veya ßME, disülfit balarn azaltmak için kullanlr ve hidroksil radikallerini temizleyerek (dierleri arasnda) biyolojik bir antioksidan görevi görebilir. Hidroksil grubu suda çözünürlüü salad ve uçuculuu azaltt için yaygn olarak kullanlmaktadr. Azalan buhar basnc nedeniyle, kokusu tatsz olsa da, ilgili tiyollerden daha az sakncaldr.

2-Merkaptoetanol

2-Merkaptoetanol, disülfit indirgenmesinde kullanlan en yaygn ajanlardan biridir. Bazen ß-merkaptoetanol olarak adlandrlr, son derece güçlü bir kokusu olan berrak, renksiz bir svdr. Bu kimyasalla yaplan tüm ilemler, iyi havalandrlan bir duman davlumbaznda yaplmaldr. Protein disülfidlerinin 2-merkaptoetanol ile azaltlmas, bir ara kark disülfid içeren iki aamal bir ilemle hzla ilerler. Güçlü indirgeme özelliklerinden dolay, reaktif tam disülfit indirgemesi gerektiinde en sk kullanlr. Disülfit içeren çapraz balama maddelerini ayrmak için de kullanlabilir. Genellikle bir 0.1-M2-merkaptoetanol konsantrasyonu bir disülfid içeren çapraz balaycy parçalayacak ve konjuge proteinleri serbest brakacaktr

Proteinleri azaltmak

Baz proteinler, sistein tortularnn tiyol gruplar arasnda oluabilen disülfür balarn parçalayan 2-merkaptoetanol ile denatüre edilebilir. Ar 2-merkaptoetanol durumunda, aadaki denge saa kaydrlr:

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

Disülfit balarnn 2-merkaptoetanol ile parçalanmas için reaksiyon emas

SS balarn krarak hem üçüncül yap hem de baz proteinlerin kuaterner yaps bozulabilir. Proteinlerin yapsn bozma kabiliyetinden dolay, protein analizinde, örnein bir protein çözeltisinin kullanlmasn salamak için kullanlmtr. disülfit bal dimerler veya daha yüksek dereceli oligomerler yerine monomerik protein moleküllerini içerir. Bununla birlikte, 2-merkaptoetanol, serbest sisteinlerle katk maddesi oluturduundan ve bir miktar daha toksik olduundan, ditiyotreitol (DTT) genellikle özellikle SDS-PAGE’de kullanlr. DTT ayrca 2-merkaptoetanol için -0.26 V ile karlatrldnda -0.33 V’luk bir redoks potansiyeli olan (pH 7’de) daha güçlü bir indirgeyici maddedir.

2-merkaptoetanol (ME) molekülleri, gümü, bakr ve altn yüzeylerde kendiliinden kemorbe edildi. Yüzey arttrlm Raman saçlma aratrmas, ikame edilmemi alkanetillerde olduu gibi, ME’nin “moleküler zincirinin” ortalama yöneliminin, gümü üzerinde adsorbe edilen ME molekülleri için metal yüzeye en dik olduunu ortaya koydu. ME modifiyeli bir elektrotun seyreltilmi ME çözeltisine daldrlmas, tek tabakann bir ksmnn hzl bir ekilde desorpsiyonuna ve gauche konformerinin nispi yüzey konsantrasyonunda bir arta yol açar. Bu yeniden düzenlemenin zaman sabiti (1 dakikadan az), X = CH3, NH2, COOH veya S03Na ile benzer tiollerden (HS- (CH2) 2-X) oluturulan mono tabakalardan 1 kat daha büyüktür. ME tek tabakasnn yaps oldukça pH duyarldr, ancak çözeltilerdeki nötr tuzlarn varlndan bamszdr. Asidik çözeltilerde, bir gauche konformerinin yüzey konsantrasyonu önemli ölçüde artar. Önemli sayda hidroksil grubunun protonlanmas, kullanlan koullar altnda pek olas olmadndan, asidik çözeltilerde desorpsiyon kinetiinin ve desorpsiyon / adsorpsiyon dengesinin deimesi muhtemeldir. ME’nin tiyol molekülleri olarak desorpsiyonunun kolaylatrlmas muhtemeldir, çünkü ME’nin tiyolat olarak adsorbe edilen kükürt atomlarnn bazlar protonlanr. Propanetiolden kendiliinden monte edilmi tek tabakalar için, daha az belirgin olmasna ramen, benzer bir etki bulduk. Bu, u ana kadar düünülmeyen bu mekanizmann dier baz (özellikle ksa zincirli) tiyoller için de önemli olabileceini göstermektedir. Temel çözeltilerde, bir trans konformerinin konsantrasyonu artar ve muhtemelen baz hidroksil gruplarnn ayrr. Aratrlan tüm çözümler için, ME tek katmannn altn üzerindeki yapsnn, çevresi tarafndan gümü veya bakr üzerindeki tek katmanlardan daha az etkilendii bulundu.

