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Ligand alpha-hydroxyhippuric acid Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Basic Ligand Information Molecular Structure
C9 H9 NO4
alpha-hydroxyhippuric acid
GCWCVCCEIQXUQU-UHFFFAOYSA-N
benzoyl-alpha-hydroxyglycine, N-benzoyl(2-hydroxyglycine), N-benzoyl-alpha-hydroxy-Gly
Roles as Enzyme Ligand
Substrate in Enzyme-catalyzed Reactions (2 results)
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benzoyl-alpha-hydroxyglycine = glyoxylate + benzamide
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N-benzoyl-alpha-hydroxy-Gly = benzamide + glyoxylate
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Product in Enzyme-catalyzed Reactions (3 results)
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hippuric acid + ascorbate + O2 = alpha-hydroxyhippuric acid + dehydroascorbate + H2O
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hippuric acid + ferrocyanide + O2 = alpha-hydroxyhippuric acid + ? + H2O
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N-benzoylglycine + ascorbate + O2 = N-benzoyl(2-hydroxyglycine) + dehydroascorbate + H2O
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (1 result)
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51
-
0.4 mM ferrocyanide, 100 mM MES pH 6.0, 30 mM KCl, 1 microM CuSO4
KM Value (3 results)
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0.292
-
0.4 mM ferrocyanide, 100 mM MES pH 6.0, 30 mM KCl, 1 microM CuSO4
References & Links Literature References (5)
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Reaction versus subsite stereospecificity of peptidylglycine alpha-monooxygenase and peptidylamidoglycolate lyase, the two enzymes involved in peptide amidation
1995
Ping, D.; Mounier, C.E.; May, S.W.
J. Biol. Chem.
270
29250-29255
Kinetic mechanism and intrinsic isotope effects for the peptidylglycine alpha-amidating enzyme reaction
1998
Francisco, W.A.; Merkler, D.J.; Blackburn, N.J.; Klinman, J.P.
Biochemistry
37
8244-8252
Hydrogen tunneling in peptidylglycine alpha-hydroxylating monooxygenase
2002
Francisco, W.A.; Knapp, M.J.; Blackburn, N.J.; Klinman, J.P.
J. Am. Chem. Soc.
124
8194-8195
Catalysis, stereochemistry, and inhibition of ureidoglycolate lyase
2003
McIninch, J.K.; McIninch, J.D.; May, S.W.
J. Biol. Chem.
278
50091-50100
The catalytic role of the copper ligand H172 of peptidylglycine alpha-hydroxylating monooxygenase: A kinetic study of the H172A mutant
2006
Evans, J.P.; Blackburn, N.J.; Klinman, J.P.
Biochemistry
45
15419-15429
Links to other databases for alpha-hydroxyhippuric acid
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