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, 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

Authors

Cane, D.E. and Tandon, M.

Title

Biosynthesis of (+)-epicubenol.

Journal

Tetrahedron Lett 35:5355-5358 (1994)

Reference

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

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

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

All links

Chemical substance (4)   
   KEGG COMPOUND (4)   
Chemical reaction (2)   
   KEGG REACTION (1)   
   KEGG RCLASS (1)   
All databases (6)   

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