Ligand D-Phe

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Basic Ligand Information

Molecular Structure
Picture of D-Phe (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H11NO2
D-Phe
COLNVLDHVKWLRT-MRVPVSSYSA-N
Synonyms:
D-alpha-phenylalanine, D-phenylalanine


Show all pahtways known for Show all BRENDA pathways known for D-Phe

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + D-phenylalanine = CoA + N-acetyl-D-phenylalanine
show the reaction diagram
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D-Phe = L-Phe
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D-alpha-phenylalanine = L-beta-phenylalanine
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D-alpha-phenylalanine = D-beta-phenylalanine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-D-phenylalanine + H2O = acetate + D-phenylalanine
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ATP + L-phenylalanine + H2O = AMP + diphosphate + D-phenylalanine
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Substrate in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-Phe + H2O + O2 = ? + NH3 + H2O2
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D-phenylalanine + H2O + O2 = phenylpyruvate + NH3 + H2O2
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D-phenylalanine + oxidized 2,6-dichloroindophenol + H2O = phenylpyruvate + NH3 + reduced 2,6-dichloroindophenol
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acetyl-CoA + D-phenylalanine = CoA + N-acetyl-D-phenylalanine
show the reaction diagram
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L-glutamine + D-phenylalanine = NH3 + gamma-L-glutamyl-L-phenylalanine
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S2a + D-phenylalanine = ?
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D-phenylalanine = L-phenylalanine
show the reaction diagram
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D-alpha-phenylalanine = L-beta-phenylalanine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Pro-D-Phe + H2O = Pro + D-Phe
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Gly-D-Phe + H2O = Gly + D-Phe
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Gly-D-Phe + H2O = Gly + D-Phe
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D-Ala-D-Phe + H2O = D-Ala + D-Phe
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D-Ala-D-Phe + H2O = D-Ala + D-Phe
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N-glutaryl-D-phenylalanine + H2O = glutarate + D-Phe
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L-phenylalanine = D-phenylalanine
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L-phenylalanine = D-phenylalanine
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L-beta-phenylalanine = D-alpha-phenylalanine
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Activator in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
7.1fold activation at 10 mM
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5 mM, 1.23fold activation
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most effective D-amino acid and dipeptide acceptor, respectively
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activity stimulated by, reaction rate 105%
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
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inhibition of benzoyl-L-leucine and benzoyloxycarbonglycyl-L-leucine hydrolysis
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3D Structure of Enzyme-Ligand-Complex (PDB) (65 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (30 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
14.7
-
-

KM Value (45 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
6
-
with 2,6-dichlorophenolindophenol
0.13
-
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6
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reaction with D-Ala + ATP

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
7.1
-
-
0.14
-
-
36.6
-
pH 8.0, 30°C, in presence of Ca2+
24
-
hydrolysis of benzyloxycarbonyl-Phe-Leu

References & Links

Links to other databases for D-Phe

ChEBI
PubChem
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PubChem