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Literature summary extracted from

  • Surmacz, L.; Plochocka, D.; Kania, M.; Danikiewicz, W.; Swiezewska, E.
    cis-Prenyltransferase atCPT6 produces a family of very short-chain polyisoprenoids in planta (2014), Biochim. Biophys. Acta, 1841, 240-250.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.28 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 Solanum habrochaites
2.5.1.92 gene zFPS 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 LA1777, a monoterpene-producing accession, recombinant expression of His-tagged wild-type and mutant enzymes in Escherichia coli Solanum habrochaites

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.28 E98D/Y100S/I106L/I107F site-directed mutagenesis, mutant M4 Solanum habrochaites
2.5.1.28 E98D/Y100S/I107F site-directed mutagenesis, mutant M3V2 Solanum habrochaites
2.5.1.28 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 Solanum habrochaites
2.5.1.28 Y100S/I106L/I107F site-directed mutagenesis, mutant M3V1 Solanum habrochaites
2.5.1.28 Y100S/I107F site-directed mutagenesis, mutant M2 Solanum habrochaites
2.5.1.92 D98E/S100Y/F107I site-directed mutagenesis, mutant M3V1 Solanum habrochaites
2.5.1.92 D98E/S100Y/L106I/F107I site-directed mutagenesis, mutant M4 Solanum habrochaites
2.5.1.92 additional information change of 10 residues that correlate with changes in substrate in neryl diphosphate synthase, NDPS1, EC 2.5.1.28, from accession LA2409 to those found in zFPS, 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 zFPS-M10 recombinant protein loses the ability to synthesize (2Z,6Z)-farnesyl diphosphate from dimethylallyl diphosphate and isopentenyl diphosphate but gains NDPS1 activity and synthesizes neryl diphosphate at levels similar to enzyme NDPS1 from accession LA2409 Solanum habrochaites
2.5.1.92 S100Y/F107I site-directed mutagenesis, mutant M2 Solanum habrochaites
2.5.1.92 S100Y/L106I/F107I site-directed mutagenesis, mutant M3V2 Solanum habrochaites

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.28 0.014
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.047
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.054
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 0.097
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 0.111
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 0.112
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.14
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.157
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.92 0.037
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.051
-
 neryl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 0.076
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 0.108
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.147
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 0.16
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites
2.5.1.92 0.228
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.5.1.28 chloroplast
-
 Solanum habrochaites 9507
-
2.5.1.92 chloroplast
-
 Solanum habrochaites 9507
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.5.1.28 Mg2+ required Solanum habrochaites
2.5.1.92 Mg2+ required Solanum habrochaites

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.28 dimethylallyl diphosphate + isopentenyl diphosphate Solanum habrochaites
-
 diphosphate + neryl diphosphate
-
 ?
2.5.1.92 dimethylallyl diphosphate + 2 isopentenyl diphosphate Solanum habrochaites
-
 2 diphosphate + (2Z,6Z)-farnesyl diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.28 Solanum habrochaites W0J9X7 monoterpene-producing accession LA2409, gene NDPS1 of the CPT1 locus
-
2.5.1.92 Solanum habrochaites B8XA40 monoterpene-producing accession LA1393, gene zFPS of the CPT1 locus
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.28 recombinant His-tagged wild-type and mutant enzymes from Escherichia coli by nickel affinity chromatography Solanum habrochaites
2.5.1.92 recombinant His-tagged wild-type and mutant enzymes from Escherichia coli by nickel affinity chromatography Solanum habrochaites

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.5.1.28 glandular trichome type VI glandular trichome Solanum habrochaites
-
2.5.1.92 glandular trichome type VI glandular trichome Solanum habrochaites
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.28 dimethylallyl diphosphate + isopentenyl diphosphate
-
 Solanum habrochaites diphosphate + neryl diphosphate
-
 ?
2.5.1.28 additional information 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 Solanum habrochaites ?
-
 ?
2.5.1.28 neryl diphosphate + isopentenyl diphosphate mutant NDPS1-M10 Solanum habrochaites diphosphate + (2Z,6Z)-farnesyl diphosphate
-
 ?
2.5.1.92 dimethylallyl diphosphate + 2 isopentenyl diphosphate
-
 Solanum habrochaites 2 diphosphate + (2Z,6Z)-farnesyl diphosphate
-
 ?
2.5.1.92 additional information 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 Solanum habrochaites ?
-
 ?
2.5.1.92 neryl diphosphate + isopentenyl diphosphate
-
 Solanum habrochaites diphosphate + (2Z,6Z)-farnesyl diphosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.28 NDPS1
-
 Solanum habrochaites
2.5.1.28 neryl diphosphate synthase 1
-
 Solanum habrochaites
2.5.1.92 Z,Z-farnesyl diphosphate synthase
-
 Solanum habrochaites
2.5.1.92 zFPS
-
 Solanum habrochaites

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.28 30
-
 assay at Solanum habrochaites
2.5.1.92 30
-
 assay at Solanum habrochaites

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.28 0.0064
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.011
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.026
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.047
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.088
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 0.16
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 0.18
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 3.7
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.92 0.01
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.022
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites
2.5.1.92 0.055
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 0.066
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites
2.5.1.92 0.069
-
 neryl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 0.15
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.19
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.28 7.6
-
 assay at Solanum habrochaites
2.5.1.92 7.6
-
 assay at Solanum habrochaites

General Information

EC Number General Information Comment Organism
2.5.1.28 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 Solanum habrochaites
2.5.1.28 additional information homology modeling and three-dimensional structure Solanum habrochaites
2.5.1.92 evolution biochemical evolution of terpene biosynthesis in the glandular trichomes of Solanum species, comparative sequence analysis and evolutionary relationship of neryl diphosphate synthase 1 (EC 2.5.1.28, NDPS1) and (2Z,6Z)-farnesyl diphosphate synthase, cDNAs from the CPT1 locus, phylogenetic analysis, overview Solanum habrochaites
2.5.1.92 metabolism in Solanum habrochaites accession LA1393, enzyme zFPS catalyzes the formation of (2Z,6Z)-farnesyl diphosphate,Z,Z-FPP, which is subsequently cyclized by santalene/bergamotene synthase (SBS) to form several sesquiterpenes Solanum habrochaites
2.5.1.92 additional information homology modeling and three-dimensional structure Solanum habrochaites

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.5.1.28 0.15
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.23
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.28
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 0.33
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.28 0.74
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M10 Solanum habrochaites
2.5.1.28 1.6
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 1.8
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.28 1.8
-
 neryl diphosphate pH 7.6, 30°C, mutant NDPS1-M4 Solanum habrochaites
2.5.1.92 0.1
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.14
-
 dimethylallyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites
2.5.1.92 0.3
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M10 Solanum habrochaites
2.5.1.92 0.31
-
 isopentenyl diphosphate pH 7.6, 30°C, mutant zFPS-M2 Solanum habrochaites
2.5.1.92 0.92
-
 dimethylallyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 1.3
-
 isopentenyl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites
2.5.1.92 1.3
-
 neryl diphosphate pH 7.6, 30°C, wild-type enzyme Solanum habrochaites