KEGG ENZYME: 4.2.3.146

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

ec00997

Biosynthesis of various other secondary metabolites

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K18686

cyclooctat-9-en-7-ol synthase

Genes

SVL:	Strvi_5779

SRC:	M271_43275

SMAL:

SMALA_0742

SSOI:

I1A49_07300

SCI:	B446_28660

SRN:	A4G23_04517

SAUO:

BV401_07560

SFB:	CP974_24295

SANT:

QR300_36895

SOV:	QZH56_30185

SLUO:

PS467_06925

STII:

DRB96_01275

STIC:

DRB89_02375

» show all

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

[ag:BAI44338]

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

All links

Protein sequence (28)   
   UniProt (1)   
   SWISS-PROT (1)   
   PDBSTR (26)   
DNA sequence (4)   
   GenBank (2)   
   EMBL (2)   
3D Structure (12)   
   PDB (12)   
Protein domain (1)   
   InterPro (1)   
All databases (45)   

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