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EC Tree
IUBMB Comments The enzyme requires Mn2+, Co2+ or Mg2+ for activity, with the first being most effective. The enzyme from several eubacteria, including Escherichia coli, forms part of an alternative nonmevalonate pathway for terpenoid biosynthesis (for diagram, {terp/nonMVA}). The mechanism has been shown to be a retroaldol/aldol reaction .
The taxonomic range for the selected organisms is: Arabidopsis thaliana The enzyme appears in selected viruses and cellular organisms
Synonyms
1-deoxy-d-xylulose 5-phosphate reductoisomerase, 1-deoxy-d-xylulose-5-phosphate reductoisomerase, 1-deoxy-d-xylulose-5-phosphate, pfdxr, dxp reductoisomerase, mep synthase, cadxr, doxp reductoisomerase, deoxyxylulose 5-phosphate reductoisomerase, sadxr,
more
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1-deoxy-D-xylulose 5-phosphate reductoisomerase
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1-deoxy-D-xylulose 5-phosphate isomeroreductase
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2-C-methyl-D-erythritol 4-phosphate synthase
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2C-methyl-D-erythritol-4-phosphate synthase
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deoxyxylulose 5-phosphate reductoisomerase
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DXP reductoisomerase
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2-C-methyl-D-erythritol-4-phosphate:NADP+ oxidoreductase (isomerizing)
The enzyme requires Mn2+, Co2+ or Mg2+ for activity, with the first being most effective. The enzyme from several eubacteria, including Escherichia coli, forms part of an alternative nonmevalonate pathway for terpenoid biosynthesis (for diagram, {terp/nonMVA}). The mechanism has been shown to be a retroaldol/aldol reaction [2].
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1-deoxy-D-xylulose 5-phosphate + NAD(P)H + H+
2-C-methyl-D-erythritol 4-phosphate + NAD(P)+
the forward reaction is preferred
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1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
2C-methyl-D-erythritol 4-phosphate + 2C-methyl-D-erythritol 4-phosphate + NADP+
? + NADPH
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in reaction mixtures containing 0.150.25 mM IspC from Escherichia coli, Mycobacterium tuberculosis or Arabidopsis thaliana, the reversible reaction can be followed over thousands of reaction cycles. No fragment exchange, and the frequency of exchange, if any, is less than 5 p.p.m. per catalytic cycle
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2C-methyl-D-erythritol 4-phosphate + hydroxyacetone + NADP+
? + NADPH
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reaction mixtures containing 0.23-0.25 mM IspC from Escherichia coli, Mycobacterium tuberculosis or Arabidopsis thaliana
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glycolaldehyde phosphate + hydroxyacetone + NADPH
? + NADP+
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reaction mixtures containing 0.21-0.34 mM IspC from Escherichia coli, Mycobacterium tuberculosis or Arabidopsis thaliana
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?
additional information
?
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1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
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?
1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
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1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
second committed step in isopentenyl diphosphate biosynthesis via the plastidial nonmevalonate pathway of isoprenoid biosynthesis, overview
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1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
second step of the deoxyxylulose 5-phosphate/methylerythritol 4-phosphate pathway with end product isopentenylphosphate
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r
additional information
?
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participation in the control of the 2-C-methyl-D-erythritol 4-phosphate pathway
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?
additional information
?
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IspC does not catalyze the isomerisation of 1-deoxy-D-xylulose 5-phosphate to give 1-deoxy-L-ribulose 5-phosphate. Active site of IspC is located close to the surface, a flexible loop at the active site (amino acids 206216) is able to fold into at least three different conformations
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1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
additional information
?
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participation in the control of the 2-C-methyl-D-erythritol 4-phosphate pathway
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?
1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
second committed step in isopentenyl diphosphate biosynthesis via the plastidial nonmevalonate pathway of isoprenoid biosynthesis, overview
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?
1-deoxy-D-xylulose 5-phosphate + NADPH + H+
2-C-methyl-D-erythritol 4-phosphate + NADP+
second step of the deoxyxylulose 5-phosphate/methylerythritol 4-phosphate pathway with end product isopentenylphosphate
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r
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NADH
14% of the activity with NADPH
NADPH
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Mg2+
a divalent cation is absolutely required, optimal at 10 mM, the enzyme prefers Mn2+ or Mg2+
Mn2+
a divalent cation is absolutely required, the enzyme prefers Mn2+ or Mg2+
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additional information
the enzyme is inducible by light
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0.132
1-deoxy-D-xylulose 5-phosphate
pH 8.0, 37°C, recombinant pseudomature enzyme
0.972
2-C-methyl-D-erythritol 4-phosphate
pH 8.0, 37°C, recombinant pseudomature enzyme
0.47 - 1
NADP+
pH 8.0, 37°C, recombinant pseudomature enzyme
0.03
NADPH
pH 8.0, 37°C, recombinant pseudomature enzyme
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4.4
1-deoxy-D-xylulose 5-phosphate
pH 8.0, 37°C, recombinant pseudomature enzyme
