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1.4.1.20: phenylalanine dehydrogenase

This is an abbreviated version!
For detailed information about phenylalanine dehydrogenase, go to the full flat file.

Word Map on EC 1.4.1.20

Reaction

L-phenylalanine
+
H2O
 +
NAD+
=
phenylpyruvate
 +
NH3
 +
NADH
 +
H+

Synonyms

dehydrogenase, phenylalanine, L-PheDH, L-phenylalanine dehydrogenase, L-phenylalanine:NAD+ oxidoreductase, deaminating, PDH, PHD, PheDH, phenylalanine dehydrogenase, recombinant PheDH, recombinant phenylalanine dehydrogenase

ECTree

     1 Oxidoreductases
         1.4 Acting on the CH-NH2 group of donors
             1.4.1 With NAD+ or NADP+ as acceptor
                1.4.1.20 phenylalanine dehydrogenase

Substrates Products

Substrates Products on EC 1.4.1.20 - phenylalanine dehydrogenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-(3-hydroxy-1-adamantyl)-2-oxoethanoic acid + NH3 + NADH
(S)-3-hydroxyadamantylglycine + H2O + NAD+
show the reaction diagram
-
modified PDH which contains two amino acid changes at the C-terminus and a 12 amino acid extension of the C-terminus is more effective with keto acid 2-(3-hydroxy-1-adamantyl)-2-oxoethanoic acid and less effective with phenylpyruvate than the wild type PDH
-
-
?
2-chloro-phenylpyruvate + NH3 + NADH
2-chloro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
7% of activity with phenylpyruvate
-
-
?
2-fluoro-phenylpyruvate + NH3 + NADH
2-fluoro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
6.6% of activity with phenylpyruvate
-
-
?
2-oxo-4-methylpentanoate + NH3 + NADH
L-Ile + NAD+ + H2O
show the reaction diagram
2-oxo-4-methylthiobutanoate + NH3 + NADH
L-Met + NAD+ + H2O
show the reaction diagram
2-oxo-4-phenylbutanoic acid + NH3 + NADH + H+
(S)-2-amino-4-phenylbutyric acid + H2O + NAD+
show the reaction diagram
2-oxo-4-phenylbutanoic acid + NH3 + NADH + H+
L-homophenylalanine + H2O + NAD+
show the reaction diagram
-
-
-
?
2-oxobutanoate + NH3 + NADH
2-aminobutanoate + NAD+ + H2O
show the reaction diagram
-
5.5% of the activity with phenylpyruvate
-
-
?
2-oxohexanoate + NH3 + NADH
2-aminohexanoate + H2O + NAD+
show the reaction diagram
2-oxoisohexanoate + NH3 + NADH
L-Leu + NAD+ + H2O
show the reaction diagram
2-oxopentanoate + NH3 + NADH
L-norvaline + NAD+ + H2O
show the reaction diagram
3-chloro-phenylpyruvate + NH3 + NADH
3-chloro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
0.8% of activity with phenylpyruvate
-
-
?
3-cyclohexyl-2-oxopropionic acid + NH3 + NADH
3-cyclohexyl-2-aminopropionic acid + H2O + NAD+
show the reaction diagram
-
6.1% of activity with phenylpyruvate
-
-
?
3-fluoro-phenylpyruvate + NH3 + NADH
3-fluoro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
23% of activity with phenylpyruvate
-
-
?
4-chloro-L-phenylalanine + H2O + NAD+
4-chloro-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
-
-
-
?
4-chloro-phenylpyruvate + NH3 + NADH
4-chloro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
62% of activity with phenylpyruvate
-
-
?
4-fluoro-L-phenylalanine + H2O + NAD+
4-fluoro-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
-
-
-
?
4-fluoro-phenylpyruvate + NH3 + NADH
4-fluoro-L-phenylalanine + H2O + NAD+
show the reaction diagram
4-hydroxyphenylpyruvate + NH3 + NADH
L-Tyr + NAD+ + H2O
show the reaction diagram
4-hydroxyphenylpyruvate + NH3 + NADH + H+
L-tyrosine + NAD+ + H2O
show the reaction diagram
4-methoxy-L-phenylalanine + H2O + NAD+
