KEGG   ORTHOLOGY: K19835
Entry
K19835            Tight     KO                                     

Name
cyc1
Definition
terpentedienyl-diphosphate synthase [EC:5.5.1.15]
Pathway
ko00999  Biosynthesis of various secondary metabolites - part 1
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Module
M00788  Terpentecin biosynthesis, GGAP => terpentecin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00999 Biosynthesis of various secondary metabolites - part 1
    K19835  cyc1; terpentedienyl-diphosphate synthase
Enzymes [BR:ko01000]
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.15  terpentedienyl-diphosphate synthase
     K19835  cyc1; terpentedienyl-diphosphate synthase
Other DBs
RN: R09714
Genes
AG: BAB39206(cyc1)
Reference
  Authors
Dairi T, Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H
  Title
Eubacterial diterpene cyclase genes essential for production of the isoprenoid antibiotic terpentecin.
  Journal
J Bacteriol 183:6085-94 (2001)
DOI:10.1128/JB.183.20.6085-6094.2001
  Sequence
Reference
  Authors
Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H, Dairi T
  Title
Functional analysis of eubacterial diterpene cyclases responsible for biosynthesis of a diterpene antibiotic, terpentecin.
  Journal
J Biol Chem 277:37098-104 (2002)
DOI:10.1074/jbc.M206382200
  Sequence

KEGG   ENZYME: 5.5.1.15
Entry
EC 5.5.1.15                 Enzyme                                 

Name
terpentedienyl-diphosphate synthase;
terpentedienol diphosphate synthase;
Cyc1;
clerodadienyl diphosphate synthase;
terpentedienyl-diphosphate lyase (decyclizing)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
Sysname
terpentedienyl-diphosphate lyase (ring-opening)
Reaction(IUBMB)
geranylgeranyl diphosphate = terpentedienyl diphosphate [RN:R09714]
Reaction(KEGG)
R09714
Substrate
geranylgeranyl diphosphate [CPD:C00353]
Product
terpentedienyl diphosphate [CPD:C19815]
Comment
Requires Mg2+. Contains a DXDD motif, which is a characteristic of diterpene cylases whose reactions are initiated by protonation at the 14,15-double bond of geranylgeranyl diphosphate (GGDP) [2]. The triggering proton is lost at the end of the cyclization reaction [3]. The product of the reaction, terpentedienyl diphosphate, is the substrate for EC 4.2.3.36, terpentetriene synthase and is a precursor of the diterpenoid antibiotic terpentecin.
History
EC 5.5.1.15 created 2008
Pathway
ec00999  Biosynthesis of various secondary metabolites - part 1
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K19835  terpentedienyl-diphosphate synthase
Reference
1  [PMID:11567009]
  Authors
Dairi T, Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H.
  Title
Eubacterial diterpene cyclase genes essential for production of the isoprenoid antibiotic terpentecin.
  Journal
J Bacteriol 183:6085-94 (2001)
DOI:10.1128/JB.183.20.6085-6094.2001
  Sequence
Reference
2  [PMID:12138123]
  Authors
Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H, Dairi T.
  Title
Functional analysis of eubacterial diterpene cyclases responsible for biosynthesis of a diterpene antibiotic, terpentecin.
  Journal
J Biol Chem 277:37098-104 (2002)
DOI:10.1074/jbc.M206382200
  Sequence
Reference
3  [PMID:12839434]
  Authors
Eguchi T, Dekishima Y, Hamano Y, Dairi T, Seto H, Kakinuma K.
  Title
A new approach for the investigation of isoprenoid biosynthesis featuring pathway switching, deuterium hyperlabeling, and 1H NMR spectroscopy. The reaction mechanism of a novel streptomyces diterpene cyclase.
  Journal
J Org Chem 68:5433-8 (2003)
DOI:10.1021/jo026728a
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.15
IUBMB Enzyme Nomenclature: 5.5.1.15
ExPASy - ENZYME nomenclature database: 5.5.1.15
BRENDA, the Enzyme Database: 5.5.1.15

KEGG   REACTION: R09714
Entry
R09714                      Reaction                               

Name
terpentedienyl-diphosphate lyase (decyclizing)
Definition
Geranylgeranyl diphosphate <=> Terpentedienyl diphosphate
Equation
Reaction class
RC02623  C00353_C19815
Enzyme
Pathway
rn00999  Biosynthesis of various secondary metabolites - part 1
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00788  Terpentecin biosynthesis, GGAP => terpentecin
Orthology
K19835  terpentedienyl-diphosphate synthase [EC:5.5.1.15]
Other DBs
RHEA: 25616

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