Ligand 1-pyrroline-5-carboxylate

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Basic Ligand Information

Molecular Structure
Picture of 1-pyrroline-5-carboxylate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H7NO2
1-pyrroline-5-carboxylate
DWAKNKKXGALPNW-UHFFFAOYSA-N
Synonyms:
3,4-dihydro-2H-pyrrole-2-carboxylate, DELTA'-Pyrroline-5-carboxylate, DELTA1-Pyrroline-5-carboxylate, DL-delta-1-pyrroline-5-carboxylate, DL-DELTA1-pyrroline 5-carboxylate, DL-pyrroline-5-carboxylate, DL-pyrroline-5-carboxylic acid, pyrroline-5-carboxylate, pyrroline-5-carboxylic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
1-pyrroline-5-carboxylate + NAD+ + H2O = L-glutamate + NADH
-
show the reaction diagram
acetyl-CoA + DELTA1-pyrroline-5-carboxylate + H2O = CoA + N-acetyl-glutamate-gamma-semialdehyde
-

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
L-ornithine + 2-oxoglutarate = DELTA1-pyrroline-5-carboxylate + L-glutamate
-

Substrate in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
pyrroline-5-carboxylate + NADPH + H+ = ? + NADP+
-
show the reaction diagram
1-pyrroline-5-carboxylate + NADH + H+ = L-proline + NAD+
-
show the reaction diagram
DELTA1-pyrroline-5-carboxylate + NADPH + H+ = ?
-
show the reaction diagram
acetyl-CoA + DELTA1-pyrroline-5-carboxylate + H2O = CoA + N-acetyl-glutamate-gamma-semialdehyde
-

Product in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (4 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition
-
competitive with respect to L-glutamine
-
0.125 mM, complete inhibition of ammonium chloride-dependent CTP synthesis
-
weak
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
-
25
-
pH 7.4, 50°C
1.6
-
pH 7.5, 20°C
1.5
-
pH 7.5, 21°C
5.16
-
-
1270
-
cofactor NADH
387.3
-
cofactor NADPH
cosubstrate NADPH, wild-type, pH 7.5, 37°C
31
-
mutant T238A, wild-type, pH 7.5, 37°C
14
-
at pH 7.5 and 30°C
121
-

KM Value (66 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.109
-
isoform A, with NAD+
0.33
-
isoform A, with NADP+
0.3
-
isoform B, with NAD+
0.3
-
isoform B, with NADP+
0.2
-
isoform I
0.42
-
cosubstrate NADP+, pH 7.5, 35°C
0.265
-
isoform II
1.22
-
cosubstrate NAD+, pH 7.5, 35°C
0.358
-
pH 7.4, 50°C
0.037
-
pH 7.5, 20°C
0.104
-
pH 7.5, 21°C
2
-
with NAD+
with NADP+
-
0.09
-
mutant R251C, cosubstrate NADPH, pH 7.5, 37°C
1.5
-
with NADPH
mutant R119C, cosubstrate NADH, pH 7.5, 37°C
0.32
-
mutant R119C, cosubstrate NADPH, pH 7.5, 37°C
0.33
-
mutant R251C, cosubstrate NADH, pH 7.5, 37°C
1.32
-
with NADPH
0.15
-
with NADH
0.14
-
mutant T238A, wild-type, pH 7.5, 37°C
2.887
-
pH 7, 28°C
0.0277
-
with NADPH
0.12
-
wild-type, cosubstrate NADH, pH 7.5, 37°C
1.51
-
wild-type, cosubstrate NADPH, pH 7.5, 37°C
0.99
-
with NADH
apparent value, with NADPH as cosubstrate, at pH 7.5 and 37°C
0.184
-
apparent value, with NADH as cosubstrate, at pH 7.5 and 37°C
0.349
-
cosubstrate NADPH, wild-type, pH 7.5, 37°C
0.667
-
cofactor NADH
0.04
-
cofactor NADH, pH 7.8, 35°C
0.915
-
cofactor NADPH
0.047
-
cofactor NADPH, pH 7.8, 35°C
0.096
-
cosubstrate NADH
cosubstrate NADH, pH 7.5, 30°C
0.273
-
cosubstrate NADH, pH 7.5, 35°C
0.24
-
cosubstrate NADPH
cosubstrate NADPH, pH 7.5, 30°C
1.053
-
cosubstrate NADPH, pH 7.5, 35°C
0.02
-
-
0.4
-
at pH 7.5 and 30°C
7.01
-
-
1.4
-

Ki Value (1 result)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
-
0.023
-

References & Links

Links to other databases for 1-pyrroline-5-carboxylate

ChEBI
PubChem
ChEBI
PubChem