Cloned (Comment) | Organism |
---|---|
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 | Comment | Organism |
---|---|---|
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 |
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 | Comment | Organism | Structure |
---|---|---|---|
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] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | Michaelis-Menten kinetics | Tanacetum cinerariifolium |
Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|
chloroplast | the N-terminal peptide of enzyme CDS is a plastid-targeting peptide | Tanacetum cinerariifolium | 9507 | - |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Mg2+ | required | Tanacetum cinerariifolium |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 dimethylallyl diphosphate | Tanacetum cinerariifolium | - |
diphosphate + chrysanthemyl diphosphate | - |
? | |
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 | UniProt | Comment | Textmining |
---|---|---|---|
Tanacetum cinerariifolium | L7RFF8 | i.e. Chrysantemum cinerariifolium | - |
Purification (Comment) | Organism |
---|---|
recombinant N-terminally His-tagged enzyme from Escherichia coli strain BL21(AI) by nickel affinity chromatography and ultrafiltration | Tanacetum cinerariifolium |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 dimethylallyl diphosphate | - |
Tanacetum cinerariifolium | diphosphate + chrysanthemyl diphosphate | - |
? | |
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 | - |
? | |
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 | ? | - |
? | |
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 | Comment | Organism |
---|---|---|
CDS | - |
Tanacetum cinerariifolium |
chrysanthemol synthase | UniProt | Tanacetum cinerariifolium |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
30 | - |
assay at | Tanacetum cinerariifolium |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7 | - |
assay at | Tanacetum cinerariifolium |
General Information | Comment | Organism |
---|---|---|
evolution | the enzyme belongs to the very large family of short-chain prenyltransferases and terpene synthases | Tanacetum cinerariifolium |
metabolism | chrysanthemyl diphosphate synthase is the first pathway-specific enzyme in the biosynthesis of pyrethrins | Tanacetum cinerariifolium |
additional information | CDS should be renamed a chrysanthemol synthase utilizing dimethylallyl diphosphate as substrate | Tanacetum cinerariifolium |
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 |