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Escherichia coli K-12 substr. MG1655 Compound: phosphoglycolohydroxamate

Synonyms: PGH

Chemical Formula: C2H4NO6P

Molecular Weight: 169.03 Daltons

Monoisotopic Molecular Weight: 170.9932734404 Daltons

SMILES: C(C(NO)=O)OP([O-])(=O)[O-]

InChI: InChI=1S/C2H6NO6P/c4-2(3-5)1-9-10(6,7)8/h5H,1H2,(H,3,4)(H2,6,7,8)/p-2

InChIKey: InChIKey=BAXHHWZKQZIJID-UHFFFAOYSA-L

Unification Links: ChEBI:8148 , KEGG:C05348 , PubChem:24916871

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -326.08

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

Inhibitor (Competitive) of: methylglyoxal synthase [Marks01] , L-fuculose-phosphate aldolase [Dreyer96a, Fessner96]

Inhibitor (Mechanism unknown) of: D-ribulose-phosphate aldolase [Dreyer96a, Fessner96]


References

Dreyer96a: Dreyer MK, Schulz GE (1996). "Catalytic mechanism of the metal-dependent fuculose aldolase from Escherichia coli as derived from the structure." J Mol Biol 259(3);458-66. PMID: 8676381

Fessner96: Fessner W-D, Schneider A, Held H, Sinerius G, Walter C, Hixon M, Schloss JV (1996). "The mechanism of Class II, metal-dependent aldolases." Angew Chem Int Ed Engl 35:2219-2221.

Marks01: Marks GT, Harris TK, Massiah MA, Mildvan AS, Harrison DH (2001). "Mechanistic implications of methylglyoxal synthase complexed with phosphoglycolohydroxamic acid as observed by X-ray crystallography and NMR spectroscopy." Biochemistry 40(23);6805-18. PMID: 11389594


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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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