Ligand 4-nitrophenylalanine

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 4-nitrophenylalanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H10N2O4
4-nitrophenylalanine
GTVVZTAFGPQSPC-QMMMGPOBSA-N
Synonyms:
(2S)-2-amino-3-(4-nitrophenyl)propanoic acid, (4-nitro)Phe, 4-nitro-L-phenylalanine, L-4-nitrophenylalanine

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-nitro-L-phenylalanine + H2O + NAD+ = 4-nitro-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
4-nitro-L-phenylalanine + phenylacetamide = N-[(4-nitrophenyl)acetyl]-L-tyrosine + NH3
show the reaction diagram
-
4-nitro-L-phenylalanine = (S)-3-amino-3-(4-nitrophenyl)propanoic acid
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (50 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-4-aminophenylalanine + reduced phenazine methosulfate + 2 O2 = L-4-nitrophenylalanine + phenazine methosulfate + 2 H2O
show the reaction diagram
-
-
4-nitro-phenylpyruvate + NH3 + NADH = 4-nitro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
-
(4-Nitro)Phe-Nle-Ala-Leu methyl ester + H2O = Nle-Ala-Leu methyl ester + (4-nitro)Phe
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inactivation rate is 3.0 mM/min
-

3D Structure of Enzyme-Ligand-Complex (PDB) (21 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.08
-
pH 8.3, 30°C
0.038
-
pH 8.0, 31°C, recombinant enzyme

KM Value (4 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.752
-
pH 8.0, 31°C, recombinant enzyme

References & Links

Links to other databases for 4-nitrophenylalanine

ChEBI
PubChem
-
PubChem