MetaCyc Compound: picolinate

Synonyms: 2-pyridinecarboxylate, picolinic acid, 2-pyridine carboxylic acid, 2-picolinate

Chemical Formula: C6H4NO2

Molecular Weight: 122.1 Daltons

Monoisotopic Molecular Weight: 123.0320284099 Daltons

picolinate compound structure

SMILES: C1(=CC=CC(=N1)C([O-])=O)

InChI: InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)/p-1


Unification Links: CAS:98-98-6 , ChEBI:38184 , ChemSpider:5295272 , HMDB:HMDB02243 , KEGG:C10164 , PubChem:6920223

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -16.457577 Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

L-tryptophan degradation XI (mammalian, via kynurenine) :
2-aminomuconate 6-semialdehyde → picolinate + H2O

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

Inhibitor (Mechanism unknown) of: guanosine-3',5'-bis(diphosphate) 3'-diphosphatase [Xiao91] , 2-amino 3-carboxymuconate 6-semialdehyde decarboxylase [Pucci07] , quinolinate phosphoribosyltransferase (decarboxylating) [Mann74]


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Mann74: Mann DF, Byerrum RU (1974). "Quinolinic acid phosphoribosyltransferase from castor bean endosperm. I. Purification and characterization." J Biol Chem 249(21);6817-23. PMID: 4422841

Pucci07: Pucci L, Perozzi S, Cimadamore F, Orsomando G, Raffaelli N (2007). "Tissue expression and biochemical characterization of human 2-amino 3-carboxymuconate 6-semialdehyde decarboxylase, a key enzyme in tryptophan catabolism." FEBS J 274(3);827-40. PMID: 17288562

Xiao91: Xiao H, Kalman M, Ikehara K, Zemel S, Glaser G, Cashel M (1991). "Residual guanosine 3',5'-bispyrophosphate synthetic activity of relA null mutants can be eliminated by spoT null mutations." J Biol Chem 1991;266(9);5980-90. PMID: 2005134

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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