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   ORTHOLOGY: K19571
Entry
K19571            Tight     KO                                     
Symbol
LPS
Name
levopimaradiene/neoabietadiene/copalyl diphosphate synthase [EC:4.2.3.32 4.2.3.132 5.5.1.12]
Pathway
map00904  Diterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R06298  (+)-copalyl-diphosphate lyase (decyclizing)
R06302  (+)-copalyl-diphosphate diphosphate-lyase [abieta-8(14),12-diene-forming]
R06303  (+)-copaly-diphosphate diphosphate-lyase (cyclizing, neoabietadiene-forming)
R06304  (+)-copalyl-diphosphate diphosphate-lyase (palustradiene-forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K19571  LPS; levopimaradiene/neoabietadiene/copalyl diphosphate synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.32  levopimaradiene synthase
     K19571  LPS; levopimaradiene/neoabietadiene/copalyl diphosphate synthase
    4.2.3.132  neoabietadiene synthase
     K19571  LPS; levopimaradiene/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
     K19571  LPS; levopimaradiene/neoabietadiene/copalyl diphosphate synthase
Other DBs
GO: 0052678 0050559
Genes
AG: AAX07435(LPS)
Reference
  Authors
Ro DK, Bohlmann J
  Title
Diterpene resin acid biosynthesis in loblolly pine (Pinus taeda): functional characterization of abietadiene/levopimaradiene synthase (PtTPS-LAS) cDNA and subcellular targeting of PtTPS-LAS and abietadienol/abietadienal oxidase (PtAO, CYP720B1).
  Journal
Phytochemistry 67:1572-8 (2006)
DOI:10.1016/j.phytochem.2006.01.011
  Sequence
LinkDB

KEGG   ENZYME: 4.2.3.132
Entry
EC 4.2.3.132                Enzyme                                 
Name
neoabietadiene synthase;
TPS-LAS
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
(+)-copaly-diphosphate diphosphate-lyase (cyclizing, neoabietadiene-forming)
Reaction(IUBMB)
(+)-copalyl diphosphate = neoabietadiene + diphosphate [RN:R06303]
Reaction(KEGG)
R06303
Substrate
(+)-copalyl diphosphate [CPD:C11901]
Product
neoabietadiene [CPD:C11880];
diphosphate [CPD:C00013]
Comment
Isolated from Abies grandis (grand fir) [1]. This class I enzyme forms about equal proportions of abietadiene, levopimaradiene and neoabietadiene. See also EC 4.2.3.18, abieta-7,13-diene synthase and EC 4.2.3.32, levopimaradiene synthase. An X-ray study of this multifunctional enzyme showed that the class I activity is in the alpha domain, while (+)-copalyl diphosphate synthase activity (EC 5.5.1.12, a class II activity) is in the beta and gamma domains [2]. In Pinus taeda (loblolly pine) the major product is levopimaradiene, with less abietadiene and neoabietadiene [3].
History
EC 4.2.3.132 created 2012
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K12927  abietadiene/neoabietadiene/copalyl diphosphate synthase
K19571  levopimaradiene/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:22219188]
  Authors
Zhou K, Gao Y, Hoy JA, Mann FM, Honzatko RB, Peters RJ
  Title
Insights into diterpene cyclization from structure of bifunctional abietadiene synthase from Abies grandis.
  Journal
J Biol Chem 287:6840-50 (2012)
DOI:10.1074/jbc.M111.337592
  Sequence
Reference
3  [PMID:16497345]
  Authors
Ro DK, Bohlmann J
  Title
Diterpene resin acid biosynthesis in loblolly pine (Pinus taeda): functional characterization of abietadiene/levopimaradiene synthase (PtTPS-LAS) cDNA and subcellular targeting of PtTPS-LAS and abietadienol/abietadienal oxidase (PtAO, CYP720B1).
  Journal
Phytochemistry 67:1572-8 (2006)
DOI:10.1016/j.phytochem.2006.01.011
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.132
IUBMB Enzyme Nomenclature: 4.2.3.132
ExPASy - ENZYME nomenclature database: 4.2.3.132
BRENDA, the Enzyme Database: 4.2.3.132
LinkDB

KEGG   REACTION: R06303
Entry
R06303                      Reaction                               
Name
(+)-copaly-diphosphate diphosphate-lyase (cyclizing, neoabietadiene-forming)
Definition
Copalyl diphosphate <=> Neoabietadiene + Diphosphate
Equation
Reaction class
RC01497  C11880_C11901
Enzyme
Pathway
rn00904  Diterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 4. Lyase reactions
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.132
     R06303  Copalyl diphosphate <=> Neoabietadiene + Diphosphate
Orthology
K12927  abietadiene/neoabietadiene/copalyl diphosphate synthase [EC:4.2.3.18 4.2.3.132 5.5.1.12]
K19571  levopimaradiene/neoabietadiene/copalyl diphosphate synthase [EC:4.2.3.32 4.2.3.132 5.5.1.12]
Other DBs
RHEA: 33990
LinkDB

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