Lyases;
Carbon-oxygen lyases;
Acting on phosphates

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

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

R09617

(2E,6E)-farnesyl diphosphate [CPD:C00448];
H2O [CPD:C00001]

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

EC 4.2.3.64 created 2011

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)