(−)-Germacrene D synthase (EC 4.2.3.75) is an enzyme with systematic name (2E,6E)-farnesyl-diphosphate diphosphate-lyase ((−)-germacrene-D-forming).[1][2][3][4] This enzyme catalyses the following chemical reaction
| (−)-germacrene D synthase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC no. | 4.2.3.75 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
- (2E,6E)-farnesyl diphosphate (−)-germacrene D + diphosphate
In Solidago canadensis the biosynthesis results in the pro-R hydrogen at C-1 of the farnesyl diphosphate ending up at C-11 of the (−)-germacrene D .
References
edit- ^ Schmidt CO, Bouwmeester HJ, Franke S, König WA (1999). "Mechanisms of the biosynthesis of sesquiterpene enantiomers (+)- and (−)-germacrene D in Solidago canadensis". Chirality. 11 (5–6): 353–362. doi:10.1002/(sici)1520-636x(1999)11:5/6<353::aid-chir2>3.0.co;2-l.
- ^ He X, Cane DE (March 2004). "Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2)". Journal of the American Chemical Society. 126 (9): 2678–9. doi:10.1021/ja039929k. PMID 14995166.
- ^ Lücker J, Bowen P, Bohlmann J (October 2004). "Vitis vinifera terpenoid cyclases: functional identification of two sesquiterpene synthase cDNAs encoding (+)-valencene synthase and (-)-germacrene D synthase and expression of mono- and sesquiterpene synthases in grapevine flowers and berries". Phytochemistry. 65 (19): 2649–59. doi:10.1016/j.phytochem.2004.08.017. PMID 15464152.
- ^ Prosser I, Altug IG, Phillips AL, König WA, Bouwmeester HJ, Beale MH (December 2004). "Enantiospecific (+)- and (-)-germacrene D synthases, cloned from goldenrod, reveal a functionally active variant of the universal isoprenoid-biosynthesis aspartate-rich motif". Archives of Biochemistry and Biophysics. 432 (2): 136–44. doi:10.1016/j.abb.2004.06.030. PMID 15542052.
External links
edit- (−)-germacrene+D+synthase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
