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Escherichia coli K-12 substr. MG1655 Compound: 2-mercaptoethanol

Synonyms: hydroxyethyl sulfide, β-mercaptoethanol

Chemical Formula: C2H6OS

Molecular Weight: 78.129 Daltons

Monoisotopic Molecular Weight: 78.0139355047 Daltons

2-mercaptoethanol compound structure


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


Unification Links: ChEBI:41218, ChemSpider:1512, DrugBank:DB03345, KEGG:C00928, PubChem:1567

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -39.0

In Reactions of unknown directionality:

Not in pathways:
2-hydroxyethyldisulfide + 2 glutathione = 2 2-mercaptoethanol + glutathione disulfide

Enzymes activated by 2-mercaptoethanol, sorted by the type of activation, are:

Activator (Mechanism unknown) of: galactarate dehydratase [Hubbard98], methylglyoxal reductase (NADPH-dependent) [Saikusa87], thymidylate synthase [Haertle79], galactokinase [Sherman63], α-galactosidase [Burstein71]

Enzymes inhibited by 2-mercaptoethanol, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: lactose galactohydrolase [Wallenfels72], D-glucuronate isomerase [Ashwell60], D-galacturonate isomerase [Ashwell60], methylenetetrahydrofolate dehydrogenase [DAri91], threonine dehydrogenase [Comment 1]

Created 30-Jun-2009 by Keseler I, SRI International


Ashwell60: Ashwell G, Wahba AJ, Hickman J (1960). "Uronic acid metabolism in bacteria. I. Purification and properties of uronic acid isomerase in Escherichia coli." J Biol Chem 1960;235(6):1559-1565. PMID: 13794771

Burstein71: Burstein C, Kepes A (1971). "The alpha-galactosidase from Escherichia coli K12." Biochim Biophys Acta 1971;230(1);52-63. PMID: 5543331

Craig88: Craig PA, Dekker EE (1988). "Cd2+ activation of L-threonine dehydrogenase from Escherichia coli K-12." Biochim Biophys Acta 1988;957(2);222-9. PMID: 3056527

DAri91: D'Ari L, Rabinowitz JC (1991). "Purification, characterization, cloning, and amino acid sequence of the bifunctional enzyme 5,10-methylenetetrahydrofolate dehydrogenase/5,10-methenyltetrahydrofolate cyclohydrolase from Escherichia coli." J Biol Chem 1991;266(35);23953-8. PMID: 1748668

Haertle79: Haertle T, Wohlrab F, Guschlbauer W (1979). "Thymidylate synthetase from Escherichia coli K12. Purification, and dependence of kinetic properties on sugar conformation and size of the 2' substituent." Eur J Biochem 1979;102(1);223-30. PMID: 42538

Hubbard98: Hubbard BK, Koch M, Palmer DR, Babbitt PC, Gerlt JA (1998). "Evolution of enzymatic activities in the enolase superfamily: characterization of the (D)-glucarate/galactarate catabolic pathway in Escherichia coli." Biochemistry 1998;37(41);14369-75. PMID: 9772162

Saikusa87: Saikusa T, Rhee H, Watanabe K, Murata K, Kimura A (1987). "Metabolism of 2-oxoaldehydes in bacteria: purification and characterization of methylglyoxal reductase from E. coli." Agricultural and Biological Chemistry 51(7): 1893-1899.

Sherman63: Sherman JR, Adler J "Galactokinase from Escherichia coli." J Biol Chem 1963;238(3);873-878. PMID: 13977183

Wallenfels72: Wallenfels K, Weil R "beta-Galactosidase." Academic Press, NY 1972;617-663.

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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
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