Lyases;
Carbon-oxygen lyases;
Acting on phosphates
BRITE hierarchy

geranylgeranyl-diphosphate diphosphate-lyase (cyclooctat-9-en-7-ol-forming)

geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate [RN:R10763]

R10763
Reaction

geranylgeranyl diphosphate [CPD:C00353];
H2O [CPD:C00001]

Requires Mg2+. Isolated from the bacterium Streptomyces melanosporofaciens, where it is part of the biosynthesis of cyclooctatin, a potent inhibitor of lysophospholipase.

EC 4.2.3.146 created 2014

1  [PMID:19635410]

Kim SY, Zhao P, Igarashi M, Sawa R, Tomita T, Nishiyama M, Kuzuyama T

Cloning and heterologous expression of the cyclooctatin biosynthetic gene cluster afford a diterpene cyclase and two p450 hydroxylases.

Chem Biol 16:736-43 (2009)
DOI:10.1016/j.chembiol.2009.06.007

[ag:BAI44338]

2  [PMID:24598929]

Zhang X, Shang G, Gu L, Shen Y

Crystallization and preliminary X-ray diffraction analysis of the diterpene cyclooctatin synthase (CYC) from Streptomyces sp. LZ35.

Acta Crystallogr F Struct Biol Commun 70:366-9 (2014)
DOI:10.1107/S2053230X14003100

3  [PMID:24914964]

Janke R, Gorner C, Hirte M, Bruck T, Loll B

The first structure of a bacterial diterpene cyclase: CotB2.

Acta Crystallogr D Biol Crystallogr 70:1528-37 (2014)
DOI:10.1107/S1399004714005513

4  [PMID:25689152]

Meguro A, Motoyoshi Y, Teramoto K, Ueda S, Totsuka Y, Ando Y, Tomita T, Kim SY, Kimura T, Igarashi M, Sawa R, Shinada T, Nishiyama M, Kuzuyama T

An unusual terpene cyclization mechanism involving a carbon-carbon bond rearrangement.

Angew Chem Int Ed Engl 54:4353-6 (2015)
DOI:10.1002/anie.201411923

5  [PMID:28463490]

Tomita T, Kim SY, Teramoto K, Meguro A, Ozaki T, Yoshida A, Motoyoshi Y, Mori N, Ishigami K, Watanabe H, Nishiyama M, Kuzuyama T

Structural Insights into the CotB2-Catalyzed Cyclization of Geranylgeranyl Diphosphate to the Diterpene Cyclooctat-9-en-7-ol.

ACS Chem Biol 12:1621-1628 (2017)
DOI:10.1021/acschembio.7b00154