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Information on EC 2.5.1.28 - dimethylallylcistransferase for references in articles please use BRENDA:EC2.5.1.28
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EC Tree
IUBMB Comments This enzyme will not use larger prenyl diphosphates as efficient donors.
The enzyme appears in viruses and cellular organisms
Synonyms
ndps1, neryl diphosphate synthase 1, short-chain cpt, neryl diphosphate synthase,
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neryl diphosphate synthase
neryl diphosphate synthase 1
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neryl-diphosphate synthase
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short-chain cis-prenyldiphosphate synthase
NDPS1
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neryl diphosphate synthase
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neryl diphosphate synthase
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short-chain cis-prenyldiphosphate synthase
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short-chain cis-prenyldiphosphate synthase
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short-chain CPT
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dimethylallyl diphosphate + isopentenyl diphosphate = diphosphate + neryl diphosphate
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alkenyl group transfer
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dimethylallyl-diphosphate:isopentenyl-diphosphate dimethylallylcistransferase
This enzyme will not use larger prenyl diphosphates as efficient donors.
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
neryl diphosphate + isopentenyl diphosphate
diphosphate + (2Z,6Z)-farnesyl diphosphate
mutant NDPS1-M10
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additional information
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the relative positioning of aromatic amino acid residues at positions 100 and 107 determines the ability of these enzymes to synthesize neryl diphosphate or (2Z,6Z)-farnesyl diphosphate
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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the product neryl diphosphate may be the precursor of cyclic monoterpenes
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
dimethylallyl diphosphate is the preferred substrate
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?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
dimethylallyl diphosphate is the preferred substrate
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-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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?
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
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the product neryl diphosphate may be the precursor of cyclic monoterpenes
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
W0J9X7
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
C1K5M2
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dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + neryl diphosphate
C1K5M2
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0.047 - 0.177
dimethylallyl diphosphate
0.111 - 0.157
isopentenyl diphosphate
0.014 - 0.097
neryl diphosphate
0.047
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.054
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.112
dimethylallyl diphosphate
pH 7.6, 30°C, wild-type enzyme
0.177
dimethylallyl diphosphate
pH 8.0, 30°C
0.111
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.14
isopentenyl diphosphate
pH 7.6, 30°C, wild-type enzyme
0.152
isopentenyl diphosphate
pH 8.0, 30°C
0.157
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.014
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.097
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
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0.0064 - 0.2
dimethylallyl diphosphate
0.011 - 0.16
isopentenyl diphosphate
0.18 - 3.7
neryl diphosphate
0.0064
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.026
dimethylallyl diphosphate
pH 7.6, 30°C, wild-type enzyme
0.088
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.2
dimethylallyl diphosphate
pH 8.0, 30°C
0.011
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.047
isopentenyl diphosphate
pH 7.6, 30°C, wild-type enzyme
0.16
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.18
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
3.7
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
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0.15 - 1.6
dimethylallyl diphosphate
0.33 - 1.8
isopentenyl diphosphate
0.28 - 1.8
neryl diphosphate
0.15
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
0.23
dimethylallyl diphosphate
pH 7.6, 30°C, wild-type enzyme
1.04
dimethylallyl diphosphate
pH 8.0, 30°C
1.6
dimethylallyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.33
isopentenyl diphosphate
pH 7.6, 30°C, wild-type enzyme
0.74
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
1.39
isopentenyl diphosphate
pH 8.0, 30°C
1.8
isopentenyl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
0.28
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M10
1.8
neryl diphosphate
pH 7.6, 30°C, mutant NDPS1-M4
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monoterpene-producing accession LA2409, gene NDPS1 of the CPT1 locus
UniProt
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gene SlCPT1
UniProt
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UniProt
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gene SlCPT1
UniProt
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type VI glandular trichome
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glandular trichome
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type VI trichomes of leaves and stems, high expression level of SlCPT1
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type VI trichomes of leaves and stems, high expression level of SlCPT1
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additional information
no expression of SlCPT1 in leaves, flowers, roots, and fruits
