Ligand (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate

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Basic Ligand Information

Molecular Structure
Picture of (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H12O8P2
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate
MDSIZRKJVDMQOQ-GORDUTHDSA-N
Synonyms:
(2E)-4-hydroxy-3-methylbut-2-en-1-yl trihydrogen diphosphate, (E)-4-hydroxy-3-methyl-but-2-enyl diphosphate, (E)-4-hydroxy-3-methylbut-2-enyl diphosphate, 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate, 1-Hydroxy-2-methyl-2-butenyl 4-diphosphate, 4-hydroxy-3-methyl-2-(E)-butenyl diphosphate, E-1-hydroxy-2-methyl-but-2-enyl-4-diphosphate


Show all pahtways known for Show all BRENDA pathways known for (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin
-
show the reaction diagram
4-hydroxy-3-methyl-2-(E)-butenyl diphosphate + ADP = diphosphate + trans-zeatin riboside 5'-diphosphate
-
show the reaction diagram
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + AMP = diphosphate + N6-(4-hydroxy-3-methyl-2-(E)-butyl)adenosine 5'-phosphate
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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
2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin = (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin
-
show the reaction diagram
isopentenyl diphosphate + NAD(P)+ + H2O = (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
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Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + H2O + oxidized flavodoxin = 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + reduced flavodoxin
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
isopentenyl diphosphate + NAD(P)+ + H2O = (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
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3D Structure of Enzyme-Ligand-Complex (PDB) (51 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
pH 8, temperature not specified in the publication
recombinant enzyme, pH 7.5, 60°C
3.7
-
mutant D173G
0.001
-
mutant E210N
0.01
-
mutant E213Q
0.023
-
mutant H214L
0.00058
-
mutant Y211T
0.00023
-
wild-type
0.025
-

KM Value (11 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
pH 8, temperature not specified in the publication
pH 8.0, 37°C
0.03
-
recombinant enzyme, pH 7.5, 60°C
0.59
-
-
0.0136
-
mutant D173G
0.0226
-
mutant E210N
0.0261
-
mutant E213Q
0.0335
-
mutant H214L
0.0805
-
mutant Y211T
0.00023
-
wild-type
0.0082
-

References & Links

Links to other databases for (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate

ChEBI
PubChem
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PubChem