1.6
2-C-methyl-D-erythritol 4-phosphate
pH 8.0, 37°C, recombinant pseudomature enzyme
1.6
NADP+
pH 8.0, 37°C, recombinant pseudomature enzyme
4.4
NADPH
pH 8.0, 37°C, recombinant pseudomature enzyme
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0.000085
fosmidomycin
pH 8.0, 37°C, recombinant pseudomature enzyme
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2.1
purified recombinant pseudomature enzyme, reverse reaction
5.6
purified recombinant pseudomature enzyme, forward reaction
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35 - 42
90% of maximal activity within this range
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Swissprot
brenda
DXR; gene ispC
Swissprot
brenda
gene ispC
Swissprot
brenda
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brenda
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brenda
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physiological function
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a dxr gene T-DNA insertion mutant shows albino and dwarf phenotype. The mutant does not bolt, has a significantly reduced number of trichomes and most of the stomata cannot close normally in the leaves. Two transgenic co-suppression lines produce more yellow inflorescences and albino sepals with no trichomes. The transcription levels of genes involved in trichome initiation are strongly affected in the mutants. Exogenous application of gibberellic acid GA3 can partially rescue the dwarf phenotype and the trichome initiation of the insertion mutant, and exogenous application of abscisic acid can rescue the stomata closure defect
physiological function
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in transgenic spike lavender plants (Lavandula latifolia) constitutively expressing the Arabidopsis thaliana DXR gene, a clear correlation between transcript accumulation and monoterpene production cannot be established. The DXR enzyme does not play a crucial role in the synthesis of plastidial monoterpene precursors
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DXR_ARATH
477
0
51964
Swiss-Prot
Chloroplast (Reliability: 3 )
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additional information
N-terminal transit peptide for plastid localization
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additional information
2-C-methyl-D-erythritol 4-phosphate pathway gene-disrupted Escherichia coli mutants. DXR is functionally active in Escherichia coli mutant DYM1
additional information
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2-C-methyl-D-erythritol 4-phosphate pathway gene-disrupted Escherichia coli mutants. DXR is functionally active in Escherichia coli mutant DYM1
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7.5
maximally stable at
673562
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20
purifed recombinant enzyme, 24 h, 78% remaining activity
37
purifed recombinant enzyme, 24 h, 30% remaining activity
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-20°C, purifed recombinant enzyme, 0.1 M Tris-HCl, pH 7.5, with 50 mM KCl, 10% v/v glycerol, and 10 mM DTT, 6 months, 56% remaining activity
-80°C, purifed recombinant enzyme, 0.1 M Tris-HCl, pH 7.5, with 50 mM KCl, 10% v/v glycerol, and 10 mM DTT, 6 months, no loss of activity
4°C, purifed recombinant enzyme, 0.1 M Tris-HCl, pH 7.5, with 50 mM KCl, 10% v/v glycerol, and 10 mM DTT, 6 months, 4% remaining activity
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recombinant His-tagged enzyme in the pseudomature form without plastid-targeting sequence 62fold from Escherichia coli
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gene ispC, DNA and amino acid sequence determination and analysis, functional expression of the His-tagged enzyme in the pseudomature form without plastid-targeting sequence in recombinant Escherichia coli
gene ispC, expression analysis, light-dependent expression pattern, overview
into vector pMW118, expressed in Escherichia coli DYM1 transformant
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Carretero-Paulet, L.; Ahumada, I.; Cunillera, N.; Rodriguez-Concepcion, M.; Ferrer, A.; Boronat, A.; Campos, N.
Expression and molecular analysis of the Arabidopsis DXR gene encoding 1-deoxy-D-xylulose 5-phosphate reductoisomerase, the first committed enzyme of the 2-C-methyl-D-erythritol 4-phosphate pathway
Plant Physiol.
129
1581-1591
2002
Arabidopsis thaliana (Q9XFS9)
brenda
Rohdich, F.; Lauw, S.; Kaiser, J.; Feicht, R.; Koehler, P.; Bacher, A.; Eisenreich, W.
Isoprenoid biosynthesis in plants - 2C-methyl-D-erythritol-4-phosphate synthase (IspC protein) of Arabidopsis thaliana
FEBS J.
273
4446-4458
2006
Arabidopsis thaliana (Q9XFS9), Arabidopsis thaliana
brenda
Hsieh, M.H.; Goodman, H.M.
The Arabidopsis IspH homolog is involved in the plastid nonmevalonate pathway of isoprenoid biosynthesis
Plant Physiol.
138
641-653
2005
Arabidopsis thaliana (Q9XFS9)
brenda
Sando, T.; Takeno, S.; Watanabe, N.; Okumoto, H.; Kuzuyama, T.; Yamashita, A.; Hattori, M.; Ogasawara, N.; Fukusaki, E.; Kobayashi, A.
Cloning and characterization of the 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway genes of a natural-rubber producing plant, Hevea brasiliensis
Biosci. Biotechnol. Biochem.
72
2903-2917
2008
Arabidopsis thaliana (Q9XFS9), Arabidopsis thaliana, Escherichia coli (P45568), Escherichia coli, Hevea brasiliensis (A9ZN08), Hevea brasiliensis
brenda
Lauw, S.; Illarionova, V.; Bacher, A.; Rohdich, F.; Eisenreich, W.
Biosynthesis of isoprenoids: studies on the mechanism of 2C-methyl-D-erythritol-4-phosphate synthase
FEBS J.
275
4060-4073
2008
Arabidopsis thaliana, Bacillus subtilis, Mycobacterium tuberculosis, Escherichia coli (P45568), Escherichia coli
brenda
Xing, S.; Miao, J.; Li, S.; Qin, G.; Tang, S.; Li, H.; Gu, H.; Qu, L.J.
Disruption of the 1-deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) gene results in albino, dwarf and defects in trichome initiation and stomata closure in Arabidopsis
Cell Res.
20
688-700
2010
Arabidopsis thaliana
brenda
Mendoza-Poudereux, I.; Munoz-Bertomeu, J.; Arrillaga, I.; Segura, J.
Deoxyxylulose 5-phosphate reductoisomerase is not a rate-determining enzyme for essential oil production in spike lavender
J. Plant Physiol.
171
1564-1570
2014
Arabidopsis thaliana
brenda