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additional information
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no expression of SlCPT1 in leaves, flowers, roots, and fruits
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immunohistochemic analysis
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immunohistochemic analysis
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additional information
homology modeling and three-dimensional structure
evolution
gene SlCPT1 encoding the NDPS1 belongs to the CPT gene family. All the short-chain CPT genes from tomato, i.e. SlCPT1, SlCPT2 and SlCPT6, are closely linked to terpene synthase gene clusters. NDPS1 belongs to the short-chain cis-prenyldiphosphate synthases
evolution
biochemical evolution of terpene biosynthesis in the glandular trichomes of Solanum species, comparative sequence analysis and evolutionary relationship of NDPS1 and (2Z,6Z)-farnesyl diphosphate synthase (EC 2.5.1.92, zFPS), cDNAs from the CPT1 locus, phylogenetic analysis, overview
evolution
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gene SlCPT1 encoding the NDPS1 belongs to the CPT gene family. All the short-chain CPT genes from tomato, i.e. SlCPT1, SlCPT2 and SlCPT6, are closely linked to terpene synthase gene clusters. NDPS1 belongs to the short-chain cis-prenyldiphosphate synthases
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malfunction
RNAi-mediated suppression of NDPS1 leads to a large decrease in beta-phellandrene, which is produced from neryl diphosphate
malfunction
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RNAi-mediated suppression of NDPS1 leads to a large decrease in beta-phellandrene, which is produced from neryl diphosphate
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physiological function
NDPS1 catalyzes the formation of NPP, which is used as a substrate by beta-phellandrene synthase 1, PHS1, to produce beta-phellandrene and several other monoterpenes
physiological function
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NDPS1 catalyzes the formation of NPP, which is used as a substrate by beta-phellandrene synthase 1, PHS1, to produce beta-phellandrene and several other monoterpenes
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NDPS_SOLLC
303
0
34601
Swiss-Prot
G7K6E9_MEDTR
117
0
13004
TrEMBL
A0A2G9HTB9_9LAMI
189
0
21401
TrEMBL
W0J9X7_SOLHA
303
0
34396
TrEMBL
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E98D/Y100S/I106L/I107F
site-directed mutagenesis, mutant M4
E98D/Y100S/I107F
site-directed mutagenesis, mutant M3V2
Y100S/I106L/I107F
site-directed mutagenesis, mutant M3V1
Y100S/I107F
site-directed mutagenesis, mutant M2
additional information
change of 10 residues that correlate with changes in substrate in NDPS1 from accession LA2409 to those found in zFPS, EC 2.5.1.92, from accession LA1393 (Pro/Ser-45, which corresponds to the second residue in the predicted mature protein, is excluded), and reciprocal changes in zFPS (LA1393). The two resulting recombinant proteins are named NDPS1-M10 and zFPS-M10. The NDPS1-M10 mutant variant is able to utilize dimethylallyl diphosphate and isopentenyl diphosphate to synthesize Z,Z-farnesyl diphosphate at levels that are similar to that of the zFPS enzyme from accession LA1393. The ability of mutant NDPS1-M10 to synthesize Z,Z-farnesyl diphosphate coincides with a greatly reduced ability to synthesize neryl diphosphate
additional information
constitutive and trichome-specific RNAi-mediated knockdown of NDPS1, RNAi-mediated suppression of NDPS1 with greater reductions achieved with the general 35S promoter compared to the trichome-specific MKS1 promoter, phenotypes, overview
additional information
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constitutive and trichome-specific RNAi-mediated knockdown of NDPS1, RNAi-mediated suppression of NDPS1 with greater reductions achieved with the general 35S promoter compared to the trichome-specific MKS1 promoter, phenotypes, overview
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recombinant His-tagged wild-type and mutant enzymes from Escherichia coli by nickel affinity chromatography
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gene NDPS1 of the CPT1 locus, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, functional expression of codon-optimized synthetic version of CPT1 of accession LA2409, a monoterpene-producing accession, recombinant expression of His-tagged wild-type and mutant enzymes in Escherichia coli
gene SlCPT1, located on chromosome 8, and other gene of the CPT gene family, DNA and amino acid sequence determination and analysis, phylogenetic analysis
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Beytia, E.; Valenzuela, P.; Cori, O.
Terpene biosynthesis: formation of nerol, geraniol, and other prenols by an enzyme system from Pinus radiata seedlings
Arch. Biochem. Biophys.
129
346-356
1969
Pinus radiata
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Banthorpe, D.V.; Bucknall, G.A.; Doonan, H.J.; Doonan, S.; Rowan, M.G.
Biosynthesis of geraniol and nerol in cell-free extracts of Tanatecum vulgare
Phytochemistry
15
91-100
1976
Tanacetum vulgare
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brenda
Schilmiller, A.L.; Schauvinhold, I.; Larson, M.; Xu, R.; Charbonneau, A.L.; Schmidt, A.; Wilkerson, C.; Last, R.L.; Pichersky, E.
Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate
Proc. Natl. Acad. Sci. USA
106
10865-10870
2009
Solanum lycopersicum (C1K5M2), Solanum lycopersicum
brenda
Akhtar, T.A.; Matsuba, Y.; Schauvinhold, I.; Yu, G.; Lees, H.A.; Klein, S.E.; Pichersky, E.
The tomato cis-prenyltransferase gene family
Plant J.
73
640-652
2013
Solanum lycopersicum (C1K5M2), Solanum lycopersicum, Solanum lycopersicum MP-1 (C1K5M2)
brenda
Surmacz, L.; Plochocka, D.; Kania, M.; Danikiewicz, W.; Swiezewska, E.
cis-Prenyltransferase atCPT6 produces a family of very short-chain polyisoprenoids in planta
Biochim. Biophys. Acta
1841
240-250
2014
Solanum habrochaites (W0J9X7)
brenda
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2.5.1.28 dimethylallylcistransferase
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