Ligand L-homophenylalanine
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Basic Ligand Information
Molecular Structure
C10H13NO2
L-homophenylalanine
JTTHKOPSMAVJFE-VIFPVBQESA-N
(2S)-2-amino-4-phenylbutanoate, (S)-2-amino-4-phenylbutyric acid, homophenylalanine, L-hPhe
Roles as Enzyme Ligand
In Vivo Product in Enzyme-catalyzed Reactions (1 result)
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N-carbamoyl-L-homophenylalanine + H2O = L-homophenylalanine + NH3 + CO2
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Substrate in Enzyme-catalyzed Reactions (2 results)
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L-homophenylalanine + 2-oxoglutarate + O2 = ? + succinate + CO2
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L-homophenylalanine + H2O + NADH + H+ = 2-oxo-4-phenylbutanoate + NH3 + NAD+
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Product in Enzyme-catalyzed Reactions (13 results)
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2-oxo-4-phenylbutanoate + NH3 + NADPH + H+ = (2S)-2-amino-4-phenylbutanoate + NADP+
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2-oxo-4-phenylbutanoic acid + NH3 + NADH + H+ = (S)-2-amino-4-phenylbutyric acid + H2O + NAD+
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2-oxo-4-phenylbutanoic acid + NH3 + NADH + H+ = L-homophenylalanine + H2O + NAD+
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L-Lys + 2-oxo-4-phenyl-butanoic acid = L-homophenylalanine + 2-keto-6-aminocaproate
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2-oxo-4-phenylbutyric acid + L-aspartate = L-homophenylalanine + oxaloacetate
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L-glutamate + 2-oxo-4-phenylbutyrate = L-homophenylalanine + 2-oxoglutarate
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L-hPhe-7-amido-4-carbamoylmethylcoumarin + H2O = L-hPhe + 7-amino-4-carbamoylmethylcoumarin
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homophenylalanyl-7-amido-4-methylcoumarin + H2O = homophenylalanine + 7-amino-4-methylcoumarin
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N-phenylacetyl-alpha-homophenylalanine + H2O = homophenylalanine + phenylacetate
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N-acetyl-L-Homophenylalanine + H2O = acetate + L-Homophenylalanine
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N-carbamoyl-DL-homophenylalanine + H2O = L-homophenylalanine + CO2 + NH3
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N-carbamoyl-L-homophenylalanine + H2O = L-homophenylalanine + NH3 + CO2
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N-formyl-DL-homophenylalanine + H2O = L-homophenylalanine + CO2
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Inhibitor in Enzyme-catalyzed Reactions (1 result)
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (3 results)
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0.00025
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20°C, pH not specified in the publication, wild-type enzyme
0.0021
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20°C, pH not specified in the publication, mutant enzyme W40M
0.028
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20°C, pH not specified in the publication, mutant enzyme W40M/I103L
KM Value (3 results)
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0.24
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20°C, pH not specified in the publication, mutant enzyme W40M
0.3
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20°C, pH not specified in the publication, mutant enzyme W40M/I103L
1.1
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20°C, pH not specified in the publication, wild-type enzyme
References & Links
Literature References (4)
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Asymmetric synthesis of L-homophenylalanine by equilibrium-shift using recombinant aromatic L-amino acid transaminase
2003
Cho, B.K.; Seo, J.H.; Kang, T.W.; Kim, B.G.
Biotechnol. Bioeng.
83
226-234
Alteration of substrate specificity of alanine dehydrogenase
2015
Fernandes, P.; Aldeborgh, H.; Carlucci, L.; Walsh, L.; Wasserman, J.; Zhou, E.; Lefurgy, S.; Mundorff, E.
Protein Eng. Des. Sel.
28
29-35
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Active center differences between cathepsins L and B the S, binding region
1988
Kirschke, H.; Wikstrom, P.; Shaw, E.
FEBS Lett.
228
128-130
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Modulating chemoselectivity in a Fe(II)/alpha-ketoglutarate-dependent dioxygenase for the oxidative modification of a nonproteinogenic amino acid
2021
Meyer, F.; Frey, R.; Ligibel, M.; Sager, E.; Schroer, K.; Snajdrova, R.; Buller, R.
ACS Catal.
11
6261-6269
Links to other databases for L-homophenylalanine
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