Ligand N-acetyl-L-phenylalanine

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 N-acetyl-L-phenylalanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H13NO3
N-acetyl-L-phenylalanine
ORFOPKXBNMVMKC-DWVKKRMSSA-N
Synonyms:
Ac-Phe, Ac-Phe-OH, acetyl-L-Phe, Acetyl-Phe, N-acetyl-L-Phe, N-acetyl-Phe, N-acetyl L-phenylalanine, N-Acetylphenylalanine, N-alpha-acetyl-L-phenylalanine
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetyl-L-phenylalanine + H2O = acetate + L-phenylalanine
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + L-phenylalanine = CoA + N-acetyl-L-phenylalanine
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-L-Phe + ethanol = acetyl-L-Phe ethyl ester + H2O
show the reaction diagram
-
N-acetyl-L-phenylalanine + H2O = acetate + L-phenylalanine
show the reaction diagram
-
N-acetylphenylalanine + H2O = acetate + phenylalanine
show the reaction diagram
-
N-acetyl-L-phenylalanine + H2O = L-phenylalanine + acetate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + L-phenylalanine = CoA + N-acetyl-L-phenylalanine
show the reaction diagram
-
acetyl-CoA + L-phenylalanine = CoA + N-acetyl-L-phenylalanine
show the reaction diagram
-
acetyl-Phe-Leu + H2O = acetyl-Phe + Leu
show the reaction diagram
-
N-acetyl-L-Phe ethyl ester + H2O = N-acetyl-L-Phe + ethanol
show the reaction diagram
-
acetyl-L-Phe-2-naphthyl ester + H2O = acetyl-L-Phe + 2-naphthol
show the reaction diagram
-
acetyl-L-Phe ethyl ester + H2O = acetyl-L-Phe + ethanol
show the reaction diagram
-
Acetyl-Phe methyl ester + H2O = Acetyl-Phe + methanol
show the reaction diagram
-
acetyl-L-Phe ethyl ester + H2O = acetyl-L-Phe + ethanol
show the reaction diagram
-
Ac-Phe-Tyr = Ac-Phe + Tyr
show the reaction diagram
-
N-acetyl-D-phenylalanine = N-acetyl-L-phenylalanine
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation
-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
hydrolysis of acetyl-Phe-Leu-Val-His-amide
-

3D Structure of Enzyme-Ligand-Complex (PDB) (20 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.022
-
30°C, pH 8.0
0.01
-
pH 7.5, 65°C, preincubation with CoCl2
16
-
-

KM Value (14 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.85
-
30°C, pH 8.0
1.6
-
pH 7.5, 37°C
12.9
-
pH 7.5, 65°C, preincubation with CoCl2
43
-
-

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

References & Links

Links to other databases for N-acetyl-L-phenylalanine

ChEBI
PubChem
-
PubChem