4-methoxy-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
-
-
-
?
4-methoxy-phenylpyruvate + NH3 + NADH
4-methoxy-L-phenylalanine + H2O + NAD+
show the reaction diagram
4-methyl-2-oxopentanoate + NH3 + NADH + H+
L-leucine + NAD+ + H2O
show the reaction diagram
-
-
-
-
r
4-methyl-L-phenylalanine + H2O + NAD+
4-methyl-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
-
-
-
?
4-methyl-phenylpyruvate + NH3 + NADH
4-methyl-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
15% of activity with phenylpyruvate
-
-
?
4-nitro-L-phenylalanine + H2O + NAD+
4-nitro-phenylpyruvate + NH3 + NADH
show the reaction diagram
-
-
-
-
?
4-nitro-phenylpyruvate + NH3 + NADH
4-nitro-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
reaction with the immobilized mutant enzyme N145A
-
-
?
4-phenyl-2-butanone + NH3 + NADH + H+
(R)-1-methyl-3-phenylpropylamine + H2O + NAD+
show the reaction diagram
substrate for mutant enzyme K66Q/S149G/N262C
-
-
?
4-pyridyl-phenylpyruvate + NH3 + NADH
4-pyridyl-L-phenylalanine + H2O + NAD+
show the reaction diagram
-
9% of activity with phenylpyruvate
-
-
?
4-trifluoromethyl-phenylpyruvate + NH3 + NADH
4-trifluoromethyl-L-phenylalanine + H2O + NAD+
show the reaction diagram
alloisoleucine + H2O + NAD+
3-methyl-2-oxopentanoate + NADH + NH3
show the reaction diagram
alpha-ketocaproic acid + NH3 + NADH
alpha-aminocaproic acid + H2O + NAD+
show the reaction diagram
-
12.8% of activity with phenylpyruvate
-
-
?
DL-propargylglycine + phenazine ethosulfate + 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloridehydrate + NAD+
? + NADH
show the reaction diagram
-
substrate is poorly fertilized by wild type enzyme, but using muteins with different mutations higher turnover can be achieved
-
-
?
indole-3-pyruvate + NH3 + NADH + H+
L-Trp + NAD+ + H2O
show the reaction diagram
indolepyruvate + NH3 + NADH
?
show the reaction diagram
L-2-amino-n-butyric acid + H2O + NAD+
2-oxobutanoate + NADH + NH3
show the reaction diagram
-
1.0% of the activity with L-Phe
-
-
?
L-2-aminohexanoic acid + H2O + NAD+
2-oxohexanoate + NADH + NH3
show the reaction diagram
-
19% of the activity with L-Phe
-
-
?
L-alpha-amino-beta-phenylbutyrate + H2O + NAD+
2-oxo-3-phenylbutyrate + NADH + NH3
show the reaction diagram
-
7.0% of the activity with L-Phe
-
-
?
L-ethionine + H2O + NAD+
4-ethylthio-2-oxobutanoate + NH3 + NADH
show the reaction diagram
L-isoleucine + H2O + NAD+
3-methyl-2-oxopentanoate + NH3 + NADH
show the reaction diagram
-
-
-
-
r
L-Leu + H2O + NAD+
3-methyl-2-oxopentanoic acid + NH3 + NADH
show the reaction diagram
L-leucine + H2O + NAD+
3,3-dimethyl-2-oxo-butanoate + NH3 + NADH
show the reaction diagram
L-Met + H2O + NAD+
2-oxo-4-methylthiobutanoate + NH3 + NADH
show the reaction diagram
L-methionine + H2O + NAD+
(4-methylsulfanyl)-2-oxobutanoate + NH3 + NADH
show the reaction diagram
L-norleucine + H2O + NAD+
2-oxohexanoate + NH3 + NADH
show the reaction diagram
L-norleucine + H2O + NAD+
2-oxohexanoic acid + NADH + NH3
show the reaction diagram
L-norvaline + H2O + NAD+
2-oxopentanoate + NH3 + NADH
show the reaction diagram
L-Phe + H2O + NAD+
phenylpyruvate + NH3 + NADH
show the reaction diagram
L-phenylalanine + H2O + 3-acetylpyridine-NAD+
phenylpyruvate + NH3 + acetylpyridine-NADH
show the reaction diagram
L-phenylalanine + H2O + 3-pyridinealdehyde-NAD+
phenylpyruvate + NH3 + 3-pyridinealdehyde-NADH
show the reaction diagram
L-phenylalanine + H2O + deamino-NAD+