2-Merkaptoetanol (ayrca Thioglycol olarak da bilinir), berrak, renksiz bir svdr ve kokusuzdur. Merkaptoetanol, suda ve neredeyse tüm genel organik çözücülerde karabilir. Merkapto etanol, PVC s stabilizatörlerinin sentezi için bir ara ürün olarak ve bir zincir olarak kullanlr. PVC üretiminde transfer maddesi. Beta merkapto etanol, koru koruma ürünleri, dispersanlar, lifler, tekstiller, boyalar ve farmasötikler üretmek için yap ta olarak kullanlr. 2 Merkaptoetanol, korozyon önleyicilerin ve cevher yüzdürme ajannn bir bileeni olarak kullanlr. Deri ve kürk endüstrisi, kozmetik ve epilasyon hammaddelerinde 2 merkaptoetil alkol kullanlr.

2-Merkaptoetanol, genellikle biyolojik uygulamalarda, dithiothreitol (DTT) veya kokusuz tris (2-karboksietil) fosfin (TCEP) ile birbirlerinin yerine kullanlr

Tüketici ve Endüstriyel Uygulamalar

Mürekkep ve Boya Katk Maddeleri: Dijital görüntü ilemede etkili solventler olan sülfür kimyasallarnn yan sra mürekkep tayc olarak görev yapan hidrokarbon bileikleri sunuyoruz.

Yiyecek ve Beslenme Uygulamalar

Tarm sektörünün verimli araziyi sürdürme, mahsul yetitirme ve salkl hayvan yetitirme çabalarnda gelimesine yardmc olmak, 2-merkaptoetanol gibi agrokimyasal ara ürünler üretmek.

Petrol ve Rafineri

2-Merkaptoetanol veya BME, temizlik maddelerinde yaygn olarak kullanlan, performans materyali (boru) için bir korozyon önleyici ve PVC üretiminde kalay stabilizatörü olarak yaygn olarak kullanlan, suda çözünen fakat uçucu bir malzemedir.

Polimerler ve Kauçuk Uygulamalar

Normal merkaptanlar, antioksidanlarn sentezinde, kalayn stabilizasyonu gibi ilemlerden istenmeyen etkileri en aza indiren reaktifler olarak kullanlr.

2-merkaptoetanol, moleküler arln kontrolünün kritik olduu ilemlerde bir zincir transfer maddesi olarak da kullanlr.

Su Artma Uygulamalar

Uygulama

2-merkaptoetanol, çözelti içindeki biyolojik bileiklerin oksidasyonunu geciktirmek için yaygn olarak kullanlmaktadr.

2-Merkaptoetanol, poliakrilamid jel elektroforezinden önce protein disülfür balarn azaltmak için uygundur ve genellikle% 5’lik bir konsantrasyonda SDS-PAGE için bir numune tamponuna dahil edilir. Moleküller aras (alt birimler arasnda) disülfür balarnn kesilmesi, bir proteinin alt birimlerinin SDS-PAGE üzerinde bamsz olarak ayrlmasna izin verir. Molekül içi (alt birim içinde) disülfür balarnn kesilmesi, alt birimlerin tamamen denatüre olmasna izin verir, böylece her bir peptit, ikincil yapdan dolay hiçbir etki olmakszn zincir uzunluuna göre hareket eder.

2-Merkaptoetanol (beta-merkaptoetanol veya BME olarak da bilinir), oksijen radikallerinin toksik seviyelerini önlemek için hücre kültürü ortamnda kullanlan güçlü bir indirgeyici ajandr. 2-Merkaptoetanol çözelti içinde stabil deildir, bu nedenle çou protokol günlük takviye gerektirir. 2-Merkaptoetanol 2-Merkaptoetanol, Dulbecco’nun fosfat tamponlu salininde (DPBS) 55 mM konsantrasyonda 2-merkaptoetanol içerir.

cGMP üretim ve kalite sistemi

2-Merkaptoetanol ndirgeme Maddesi, New York, Grand Island’da bulunan cGMP uyumlu bir tesiste üretilmektedir. Tesis, tbbi cihaz üreticisi olarak FDA’ya kaytldr ve ISO 13485 standartlarna göre sertifikalandrlmtr.

