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Literature summary extracted from

  • Yang, T.; Gao, L.; Hu, H.; Stoopen, G.; Wang, C.; Jongsma, M.A.
    Chrysanthemyl diphosphate synthase operates in planta as a bifunctional enzyme with chrysanthemol synthase activity (2014), J. Biol. Chem., 289, 36325-36335.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.67 gene CDS, dNA and amino acid sequence determination and analysis, sequence comparisons, recombinant CDS overexpression under the control of chrysanthemum RbcS1 promoter in transgenic Nicotiana tabacum cv. Samsun plants, in leaf chloroplasts, using Agrobacterium tumefaciens strain AGL-0 transfection method, the expression leads to emittation of chrysanthemol. Recombinant expression of N-terminally His-tagged enzyme in Escherichia coli strain BL21(AI) Tanacetum cinerariifolium

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.67 N283D site-directed mutagenesis, replacing the asparagine with either aspartate or glycine in the aspartate-rich motif abolishes the enzyme's terpene synthase and prenyltransferase activities Tanacetum cinerariifolium
2.5.1.67 N283G site-directed mutagenesis, replacing the asparagine with either aspartate or glycine in the aspartate-rich motif abolishes the enzyme's terpene synthase and prenyltransferase activities Tanacetum cinerariifolium

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.67 dimethylallyl diphosphate DMAPP, causes significant substrate inhibition at elevated concentrations for chrysanthemol synthesis, increase of DMAPP concentration leads to a decrease of chrysanthemol but a strong further increase of chrysanthemyl diphosphate production Tanacetum cinerariifolium

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.67 additional information
-
 additional information Michaelis-Menten kinetics Tanacetum cinerariifolium

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.5.1.67 chloroplast the N-terminal peptide of enzyme CDS is a plastid-targeting peptide Tanacetum cinerariifolium 9507
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.5.1.67 Mg2+ required Tanacetum cinerariifolium

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.67 2 dimethylallyl diphosphate Tanacetum cinerariifolium
-
 diphosphate + chrysanthemyl diphosphate
-
 ?
2.5.1.67 additional information Tanacetum cinerariifolium chrysanthemyl diphosphate synthase operates in planta as a bifunctional enzyme with chrysanthemol synthase activity. The NDXXD catalytic motif of CDS, under the lower substrate conditions prevalent in plants, also catalyzes the next step, converting CPP into chrysanthemol by hydrolyzing the diphosphate moiety. For the chrysanthemol synthase activity, dimethylallyl diphosphate competes with chrysanthemyl diphosphate as substrate ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.67 Tanacetum cinerariifolium L7RFF8 i.e. Chrysantemum cinerariifolium
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.67 recombinant N-terminally His-tagged enzyme from Escherichia coli strain BL21(AI) by nickel affinity chromatography and ultrafiltration Tanacetum cinerariifolium

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.67 2 dimethylallyl diphosphate
-
 Tanacetum cinerariifolium diphosphate + chrysanthemyl diphosphate
-
 ?
2.5.1.67 2 dimethylallyl diphosphate the enzyme catalyzes c1'-2-3 cyclopropanation reactions of two molecules of dimethylallyl diphosphate to yield chrysanthemyl diphosphate Tanacetum cinerariifolium diphosphate + chrysanthemyl diphosphate
-
 ?
2.5.1.67 additional information chrysanthemyl diphosphate synthase operates in planta as a bifunctional enzyme with chrysanthemol synthase activity. The NDXXD catalytic motif of CDS, under the lower substrate conditions prevalent in plants, also catalyzes the next step, converting CPP into chrysanthemol by hydrolyzing the diphosphate moiety. For the chrysanthemol synthase activity, dimethylallyl diphosphate competes with chrysanthemyl diphosphate as substrate Tanacetum cinerariifolium ?
-
 ?
2.5.1.67 additional information The enzyme shows activity to produce diphosphates (chrysanthemyl diphosphate and lavandulyl diphosphate) and terpene alcohols (chrysanthemol and lavandulol) from dimethylallyl diphosphate Tanacetum cinerariifolium ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.67 CDS
-
 Tanacetum cinerariifolium
2.5.1.67 chrysanthemol synthase UniProt Tanacetum cinerariifolium

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.67 30
-
 assay at Tanacetum cinerariifolium

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.67 7
-
 assay at Tanacetum cinerariifolium

General Information

EC Number General Information Comment Organism
2.5.1.67 evolution the enzyme belongs to the very large family of short-chain prenyltransferases and terpene synthases Tanacetum cinerariifolium
2.5.1.67 metabolism chrysanthemyl diphosphate synthase is the first pathway-specific enzyme in the biosynthesis of pyrethrins Tanacetum cinerariifolium
2.5.1.67 additional information CDS should be renamed a chrysanthemol synthase utilizing dimethylallyl diphosphate as substrate Tanacetum cinerariifolium
2.5.1.67 physiological function chrysanthemyl diphosphate synthase is the first pathway-specific enzyme in the biosynthesis of pyrethrins, the most widely used plant-derived pesticide. The enzyme shows activity to produce diphosphates (chrysanthemyl diphosphate and lavandulyl diphosphate) and terpene alcohols (chrysanthemol and lavandulol) from dimethylallyl diphosphate Tanacetum cinerariifolium