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Escherichia coli K-12 substr. MG1655 Compound: malonate

Synonyms: malonyl, propanedioic acid, malonic acid

Summary from MetaCyc:
Malonate is found in small amounts in plants [Bentley52] and is produced by some bacteria [Vogels76]. However, most of the malonate in the environment comes from industrial production. The dimethyl and diethyl forms, in particularly, are produced at more than 12,000 tons per year (1995) [Dimroth97].

Chemical Formula: C3H2O4

Molecular Weight: 102.05 Daltons

Monoisotopic Molecular Weight: 104.0109586168 Daltons

SMILES: C(C([O-])=O)C([O-])=O

InChI: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-2

InChIKey: InChIKey=OFOBLEOULBTSOW-UHFFFAOYSA-L

Unification Links: CAS:141-82-2 , ChEBI:15792 , ChemSpider:8731 , DrugBank:DB02201 , HMDB:HMDB00691 , KEGG:C00383 , PubChem:9084

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -164.58

Enzymes inhibited by malonate, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: glutamate decarboxylase B [Fonda72] , isocitrate lyase [Comment 1] , glutamate decarboxylase A [Fonda72] , succinate:quinone oxidoreductase [Maklashina99] , fumarate reductase [Maklashina99]

In Growth Media: PMA carbon source test + malonate


References

Bentley52: Bentley, L.E. (1952). "Occurrence of malonic acid in plants." Nature 170(4333);847-8. PMID: 13013230

Dimroth97: Dimroth P, Hilbi H (1997). "Enzymic and genetic basis for bacterial growth on malonate." Mol Microbiol 25(1);3-10. PMID: 11902724

Fonda72: Fonda ML (1972). "Glutamate decarboxylase. Substrate specificity and inhibition by carboxylic acids." Biochemistry 1972;11(7);1304-9. PMID: 4552052

Hoyt88: Hoyt JC, Robertson EF, Berlyn KA, Reeves HC (1988). "Escherichia coli isocitrate lyase: properties and comparisons." Biochim Biophys Acta 1988;966(1);30-5. PMID: 3291954

Maklashina99: Maklashina E, Cecchini G (1999). "Comparison of catalytic activity and inhibitors of quinone reactions of succinate dehydrogenase (Succinate-ubiquinone oxidoreductase) and fumarate reductase (Menaquinol-fumarate oxidoreductase) from Escherichia coli." Arch Biochem Biophys 1999;369(2);223-32. PMID: 10486141

Vogels76: Vogels GD, Van der Drift C (1976). "Degradation of purines and pyrimidines by microorganisms." Bacteriol Rev 40(2);403-68. PMID: 786256


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 SRI International Pathway Tools version 18.5 on Wed Nov 26, 2014, biocyc13.