phenylpyruvate + NH3 + deamino-NADH
show the reaction diagram
L-phenylalanine + H2O + NAD+
phenylpyruvate + NH3 + NADH
show the reaction diagram
L-phenylalanine + H2O + NAD+
phenylpyruvate + NH3 + NADH + H+
show the reaction diagram
L-phenylalanine + H2O + NADP+
phenylpyruvate + NH3 + NADPH
show the reaction diagram
L-phenylalanine + H2O + oxidized beta-nicotinamide guanine dinucleotide
phenylpyruvate + NH3 + reduced beta-nicotinamide guanine dinucleotide
show the reaction diagram
-
at 86% of the activity with NAD+
-
?
L-phenylalanine + H2O + oxidized beta-nicotinamide hypoxanthine dinucleotide
phenylpyruvate + NH3 + reduced beta-nicotinamide hypoxanthine dinucleotide
show the reaction diagram
-
at 86% of the activity with NAD+
-
?
L-phenylalanine + H2O + thio-NAD+
phenylpyruvate + NH3 + thio-NADH
show the reaction diagram
-
at 86% of the activity with NAD+
-
?
L-phenylalanine + H2O + thionicotinamide-NAD+
phenylpyruvate + NH3 + thionicotinamide-NADH
show the reaction diagram
L-phenylalanine methyl ester + H2O + NAD+
phenylpyruvic acid methyl ester + NH3 + NADH
show the reaction diagram
L-phenylalaninol + H2O + NAD+
1-hydroxyacetone + NADH + NH3
show the reaction diagram
-
9.4% of the activity with L-Phe
-
-
?
L-Trp + H2O + NAD+
indole-3-pyruvate + NH3 + NADH
show the reaction diagram
L-tryptophan + H2O + NAD+
3-(1H-indol-3-yl)-2-oxopropanoate + NH3 + NADH
show the reaction diagram
-
2% of activity with L-phenylalanine
-
-
r
L-Tyr + H2O + NAD+
4-hydroxyphenylpyruvate + NH3 + NADH
show the reaction diagram
L-tyrosine + H2O + NAD+
(4-hydroxyphenyl)pyruvate + NH3 + NADH
show the reaction diagram
L-tyrosine + H2O + NAD+
(4-hydroxyphenyl)pyruvate + NH3 + NADH + H+
show the reaction diagram
-
-
-
?
L-Val + H2O + NAD+
3-methyl-2-oxobutanoate + NH3 + NADH
show the reaction diagram
L-valine + H2O + NAD+
3-methyl-2-oxobutanoate + NH3 + NADH
show the reaction diagram
m-fluoro-DL-phenylalanine + H2O + NAD+
3-(3-fluorophenyl)-2-oxopropionate + NADH + NH3
show the reaction diagram
o-fluoro-DL-phenylalanine + H2O + NAD+
3-(2-fluorophenyl)-2-oxopropionate + NADH + NH3
show the reaction diagram
p-amino-L-phenylalanine + H2O + NAD+
?
show the reaction diagram
-
-
-
-
?
p-fluoro-DL-phenylalanine + H2O + NAD+
(4-fluorophenyl)-2-oxopropionate + NADH + NH3
show the reaction diagram
phenylacetone + NH3 + NADH + H+
(R)-amphetamine + H2O + NAD+
show the reaction diagram
substrate for mutant enzyme K66Q/S149G/N262C
-
-
?
phenylalaninamide + H2O + NAD+
2-oxo-3-phenylpropionamide + NADH + NH3
show the reaction diagram
-
9.0% of the activity with L-Phe
-
-
?
phenylalanine hydroxamate + H2O + NAD+
2-oxo-3-phenylpropionic acid hydroxamate + NADH + NH3
show the reaction diagram
-
1.0% of the activity with L-Phe
-
-
?
phenylpyruvate + NH3 + NADH
L-Phe + H2O + NAD+
show the reaction diagram
-
-
-
-
r
phenylpyruvate + NH3 + NADH
L-phenylalanine + H2O + NAD+
show the reaction diagram
-
-
-
-
?
phenylpyruvate + NH3 + NADH + H+
L-phenylalanine + H2O + NAD+
show the reaction diagram
additional information
?
-
-
specific activity of the chimeric enzyme is 6% of that of the parental phenylalanine dehydrogenase and shows a broad substrate specificity in the oxidative deamination, like phenylalanine dehydrogenase. However, it acts much more effectively than phenylalanine dehydrogenase on Ile and Val. The parent enzyme and the chimeric enzyme belong to the pro-S specific dehydrogenase
-
-
?