Biology:(−)-germacrene D synthase

From HandWiki
Short description: Class of enzymes
(−)-germacrene D synthase
Identifiers
EC number4.2.3.75
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum

(−)-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

(2E,6E)-farnesyl diphosphate [math]\displaystyle{ \rightleftharpoons }[/math] (−)-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

  1. "Mechanisms of the biosynthesis of sesquiterpene enantiomers (+)- and (−)-germacrene D in Solidago canadensis". Chirality 11 (5–6): 353–362. 1999. doi:10.1002/(sici)1520-636x(1999)11:5/6<353::aid-chir2>3.0.co;2-l. 
  2. "Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2)". Journal of the American Chemical Society 126 (9): 2678–9. March 2004. doi:10.1021/ja039929k. PMID 14995166. 
  3. "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. October 2004. doi:10.1016/j.phytochem.2004.08.017. PMID 15464152. 
  4. "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. December 2004. doi:10.1016/j.abb.2004.06.030. PMID 15542052. 

External links