Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store
Updated BioCyc iOS App now
available in iTunes store

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

Synonyms: (p-carboxyphenyl)hydroxymercury, p-hydroxymercuribenzoic acid, PHMB

Chemical Formula: C7H5O3Hg

Molecular Weight: 337.7 Daltons

Monoisotopic Molecular Weight: 340.0023200589 Daltons

p-hydroxymercuribenzoate compound structure

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


Unification Links: ChemSpider:15605527, PubChem:3647458

Standard Gibbs Free Energy of 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], 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 [Enoch75], glyoxylate carboligase [Gupta66], α-galactosidase [Burstein71]


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.

Enoch75: Enoch HG, Lester RL (1975). "The purification and properties of formate dehydrogenase and nitrate reductase from Escherichia coli." J Biol Chem 1975;250(17);6693-705. PMID: 1099093

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 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

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by Pathway Tools version 19.5 (software by SRI International) on Sun May 1, 2016, biocyc14.