EC 4.2.3.75 - (−)-germacrene D synthase

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IntEnz Enzyme Nomenclature
EC 4.2.3.75

Names

Accepted name:
(−)-germacrene D synthase
Systematic name:
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(−)-germacrene-D-forming]

Reaction

Comments:

In Solidago canadensis the biosynthesis results in the pro-R hydrogen at C-1 of the farnesy diphosphate ending up at C-11 of the (−)-germacrene D [1]. With Streptomyces coelicolor the pro-S hydrogen at C-1 ends up at C-11 of the (−)-germacrene D [2].

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
UniProtKB/Swiss-Prot:

References

  1. Schmidt, C.O., Bouwmeester, H.J., Franke, S. and König, W.A.
    Mechanisms of the biosynthesis of sesquiterpene enantiomers (+)- and (−)-germacrene D in Solidago canadensis.
    Chirality 11 : 353-362 (1999).
  2. He, X., Cane, D. E.
    Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2).
    J. Am. Chem. Soc. 126 : 2678-2679 (2004). [PMID: 14995166]
  3. Lucker, J., Bowen, P., Bohlmann, J.
    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 : 2649-2659 (2004). [PMID: 15464152]
  4. Prosser, I., Altug, I. G., Phillips, A. L., Konig, W. A., Bouwmeester, H. J., Beale, M. H.
    Enantiospecific (+)- and (−)-germacrene D synthases, cloned from goldenrod, reveal a functionally active variant of the universal isoprenoid-biosynthesis aspartate-rich motif.
    Arch. Biochem. Biophys. 432 : 136-144 (2004). [PMID: 15542052]

[EC 4.2.3.75 created 2011]