1.5.1.21: 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase (NADPH)
This is an abbreviated version!
For detailed information about 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase (NADPH), go to the full flat file.
Reaction
Synonyms
1,2-didehydropipecolate reductase, 1,2-didehydropipecolic reductase, CRYM, DELTA1-piperideine-2-carboxylate reductase, DELTA1-piperideine-2-carboxylate/DELTA1-pyrroline-2-carboxylate reductase, DELTA1-pyrroline-2-carboxylate reductase, DpkA, EC 1.5.1.14, ketimine reductase, L-pipecolate:NADP+ 2-oxidoreductase, lhpD, mu-crystallin, NAD(P)H-dependent DELTA1-pyrroline-2-carboxylate reductase, P2C reductase, P2C/Pyr2C reductase, PaLhpD, Pip2CR, Pyr2C reductase, Pyr2C/Pip2C reductase, reductase, DELTA 1-piperideine-2-carboxylate
ECTree
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Substrates Products
Substrates Products on EC 1.5.1.21 - 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase (NADPH)
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REACTION DIAGRAM
1-pyrroline-(4R)-hydroxy-2-carboxylate + NADPH + H+
(4R)-hydroxy-L-proline + NADP+
-
-
-
r
alpha-ketobutanoate + methylamine + NADPH
N-methyl-2-aminobutanoate + NADP+ + H2O
10% of the rate with pyruvate
-
-
?
alpha-ketohexanoate + methylamine + NADPH
N-methyl-2-aminohexanoate + NADP+ + H2O
23% of the rate with pyruvate
-
-
?
cis-3-hydroxy-L-proline + NADPH + H+
? + NADP+
low activity
-
-
r
DELTA1-pyrroline-5-carboxylate + NADPH + H+
?
-
very little activity
-
-
r
fluoropyruvate + methylamine + NADPH
N-methylfluoroalanine + NADP+ + H2O
14% of the rate with pyruvate
-
-
?
L-pipecolate + NADP+
1-piperideine-2-carboxylate + NADPH + H+
the reaction equilibrium favors the direction toward NADPH-dependent reduction
-
-
r
L-proline + NADP+
1-pyrroline-2-carboxylate + NADPH + H+
the reaction equilibrium favors the direction toward NADPH-dependent reduction
-
-
r
phenylpyruvate + methylamine + NADPH
N-methylphenylalanine + NADP+ + H2O
6.3% of the rate with pyruvate
-
-
?
trans-3-hydroxy-L-proline + NADPH + H+
? + NADP+
moderate activity
-
-
r
1-piperideine-2-carboxylate + NADPH + H+
L-pipecolate + NADP+
-
-
-
r
1-piperideine-2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the reaction equilibrium favors the direction toward NADPH-dependent reduction
-
-
r
1-pyrroline-2-carboxylate + NADPH + H+
L-proline + NADP+
-
-
-
r
1-pyrroline-2-carboxylate + NADPH + H+
L-proline + NADP+
the reaction equilibrium favors the direction toward NADPH-dependent reduction
-
-
r
cis-4-hydroxy-L-proline + NADPH + H+
? + NADP+
low activity
-
-
r
L-pipecolate + NADP+
-
-
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
-
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
-
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
-
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
?
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
-
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
r
DELTA1-piperideine 2-carboxylate + NADPH + H+
L-pipecolate + NADP+
the equilibrium position lies far toward formation of the six-membered ring structure L-pipecolate at neutral pH
-
-
?
DELTA1-piperideine-2-carboxylate + NADH
L-pipecolate + NAD+
-
-
-
-
?
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
-
-
-
-
?
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
-
-
-
ir
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
-
D-lysine metabolism
-
-
?
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
NADH is a poor electron donor, lower activity in the reverse reaction direction
-
-
r
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
NADH is a poor electron donor, lower activity in the reverse reaction direction
-
-
r
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
-
-
-
?
DELTA1-piperideine-2-carboxylate + NADPH
L-pipecolate + NADP+
-
-
-
-
?
L-proline + NADP+
NADH is a poor electron donor, lower activity in the reverse reaction direction
-
-
r
DELTA1-pyrroline-2-carboxylate + NADPH
L-proline + NADP+
NADH is a poor electron donor, lower activity in the reverse reaction direction
-
-
r
?
-
the same enzyme catalyzes the reduction of both DELTA1-piperideine-2-carboxylate and DELTA1-pyrrolidine-2-carboxylate, but is unable to catalyze the reduction of DELTA1-pyrroline-5-carboxylate and DELTA1-piperideine-6-carboxylate, which may be regarded as double bond positional isomers of DELTA1-piperideine-2-carboxylate and DELTA1-pyrrolidine-2-carboxylate, respectively
-
-
?
additional information
?
-
PaLhpD shows 32.8%, 14.4% and 12.2% activity for trans-3-hydroxy-L-proline, cis-4-hydroxy-L-proline, and cis-3-hydroxy-L-proline as a percent of L-proline in the oxidation reaction, respectively. Both L-proline and L-pipecolate undergo NADP+-dependent oxidization, but their kcat/Km values are 500 and 350fold lower than those with 1-pyrroline-2-carboxylate and 1-piperideine-2-carboxylate, respectively. No activity with trans-4-hydroxy-D-proline, D-proline, cis-4-hydroxy-D-proline, and cis-3-hydroxy-D-proline, poor activity with trans-4-hydroxy-L-proline
-
-
?
additional information
?
-
-
poor substrates: DELTA1-pyrroline-5-carboxylate, pyroglutamate
-
-
?
additional information
?
-
enzyme is involved in the catabolism of D-lysine and D-proline, pathway overview
-
-
?
additional information
?
-
-
enzyme is involved in the catabolism of D-lysine and D-proline, pathway overview
-
-
?
additional information
?
-
substrate specificity, enzyme shows no malate or lactate dehydrogenase activity
-
-
?
additional information
?
-
-
substrate specificity, enzyme shows no malate or lactate dehydrogenase activity
-
-
?
additional information
?
-
enzyme is involved in the catabolism of D-lysine and D-proline, pathway overview
-
-
?
additional information
?
-
substrate specificity, enzyme shows no malate or lactate dehydrogenase activity
-
-
?
additional information
?
-
no substrate: alpha-ketovalerate, ammonia
-
-
?