KEGG ENZYME: 4.2.3.64

ENZYME: 4.2.3.64

Entry

EC 4.2.3.64                 Enzyme

Name

(+)-epicubenol synthase;
farnesyl pyrophosphate cyclase (ambiguous)

Class

Lyases;
Carbon-oxygen lyases;
Acting on phosphates

Sysname

(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-epicubenol-forming]

Reaction(IUBMB)

(2E,6E)-farnesyl diphosphate + H2O = (+)-epicubenol + diphosphate [RN:R09617]

Reaction(KEGG)

R09617

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

Authors

Cane DE, Tandon M, Prabhakaran PC.

Title

Epicubenol synthase and the enzymatic cyclization of farnesyl diphosphate.

Journal

J Am Chem Soc 115:8103-8106 (1993)

Reference

Authors

Cane DE, Tandon M.

Title

Biosynthesis of (+)-epicubenol.

Journal

Tetrahedron Lett 35:5355-5358 (1994)

Reference

Authors

Cane DE, 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

Authors

Nabeta K, Kigure K, Fujita M, Nagoya T, Ishikawa T, Okuyama H, 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

Authors

Nabeta K, Fujita M, Komuro K, Katayama K, 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