1.17.7.4: 4-hydroxy-3-methylbut-2-en-1-yl diphosphate reductase
This is an abbreviated version!
For detailed information about 4-hydroxy-3-methylbut-2-en-1-yl diphosphate reductase, go to the full flat file.
Word Map on EC 1.17.7.4
-
1.17.7.4
-
isoprenoids
-
dimethylallyl
-
4-phosphate
-
methylerythritol
-
1-hydroxy-2-methyl-2-e-butenyl
-
2-c-methyl-d-erythritol
-
dmapp
-
1-deoxy-d-xylulose
-
reductoisomerase
-
1-deoxy-d-xylulose-5-phosphate
-
e-4-hydroxy-3-methylbut-2-enyl
-
isoprene
-
bertoni
-
rebaudiana
-
steviol
-
methyl-jasmonate
-
synthesis
- 1.17.7.4
-
isoprenoids
-
dimethylallyl
- 4-phosphate
- methylerythritol
-
1-hydroxy-2-methyl-2-e-butenyl
-
2-c-methyl-d-erythritol
-
dmapp
- 1-deoxy-d-xylulose
- reductoisomerase
- 1-deoxy-d-xylulose-5-phosphate
-
e-4-hydroxy-3-methylbut-2-enyl
- isoprene
- bertoni
- rebaudiana
- steviol
-
methyl-jasmonate
- synthesis
Reaction
Synonyms
(E)-4-hydroxy-3-methylbut-2-enyl diphosphate reductase, 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase, 1-hydroxy-2-methyl-2-(E)-butenyl-4-diphosphate reductase, 4-hydroxy-3-methylbut-2-enyl diphosphate reductase, 4-hydroxy-3-methylbut-2-enyl diphosphate reductase 1, 4-hydroxy-3-methylbut-2-enyl pyrophosphate reductase, BgHDR1, BgHDR2, chloroplast biogenesis6, Clb6, DsHDR, E-4-hydroxy-3-methyl-but-2-enyl diphosphate reductase, EC 1.17.1.2, HDR, HDR1, HMBPP reductase, HsHDR1, HsHDR2, isoprenoid synthesis H, ispH, lysis-tolerant B, LytB, reductase, (E)-4-hydroxy-3-methylbut-2-enyl diphosphate, SrHDR
ECTree
1.17.7.4 4-hydroxy-3-methylbut-2-en-1-yl diphosphate reductaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 1.17.7.4 - 4-hydroxy-3-methylbut-2-en-1-yl diphosphate reductase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NADPH
dimethylallyl diphosphate + isopentenyl diphosphate + NADP+ + H2O
-
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
2 (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+
dimethylallyl diphosphate + isopentenyl diphosphate + 4 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
producing a 5:1 mixture of isopentenyl diphosphate and dimethyallyl diphosphate
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
dimethylallyl diphosphate is convertable into isopentenyl diphosphate and vice versa
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
dimethylallyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
dimethylallyl diphosphate is convertable into isopentenyl diphosphate and vice versa
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
producing a 5:1 mixture of isopentenyl diphosphate and dimethyallyl diphosphate
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
Co2+ and Mn2+ lower the content of isopentenyl diphosphate in the mixture of both products, isopentenyl diphosphate and dimethylallyl diphosphate
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+
isopentenyl diphosphate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
-
formation of a mixture of isopentenyl diphosphate and dimethylallyl diphosphate in a ratio 1:5
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
-
HMBPP reductase catalyzes the 2H+/2e- reduction of (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate to form an approximately 5:1 mixture of isopentenyl diphosphate and dimethylallyl diphosphate, insights into IspH catalysis and inhibition, involving organometallic species. Residue E126 is essential for catalytic activity. Residue H124 is not a major contributor to substrate binding, but is essential for catalysis, it is involved in delivering H+ to E126 and the bound (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate. Residue H42 forms hydrogen bonds to the bound diphosphate ligand. Ligand binding structure spectral analysis and modelling, overview
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
-
HMBPP reductase catalyzes the 2H+/2e- reduction of (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate to form an approximately 5:1 mixture of isopentenyl diphosphate and dimethylallyl diphosphate, insights into IspH catalysis and inhibition, involving organometallic species, overview
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
-
in the nonmevalonate pathway, the terminal intermediate, 1-hydroxy-2-methyl-2-butenyl 4-diphosphate, i.e. HMBPP, is reductively converted into a mixture of isopentenyl diphosphate and dimethylallyl diphosphate