Arka fon

2-Merkaptoetanol (2-ME), 157-158 ° C’de kaynayan ve 14,3 M (mol l – 1) konsantrasyona sahip berrak renksiz ila çok soluk sar bir svdr. Dökme ürün havada yavaça ayrr. Oda scaklnda kapal tutulursa, 3 yla kadar saf (% 99’dan fazla) kalacaktr. 2-Mercaptoéthanolis su ile her oranda karabilir ve alkol, eter ve benzen ile karabilir. 2-Merkaptoéthanolis çözeltisi, özellikle yüksek pH deerlerinde, havada bir disülfide kolayca oksitlenir.

Güçlü asitler veya alkali metallerle reaksiyonunun yanc hidrojen gaz aça çkaraca ve sv veya buhar olarak yanc olduu unutulmamaldr. 2-Merkaptoetanol, yutulduunda toksik, solunduunda veya deri yoluyla absorbe edildiinde ölümcül olabilir. 2-Merkaptoetanolün tüm dokular için etanolden daha toksik olduu ancak seyreltme üzerine önemli ölçüde azalm toksisite gösterdii bulundu.

2-Merkaptoetanol Moleküler Formül: C2H6OS veya HSCH2CH2OH

2-Merkaptoetanol Moleküler arlk: 78.129 g / mol

2-Merkaptoetanol InChI Anahtar: DGVVWUTYPXICAM-UHFFFAOYSA-N

2-Merkaptoetanol buhar younluu 2,69 (vs vs)

2-Merkaptoetanol buhar basnc 1 mmHg (20 ° C)

2-Merkaptoetanol InChI Anahtar DGVVWUTYPXICAM-UHFFFAOYSA-N

2-Merkaptoetanol tahlil% 99.0

2-Merkaptoetanol expl. lim. % 18

2-Merkaptoetanol konsantrasyon 14.3 M (saf sv)

2-Merkaptoetanol krlma indisi n20 / D 1.500 (lit.)

2-Merkaptoetanol bp 157 ° C (lit.)

2-Merkaptoetanol ün 25 ° C’de younluu 1.114 g / mL (lit.)

2-Merkaptoetanol saklama derecesi. 2-8 ° C

2-MERCAPTOETHANOL

2-Mercaptoéthanol

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2-Mercaptoéthanol

Image illustrative de l’article 2-Mercaptoéthanol

2-Mercaptoéthanol

Identification

Nom UICPA 2-Hydroxy-1-éthanethiol

Synonymes

β-Mercaptoéthanol

Thioglycol

No CAS du 2-Mercaptoéthanol 60-24-2

No ECHA du 2-Mercaptoéthanol 100.000.422

No CE du 2-Mercaptoéthanol 200-464-6

FEMA du 2-Mercaptoéthanol 4582

SMILES du 2-Mercaptoéthanol

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Apparence du 2-Mercaptoéthanol liquide incolore, d’odeur caractéristique1.

Propriétés chimiques du 2-Mercaptoéthanol

Formule brute du 2-Mercaptoéthanol C2H6OS [Isomères]

Masse molaire du 2-Mercaptoéthanol2 78,133 ± 0,007 g/mol

C 30,74 %, H 7,74 %, O 20,48 %, S 41,04 %,

Propriétés physiques du 2-Mercaptoéthanol

T° fusion du 2-Mercaptoéthanol -100 °C

T° ébullition du 2-Mercaptoéthanol 157 °C1

Solubilité du 2-Mercaptoéthanol dans l’eau : miscible1

Masse volumique du 2-Mercaptoéthanol 1,1 g·cm-31

T° d’auto-inflammation du 2-Mercaptoéthanol 295 °C1

Point d’éclair du 2-Mercaptoéthanol 74 °C (coupelle ouverte)1

Limites d’explosivité dans l’air 2,3-18 %vol1

Pression de vapeur saturante du 2-Mercaptoéthanol à 20 °C : 0,13 kPa1

Propriétés optiques du 2-Mercaptoéthanol

Indice de réfraction du 2-Mercaptoéthanol nD20 = 1,4996

Précautions du 2-Mercaptoéthanol

SIMDUT3

B3 : Liquide combustibleD1A : Matière très toxique ayant des effets immédiats graves

