botrydial
Sign in to saveBotrydial is secondary metabolite secreted by the fungus Botrytis cinerea which is phytotoxic. Chemically it is a sesquiterpene. Botrydial was first isolated and described in 1974. B. cinerea is the causal agent of gray mold disease and is known to attack a wide range of plants (over 200 species) producing leaf-spot diseases and mildews on lettuces and tomatoes as well as rotting berries. For this reason, botrydial, as well as other B. cinerea originated sesquiterpene metabolites, represent an economically important disease for ornamental and agriculturally important crops. From all the metabo
Wikidata facts
- Mass
- 310.178024
Show 4 more facts
- chemical formula
- C₁₇H₂₆O₅
- Commons category
- Botrydial
- canonical SMILES
- CC1CC(C2C(CC(C2(C1C=O)O)(C)C=O)(C)C)OC(=O)C
- isomeric SMILES
- C[C@@H]1C[C@@H]([C@@H]2[C@]([C@H]1C=O)([C@@](CC2(C)C)(C)C=O)O)OC(=O)C
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Article
4 sectionsContents
- Biosynthesis
- Mechanism of enzymatic formation of presilphiperfolan-8β-ol
- Mechanism of action
- Notes
Botrydial is secondary metabolite secreted by the fungus Botrytis cinerea which is phytotoxic. Chemically it is a sesquiterpene. Botrydial was first isolated and described in 1974. B. cinerea is the causal agent of gray mold disease and is known to attack a wide range of plants (over 200 species) producing leaf-spot diseases and mildews on lettuces and tomatoes as well as rotting berries. For this reason, botrydial, as well as other B. cinerea originated sesquiterpene metabolites, represent an economically important disease for ornamental and agriculturally important crops. From all the metabolites produced by this fungus, Botrydial exhibits the highest phytotoxic activity.
== Biosynthesis == Botrydial originates from the BcBOT2 (Botrytis cinerea BOTrydial biosynthesis) mediated cyclization of farnesyl diphosphate (FPP) to key intermediate tricyclic alcohol presilphiperfolan-8β-ol. Pinedo et al. demonstrated that BcBOT2 is in fact a sesquiterpene synthase by incubation of FPP with recombinant BcBOT2 protein, which yielded the expected presilphiperfolan-8-ol as the major product. Image:GeneralBiosynBotrydial.png