Ligand L-pipecolic acid

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 L-pipecolic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H11NO2
L-pipecolic acid
HXEACLLIILLPRG-YFKPBYRVSA-N
Synonyms:
(2S)-piperidine-2-carboxylic acid, (S)-2,3,4,5-tetrahydropiperidine-2-carboxylate, (S)-piperidine-2-carboxylate, (S)-piperidine-2-carboxylic acid, L-pipecolate, L-piperidine-2-carboxylate

Show all pahtways known for Show all BRENDA pathways known for L-pipecolic acid

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-pipecolate + 2-oxoglutarate + O2 = cis-5-hydroxypipecolate + cis-3-hydroxypipecolate + succinate + CO2
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-2-aminoadipate 6-semialdehyde = (S)-2,3,4,5-tetrahydropiperidine-2-carboxylate + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-pipecolic acid + 2-oxoglutarate + O2 = cis-3-hydroxy-L-pipecolic acid + succinate + CO2
show the reaction diagram
-
L-pipecolate + NADP+ = 1-piperideine-2-carboxylate + NADPH + H+
show the reaction diagram
-
L-pipecolate + acceptor = 2,3,4,5-tetrahydropyridine-2-carboxylate + reduced acceptor
show the reaction diagram
-
L-pipecolic acid + acceptor + H2O = ? + reduced acceptor
show the reaction diagram
-
L-pipecolate = D-pipecolate
show the reaction diagram
-
L-pipecolate = D-pipecolate
show the reaction diagram
-
ATP + L-pipecolic acid + L-threonine = ADP + phosphate + L-pipecoloyl-L-threonine
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-2-aminoadipate 6-semialdehyde = (S)-2,3,4,5-tetrahydropiperidine-2-carboxylate + H2O
show the reaction diagram
-
-
(S)-piperidine-2-carboxamide + H2O = (S)-piperidine-2-carboxylic acid + NH3
show the reaction diagram
-
-
N-acetylpipecolic acid + H2O = acetate + L-piperidine-2-carboxylate
show the reaction diagram
-
-
L-lysine = L-pipecolate + NH3
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
higher concentration
-
competitive inhibition versus saccharopine and uncompetitive inhibition versus NADP+
-

3D Structure of Enzyme-Ligand-Complex (PDB) (106 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (7 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2.25
-
purified recombinant His-tagged enzyme, with NADPH, pH 7.0, 30°C
0.2
-
pH 6.0, 50°C, wild-type enzyme
0.4
-
wild type enzyme in 100 mM potassium phosphate buffer, pH 7.5, at 80°C

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
34.8
-
purified recombinant His-tagged enzyme, with NADPH, pH 7.0, 30°C
0.608
-
pH 6.0, 50°C, wild-type enzyme
17
-
-
212.3
-
wild type enzyme, in 100 mM potassium phosphate buffer, pH 7.5, at 80°C

References & Links

Links to other databases for L-pipecolic acid

ChEBI
PubChem
-
PubChem