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
dimethylallyl diphosphate + NAD(P)+ + H2O
-
formation of a mixture of isopentenyl diphosphate and dimethylallyl diphosphate
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
-
formation of a mixture of isopentenyl diphosphate and dimethylallyl diphosphate in a ratio 1:5
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
-
HMBPP reductase catalyzes the 2H+/2e- reduction of (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate to form an approximately 5:1 mixture of isopentenyl diphosphate and dimethylallyl diphosphate, insights into IspH catalysis and inhibition, involving organometallic species. Residue E126 is essential for catalytic activity. Residue H124 is not a major contributor to substrate binding, but is essential for catalysis, it is involved in delivering H+ to E126 and the bound (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate. Residue H42 forms hydrogen bonds to the bound diphosphate ligand. Ligand binding structure spectral analysis and modelling, overview
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
-
HMBPP reductase catalyzes the 2H+/2e- reduction of (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate to form an approximately 5:1 mixture of isopentenyl diphosphate and dimethylallyl diphosphate, insights into IspH catalysis and inhibition, involving organometallic species, overview
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
-
in the nonmevalonate pathway, the terminal intermediate, 1-hydroxy-2-methyl-2-butenyl 4-diphosphate, i.e. HMBPP, is reductively converted into a mixture of isopentenyl diphosphate and dimethylallyl diphosphate
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H + H+
isopentenyl diphosphate + NAD(P)+ + H2O
-
formation of a mixture of isopentenyl diphosphate and dimethylallyl diphosphate
-
-
r
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
dimethylallyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + reduced ferredoxin [iron-sulfur] cluster + H+
isopentenyl diphosphate + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
2 (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+
dimethylallyl diphosphate + isopentenyl diphosphate + 4 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
-
ratio of dimethylallyl diphosphate to isopentenyl diphosphate produced is 1 to 6.3
-
?
2 (E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+
dimethylallyl diphosphate + isopentenyl diphosphate + 4 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
-
mixture of products
-
?
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
part of isoprenoid biosynthesis
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
2-C-methyl-D-erithritol-4-phosphate pathway
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
-
part of isoprenoid biosynthesis
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
-
biosynthesis of terpenes
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
biosynthesis of terpenes
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
-
2-C-methyl-D-erithritol-4-phosphate pathway
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
-
2-C-methyl-D-erithritol-4-phosphate pathway
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
investigation of biosynthetic coupling and pattern by expression of involved genes from synthetic operon
-
r
isopentenyl diphosphate + NAD(P)+ + H2O
(E)-4-hydroxy-3-methylbut-2-en-1-yl diphosphate + NAD(P)H
-
2-C-methyl-D-erithritol-4-phosphate pathway
-
r
additional information
?
-
-
the IspH-catalyzed reaction involves formation of organometallic species, containing Fe-C bonds
-
-
?
additional information
?
-
-
active site structure analysis of the IspH protein in complex with the substrate and the reaction products, or with diphosphate, overview. IspH is more stable in its closed conformation with a substrate molecule bound to the cluster, compared to its open conformation in solution
-
-
?
additional information
?
-
-
production of isopentenyl diphosphate and dimethylallyl diphosphate is key step in controlling the production of plastidial isoprenoid precursors and carotenoid biosynthesis in plant cells
-
-
?