B3, D1A, D2B,

[+]

NFPA 704

Symbole NFPA 704

231

Transport du 2-Mercaptoéthanol

–

2966

[+]

Écotoxicologie

LogP -0,3 (estimé)1

Seuil de l’odorat bas : 0,12 ppm

haut : 0,64 ppm4

Composés apparentés

Autres composés

éthylène glycol

éthanedithiol (en)

Unités du SI et CNTP, sauf indication contraire.

modifier Consultez la documentation du modèle

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.

2-Mercaptoéthanol est communément employé pour réduire les ponts disulfures présents dans les protéines et peut jouer un rôle d’antioxydant biologique. 2-Mercaptoéthanolest 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 du 2-Mercaptoéthanol est synthétisé par action du sulfure d’hydrogène sur l’oxyde d’éthylène5:

CH2CH2O + H2S → HOCH2CH2SH

Propriétés biochimiques du 2-Mercaptoéthanol

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 du 2-Mercaptoéthanol

2-Mercaptoéthanol s’agit d’une substance toxique à manipuler avec précaution.

2-Mercaptoéthanol 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

Utilisation et sources d’émission

Agent de dosage analytique, fabrication de produits organique

Application

Le 2-mercaptoéthanol est largement utilisé pour retarder l’oxydation de composés biologiques en solution.

Le 2-mercaptoéthanol convient pour réduire les liaisons disulfure de protéine avant l’électrophorèse sur gel de polyacrylamide et est généralement inclus dans un tampon d’échantillon pour SDS-PAGE à une concentration de 5%. Le clivage des liaisons disulfure intermoléculaires (entre les sous-unités) permet aux sous-unités d’une protéine de se séparer indépendamment sur SDS-PAGE. Le clivage des liaisons disulfure intramoléculaires (dans la sous-unité) permet aux sous-unités de devenir complètement dénaturées de sorte que chaque peptide migre en fonction de sa longueur de chaîne sans influence due à la structure secondaire.

Le 2-mercaptoéthanol (également connu sous le nom de bêta-mercaptoéthanol ou BME) est un puissant agent réducteur utilisé dans les milieux de culture cellulaire pour prévenir les niveaux toxiques de radicaux oxygène. Le 2-mercaptoéthanol n’est pas stable en solution, de sorte que la plupart des protocoles nécessitent une supplémentation quotidienne. 2-mercaptoéthanol Le 2-mercaptoéthanol contient du 2-mercaptoéthanol à une concentration de 55 mM dans la solution saline tamponnée au phosphate (DPBS) de Dulbecco.

Système de fabrication et de qualité cGMP

L’agent réducteur de 2-mercaptoéthanol est fabriqué dans une installation conforme aux BPF, située à Grand Island, New York. L’établissement est enregistré auprès de la FDA en tant que fabricant de dispositifs médicaux et est certifié conforme aux normes ISO 13485.

Contexte

Le 2-mercaptoéthanol (2-ME) est un liquide jaune clair incolore à très pâle qui bout à 157-158 ° C et a une concentration de 14,3 M (mol l – 1). Le produit en vrac se décompose lentement dans l’air. S’il est conservé scellé à température ambiante, il restera pur (plus de 99%) jusqu’à 3 ans. 2-Mercaptoéthanolis miscible à l’eau en toutes proportions, miscible à l’alcool, à l’éther et au benzène. Solution de 2-Mercaptoéthanolis facilement oxydée à l’air en un disulfure, en particulier à des pH élevés.

Il ne faut pas oublier que sa réaction avec des acides forts ou des métaux alcalins libère de l’hydrogène gazeux inflammable et qu’il est combustible sous forme de liquide ou de vapeur. Le 2-mercaptoéthanol peut être toxique s’il est ingéré et mortel s’il est inhalé ou absorbé par la peau. Le 2-mercaptoéthanol s’est avéré plus toxique que l’éthanol pour tous les tissus, mais a montré une diminution significative de la toxicité lors de la dilution.

2-MERCAPTOETHANOL (2-MERKAPTOETANOL)

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2-MERCAPTOETHANOL (2-MERKAPTOETANOL)

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