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Escherichia coli K-12 substr. MG1655 Compound: p-hydroxymercuribenzoate

Synonyms: mercurate(1-), (4-carboxylateophenyl)hydroxy-, hydrogen (9Cl), mercury, (p-carboxyphenyl)hydroxy-, (4-carboxylatophenyl)hydroxymercurate(1-) hydrogen, (p-carboxyphenyl)hydroxymercury, p-hydroxymercuribenzoic acid, PHMB

Chemical Formula: C7H5O3Hg

Molecular Weight: 337.7 Daltons

Monoisotopic Molecular Weight: 340.0023200589 Daltons

SMILES: C1(=CC=C(C=C1)C(=O)[O-])[Hg]O

InChI: InChI=1S/C7H5O2.Hg.H2O/c8-7(9)6-4-2-1-3-5-6;;/h2-5H,(H,8,9);;1H2/q;+1;/p-2

InChIKey: InChIKey=WMHRYLDWLOGHSG-UHFFFAOYSA-L

Unification Links: ChemSpider:15605527 , PubChem:3647458

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -92.53

Enzymes inhibited by p-hydroxymercuribenzoate, sorted by the type of inhibition, are:

Inhibitor (Noncompetitive) of: aspartate semialdehyde dehydrogenase [Hegeman70, Helmward89]

Inhibitor (Mechanism unknown) of: N-ethylmaleimide reductase [Mizugaki81] , 2-hydroxy-6-ketonona-2,4-dienedioate hydrolase [Lam97] , glutathione reductase [Mata84, Helmward89] , 3-(2,3-dihydroxyphenyl)propionate 1,2-dioxygenase [Spence96] , 2,3,4-saturated fatty acyl-[acp]:NAD+ oxidoreductase [Weeks68] , trans-2-enoyl-CoA reductase [Nishimaki84] , phosphoenolpyruvate synthetase [Cooper69, Berman70] , glycerate kinase [Doughty66] , ethanolamine ammonia-lyase [Blackwell78] , spermidine synthase [Bowman73] , cyclopropane fatty acyl phospholipid synthase [Taylor79] , aspartate ammonia-lyase [Helmward89, Suzuki73] , glutaminase [Hartman68] , glyoxalase [Misra95, Comment 1] , glucosamine-1-phosphate acetyltransferase [Pompeo98] , formate dehydrogenase-N , glyoxylate carboligase [Gupta66] , α-galactosidase [Burstein71]


References

Berman70: Berman KM, Cohn M (1970). "Phosphoenolpyruvate synthetase of Escherichia coli. Purification, some properties, and the role of divalent metal ions." J Biol Chem 245(20);5309-18. PMID: 4319237

Blackwell78: Blackwell CM, Turner JM (1978). "Microbial metabolism of amino alcohols. Purification and properties of coenzyme B12-dependent ethanolamine ammonia-lyase of Escherichia coli." Biochem J 1978;175(2);555-63. PMID: 33657

Bowman73: Bowman WH, Tabor CW, Tabor H (1973). "Spermidine biosynthesis. Purification and properties of propylamine transferase from Escherichia coli." J Biol Chem 1973;248(7);2480-6. PMID: 4572733

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

Cooper69: Cooper RA, Kornberg HL "Phosphoenolpyruvate Synthetase." Methods Enzymol. 1969;13:309-314.

Doughty66: Doughty CC, Hayashi JA, Guenther HL (1966). "Purification and properties of D-glycerate 3-kinase from Escherichia coli." J Biol Chem 1966;241(3);568-72. PMID: 5325263

Gupta66: Gupta NK, Vennesland B (1966). "Glyoxylate carboligase of Escherichia coli: some properties of the enzyme." Arch Biochem Biophys 1966;113(2);255-64. PMID: 5328735

Hartman68: Hartman SC (1968). "Glutaminase of Escherichia coli. I. Purification and general catalytic properties." J Biol Chem 1968;243(5);853-63. PMID: 4966660

Hegeman70: Hegeman G, Cohen G, Morgan R "Aspartic semialdehyde dehydrogenase (Escherichia coli K12)." Methods in Enzymology 1970; 17A:708-713.

Helmward89: Helmward Z "Handbook of Enzyme Inhibitors. 2nd, revised and enlarged edition." Weinheim, Federal Republic of Germany ; New York, NY, USA , 1989.

Lam97: Lam WW, Bugg TD (1997). "Purification, characterization, and stereochemical analysis of a C-C hydrolase: 2-hydroxy-6-keto-nona-2,4-diene-1,9-dioic acid 5,6-hydrolase." Biochemistry 36(40);12242-51. PMID: 9315862

Mata84: Mata AM, Pinto MC, Lopez-Barea J (1984). "Purification by affinity chromatography of glutathione reductase (EC 1.6.4.2) from Escherichia coli and characterization of such enzyme." Z Naturforsch [C] 39(9-10);908-15. PMID: 6393625

Misra95: Misra K, Banerjee AB, Ray S, Ray M (1995). "Glyoxalase III from Escherichia coli: a single novel enzyme for the conversion of methylglyoxal into D-lactate without reduced glutathione." Biochem J 1995;305 ( Pt 3);999-1003. PMID: 7848303

Mizugaki81: Mizugaki M, Unuma T, Shiraishi T, Nishimaki T, Yamanaka H (1981). "Studies on the metabolism of unsaturated fatty acids. IV. N-Ethylmaleimide reducing activity in Escherichia coli K-12." Chem Pharm Bull (Tokyo) 29(2);570-3. PMID: 7023711

Nishimaki84: Nishimaki T, Yamanaka H, Mizugaki M (1984). "Studies on the metabolism of unsaturated fatty acids. XIV. Purification and properties of NADPH-dependent trans-2-enoyl-CoA reductase of Escherichia coli K-12." J Biochem (Tokyo) 1984;95(5);1315-21. PMID: 6378898

Pompeo98: Pompeo F, van Heijenoort J, Mengin-Lecreulx D (1998). "Probing the role of cysteine residues in glucosamine-1-phosphate acetyltransferase activity of the bifunctional GlmU protein from Escherichia coli: site-directed mutagenesis and characterization of the mutant enzymes." J Bacteriol 1998;180(18);4799-803. PMID: 9733680

Spence96: Spence EL, Kawamukai M, Sanvoisin J, Braven H, Bugg TD (1996). "Catechol dioxygenases from Escherichia coli (MhpB) and Alcaligenes eutrophus (MpcI): sequence analysis and biochemical properties of a third family of extradiol dioxygenases." J Bacteriol 1996;178(17);5249-56. PMID: 8752345

Suzuki73: Suzuki S, Yamaguchi J, Tokushige M (1973). "Studies on aspartase. I. Purification and molecular properties of aspartase from Escherichia coli." Biochim Biophys Acta 1973;321(1);369-81. PMID: 4584395

Taylor79: Taylor FR, Cronan JE (1979). "Cyclopropane fatty acid synthase of Escherichia coli. Stabilization, purification, and interaction with phospholipid vesicles." Biochemistry 1979;18(15);3292-300. PMID: 380648

Weeks68: Weeks G, Wakil SJ (1968). "Studies on the mechanism of fatty acid synthesis. 18. Preparation and general properties of the enoyl acyl carrier protein reductases from Escherichia coli." J Biol Chem 1968;243(6);1180-9. PMID: 4384650


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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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