EC 4.2.3.64 - (+)-epicubenol synthase

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IntEnz Enzyme Nomenclature
EC 4.2.3.64

Names

Accepted name:
(+)-epicubenol synthase
Other name:
farnesyl pyrophosphate cyclase [ambiguous]
Systematic name:
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-epicubenol-forming]

Reaction

Cofactor

Comments:

Requires Mg2+. In the bacteria Streptomyces and the liverwort Heteroscyphus the (+)-isomer is formed in contrast to higher plants where the (−)-isomer is formed.

Links to other databases

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

References

  1. Cane, D.E., Tandon, M., and Prabhakaran, P.C.
    Epicubenol synthase and the enzymatic cyclization of farnesyl diphosphate.
    J. Am. Chem. Soc. 115: 8103-8106 (1993).
  2. Cane, D.E. and Tandon, M.
    Biosynthesis of (+)-epicubenol.
    Tetrahedron Lett. 35: 5355-5358 (1994).
  3. Cane, D.E. and Tandon, M.
    Epicubenol synthase and the stereochemistry of the enzymatic cyclization of farnesyl and nerolidyl diphosphate.
    J. Am. Chem. Soc. 117: 5602-5603 (1995).
  4. Nabeta, K., Kigure, K., Fujita, M., Nagoya, T., Ishikawa, T., Okuyama, H. and Takasawa, T.
    Bioynthesis of (+)-cubenene and (+)-epicubenol by cell-free extracts of cultured cells of Heteroscyphus planus and cyclization of [2H]farnesyl diphosphates.
    J. Chem. Soc., Perkin Trans. 1 1935-1939 (1995).
  5. Nabeta, K., Fujita, M., Komuro, K., Katayama, K., and Takasawa, T.
    In vitro biosynthesis of cadinanes by cell-free extracts of cultured cells of Heteroscyphus planus.
    J. Chem. Soc., Perkin Trans. 1 2065-2070 (1997).

[EC 4.2.3.64 created 2011]