KEGG   ENZYME: 4.2.3.64Help
Entry
EC 4.2.3.64                 Enzyme                                 

Name
(+)-epicubenol synthase;
farnesyl pyrophosphate cyclase (ambiguous)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
BRITE hierarchy
Sysname
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-epicubenol-forming]
Reaction(IUBMB)
(2E,6E)-farnesyl diphosphate + H2O = (+)-epicubenol + diphosphate [RN:R09617]
Reaction(KEGG)
Substrate
(2E,6E)-farnesyl diphosphate [CPD:C00448];
H2O [CPD:C00001]
Product
(+)-epicubenol [CPD:C19744];
diphosphate [CPD:C00013]
Comment
Requires Mg2+. In the bacteria Streptomyces and the liverwort Heteroscyphus the (+)-isomer is formed in contrast to higher plants where the (-)-isomer is formed.
History
EC 4.2.3.64 created 2011
Reference
1
  Authors
Cane, D.E., Tandon, M., and Prabhakaran, P.C.
  Title
Epicubenol synthase and the enzymatic cyclization of farnesyl diphosphate.
  Journal
J Am Chem Soc 115:8103-8106 (1993)
Reference
2
  Authors
Cane, D.E. and Tandon, M.
  Title
Biosynthesis of (+)-epicubenol.
  Journal
Tetrahedron Lett 35:5355-5358 (1994)
Reference
3
  Authors
Cane, D.E. and Tandon, M.
  Title
Epicubenol synthase and the stereochemistry of the enzymatic cyclization of farnesyl and nerolidyl diphosphate.
  Journal
J Am Chem Soc 117:5602-5603 (1995)
Reference
4
  Authors
Nabeta, K., Kigure, K., Fujita, M., Nagoya, T., Ishikawa, T., Okuyama, H. and Takasawa, T.
  Title
Bioynthesis of (+)-cubenene and (+)-epicubenol by cell-free extracts of cultured cells of Heteroscyphus planus and cyclization of [2H]farnesyl diphosphates.
  Journal
J Chem Soc, Perkin Trans 1:1935-1939 (1995)
Reference
5
  Authors
Nabeta, K., Fujita, M., Komuro, K., Katayama, K., and Takasawa, T.
  Title
In vitro biosynthesis of cadinanes by cell-free extracts of cultured cells of Heteroscyphus planus.
  Journal
J Chem Soc, Perkin Trans 1:2065-2070 (1997)
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.64
IUBMB Enzyme Nomenclature: 4.2.3.64
ExPASy - ENZYME nomenclature database: 4.2.3.64
BRENDA, the Enzyme Database: 4.2.3.64

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