Ligand prephenate

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Basic Ligand Information

Molecular Structure
Picture of prephenate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H10O6
prephenate
FPWMCUPFBRFMLH-XGAOUMNUSA-N
Synonyms:
cis-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid, prephenic acid


Show all pahtways known for Show all BRENDA pathways known for prephenate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
prephenate + NAD+ = ?
show the reaction diagram
-
prephenate + L-aspartate = L-arogenate + oxaloacetate
show the reaction diagram
-
prephenate + L-glutamate = L-arogenate + 2-oxoglutarate
show the reaction diagram
-
prephenate = 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
prephenate + NAD(P)+ = p-hydroxyphenylpyruvate + NAD(P)H + CO2
show the reaction diagram
-
prephenate + N-succinyl-L-2,6-diaminoheptanedioate = L-arogenate + N-succinyl-2-amino-6-oxoheptanedioate
show the reaction diagram
-
L-leucine + prephenate = 2-oxoisohexanoate + 1-(2-amino-2-carboxyethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
show the reaction diagram
-
L-tyrosine + prephenate = ?
show the reaction diagram
-
prephenate = 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-arogenate + oxaloacetate = prephenate + L-aspartate
show the reaction diagram
-
-
L-arogenate + 2-oxoglutarate = prephenate + L-glutamate
show the reaction diagram
-
-
Chorismate = Prephenate
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation in presence of His
-

Inhibitor in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (4 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (70 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
3.4
-
-
24
-
pH 8.0, 30C

KM Value (107 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
17
-
-
0.021
-
pH 8.0, 30C
1.4
-
pH 7.5, 25C
0.08
-
pH 8.6, 37C, AAT I
0.08
-
pH 9.0, 40C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.4
-
; pH 7.5, 22C; pH 7.5, 37C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.1
-
IC50: 0.1 mM

References & Links

Links to other databases for prephenate

ChEBI
PubChem
ChEBI
PubChem