KEGG   ENZYME: 4.2.3.146
Entry
EC 4.2.3.146                Enzyme                                 

Name
cyclooctat-9-en-7-ol synthase;
cotB2
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
geranylgeranyl-diphosphate diphosphate-lyase (cyclooctat-9-en-7-ol-forming)
Reaction(IUBMB)
geranylgeranyl diphosphate + H2O = cyclooctat-9-en-7-ol + diphosphate [RN:R10763]
Reaction(KEGG)
R10763
Substrate
geranylgeranyl diphosphate [CPD:C00353];
H2O [CPD:C00001]
Product
cyclooctat-9-en-7-ol [CPD:C20834];
diphosphate [CPD:C00013]
Comment
Requires Mg2+. Isolated from the bacterium Streptomyces melanosporofaciens, where it is part of the biosynthesis of cyclooctatin, a potent inhibitor of lysophospholipase.
History
EC 4.2.3.146 created 2014
Pathway
ec00999  Biosynthesis of various secondary metabolites - part 1
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K18686  cyclooctat-9-en-7-ol synthase
Genes
SVL: Strvi_5779
SCI: B446_28660
SRC: M271_43275
SRN: A4G23_04517
SAUO: BV401_07560
SMAL: SMALA_0742
Reference
1  [PMID:19635410]
  Authors
Kim SY, Zhao P, Igarashi M, Sawa R, Tomita T, Nishiyama M, Kuzuyama T
  Title
Cloning and heterologous expression of the cyclooctatin biosynthetic gene cluster afford a diterpene cyclase and two p450 hydroxylases.
  Journal
Chem Biol 16:736-43 (2009)
DOI:10.1016/j.chembiol.2009.06.007
  Sequence
Reference
2  [PMID:24598929]
  Authors
Zhang X, Shang G, Gu L, Shen Y
  Title
Crystallization and preliminary X-ray diffraction analysis of the diterpene cyclooctatin synthase (CYC) from Streptomyces sp. LZ35.
  Journal
Acta Crystallogr F Struct Biol Commun 70:366-9 (2014)
DOI:10.1107/S2053230X14003100
Reference
3  [PMID:24914964]
  Authors
Janke R, Gorner C, Hirte M, Bruck T, Loll B
  Title
The first structure of a bacterial diterpene cyclase: CotB2.
  Journal
Acta Crystallogr D Biol Crystallogr 70:1528-37 (2014)
DOI:10.1107/S1399004714005513
Reference
4  [PMID:25689152]
  Authors
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
  Title
An unusual terpene cyclization mechanism involving a carbon-carbon bond rearrangement.
  Journal
Angew Chem Int Ed Engl 54:4353-6 (2015)
DOI:10.1002/anie.201411923
Reference
5  [PMID:28463490]
  Authors
Tomita T, Kim SY, Teramoto K, Meguro A, Ozaki T, Yoshida A, Motoyoshi Y, Mori N, Ishigami K, Watanabe H, Nishiyama M, Kuzuyama T
  Title
Structural Insights into the CotB2-Catalyzed Cyclization of Geranylgeranyl Diphosphate to the Diterpene Cyclooctat-9-en-7-ol.
  Journal
ACS Chem Biol 12:1621-1628 (2017)
DOI:10.1021/acschembio.7b00154
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.146
IUBMB Enzyme Nomenclature: 4.2.3.146
ExPASy - ENZYME nomenclature database: 4.2.3.146
BRENDA, the Enzyme Database: 4.2.3.146

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