KEGG   ORTHOLOGY: K12927
Entry
K12927            Tight     KO                                     
Symbol
AG22
Name
abietadiene/neoabietadiene/copalyl diphosphate synthase [EC:4.2.3.18 4.2.3.132 5.5.1.12]
Pathway
map00904  Diterpenoid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Reaction
R06298  (+)-copalyl-diphosphate lyase (decyclizing)
R06301  (+)-copalyl-diphosphate diphosphate-lyase [cyclizing, abieta-7,13-diene-forming]
R06303  (+)-copaly-diphosphate diphosphate-lyase (cyclizing, neoabietadiene-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K12927  AG22; abietadiene/neoabietadiene/copalyl diphosphate synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.18  abieta-7,13-diene synthase
     K12927  AG22; abietadiene/neoabietadiene/copalyl diphosphate synthase
    4.2.3.132  neoabietadiene synthase
     K12927  AG22; abietadiene/neoabietadiene/copalyl diphosphate synthase
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.12  copalyl diphosphate synthase
     K12927  AG22; abietadiene/neoabietadiene/copalyl diphosphate synthase
Other DBs
GO: 0050554 0050559
Genes
AG: AAB05407(AG22)
Reference
  Authors
Peters RJ1, Ravn MM, Coates RM, Croteau RB
  Title
Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites.
  Journal
J Am Chem Soc 123:8974-8 (2001)
DOI:10.1021/ja010670k
  Sequence
LinkDB

KEGG   ENZYME: 4.2.3.18
Entry
EC 4.2.3.18                 Enzyme                                 
Name
abieta-7,13-diene synthase;
copalyl-diphosphate diphosphate-lyase (cyclizing) (ambiguous);
abietadiene synthase (ambiguous)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
(+)-copalyl-diphosphate diphosphate-lyase [cyclizing, abieta-7,13-diene-forming]
Reaction(IUBMB)
(+)-copalyl diphosphate = abieta-7,13-diene + diphosphate [RN:R06301]
Reaction(KEGG)
R06301
Substrate
(+)-copalyl diphosphate [CPD:C11901]
Product
abieta-7,13-diene [CPD:C11878];
diphosphate [CPD:C00013]
Comment
Part of a bifunctional enzyme involved in the biosynthesis of abietadiene. See also EC 5.5.1.12, copalyl diphosphate synthase. Requires Mg2+.
History
EC 4.2.3.18 created 2002, modified 2012
Pathway
ec00904  Diterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K12927  abietadiene/neoabietadiene/copalyl diphosphate synthase
Reference
1  [PMID:11112547]
  Authors
Peters RJ, Flory JE, Jetter R, Ravn MM, Lee HJ, Coates RM, Croteau RB.
  Title
Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the "pseudomature" recombinant enzyme.
  Journal
Biochemistry 39:15592-602 (2000)
DOI:10.1021/bi001997l
  Sequence
Reference
2  [PMID:11552804]
  Authors
Peters RJ1, Ravn MM, Coates RM, Croteau RB
  Title
Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites.
  Journal
J Am Chem Soc 123:8974-8 (2001)
DOI:10.1021/ja010670k
  Sequence
Reference
3  [PMID:11805316]
  Authors
Peters RJ, Croteau RB.
  Title
Abietadiene synthase catalysis: mutational analysis of a prenyl diphosphate ionization-initiated cyclization and rearrangement.
  Journal
Proc Natl Acad Sci U S A 99:580-4 (2002)
DOI:10.1073/pnas.022627099
  Sequence
Reference
4  [PMID:11827528]
  Authors
Peters RJ, Croteau RB.
  Title
Abietadiene synthase catalysis: conserved residues involved in protonation-initiated cyclization of geranylgeranyl diphosphate to (+)-copalyl diphosphate.
  Journal
Biochemistry 41:1836-42 (2002)
DOI:10.1021/bi011879d
  Sequence
Reference
5  [PMID:12059223]
  Authors
Ravn MM, Peters RJ, Coates RM, Croteau R.
  Title
Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates.
  Journal
J Am Chem Soc 124:6998-7006 (2002)
DOI:10.1021/ja017734b
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.18
IUBMB Enzyme Nomenclature: 4.2.3.18
ExPASy - ENZYME nomenclature database: 4.2.3.18
BRENDA, the Enzyme Database: 4.2.3.18
CAS: 157972-08-2
LinkDB

KEGG   REACTION: R06301
Entry
R06301                      Reaction                               
Name
(+)-copalyl-diphosphate diphosphate-lyase [cyclizing, abieta-7,13-diene-forming]
Definition
Copalyl diphosphate <=> (-)-Abietadiene + Diphosphate
Equation
Reaction class
RC01495  C11878_C11901
Enzyme
Pathway
rn00904  Diterpenoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 4. Lyase reactions
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.18
     R06301  Copalyl diphosphate <=> (-)-Abietadiene + Diphosphate
Orthology
K12927  abietadiene/neoabietadiene/copalyl diphosphate synthase [EC:4.2.3.18 4.2.3.132 5.5.1.12]
Other DBs
RHEA: 13876
LinkDB

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