Ligand 4-fluoro-L-phenylalanine

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Basic Ligand Information

Molecular Structure
Picture of 4-fluoro-L-phenylalanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H10FNO2
4-fluoro-L-phenylalanine
XWHHYOYVRVGJJY-QMMMGPOBSA-N
Synonyms:
(2S)-2-amino-3-(4-fluorophenyl)propanoic acid, 3-(4-Fluorophenyl)alanine, DL-4-fluorophenylalanine, fluorophenylalanine, L-4-fluorophenylalanine, p-fluoro-L-Phe

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-fluoro-L-phenylalanine + 6-methyltetrahydropterin + O2 = ?
show the reaction diagram
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4-fluoro-L-phenylalanine + H2O + NAD+ = 4-fluoro-phenylpyruvate + NH3 + NADH
show the reaction diagram
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3-(4-fluorophenyl)alanine + 2-oxoglutarate = (4-fluorophenyl)pyruvate + L-glutamate
show the reaction diagram
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4-fluoro-L-phenylalanine + phenylacetamide = N-[(4-fluorophenyl)acetyl]-L-tyrosine + NH3
show the reaction diagram
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ATP + p-fluoro-L-Phe + H2O = AMP + diphosphate + p-fluoro-D-Phe
show the reaction diagram
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4-fluoro-L-phenylalanine = (S)-3-amino-3-(4-fluorophenyl)propanoic acid
show the reaction diagram
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4-fluoro-L-phenylalanine = 4-fluoro-L-beta-phenylalanine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-fluoro-phenylpyruvate + NH3 + NADH = 4-fluoro-L-phenylalanine + H2O + NAD+
show the reaction diagram
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chloroacetyl-L-4-fluorophenylalanine + H2O = chloroacetate + L-4-fluorophenylalanine
show the reaction diagram
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4-fluoro-trans-cinnamate + NH3 = 4-fluoro-L-phenylalanine
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (38 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.06
-
pH 8.3, 30°C
0.023
-
pH 8.0, 31°C, recombinant enzyme

KM Value (5 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.029
-
pH 8.0, 31°C, recombinant enzyme

References & Links

Links to other databases for 4-fluoro-L-phenylalanine

ChEBI
PubChem
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PubChem