KEGG   ORTHOLOGY: K14037
Entry
K14037                      KO                                     
Symbol
KSL10
Name
ent-sandaracopimaradiene/labdatriene synthase [EC:4.2.3.29 4.2.3.99]
Pathway
map00904  Diterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R09120  ent-copalyl-diphosphate diphosphate-lyase [ent-sandaracopimara-8(14),15-diene-forming]
R09899  9alpha-copalyl-diphosphate diphosphate-lyase [(12E)-9alpha-labda-8(17),12,14-triene-forming]
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00904 Diterpenoid biosynthesis
    K14037  KSL10; ent-sandaracopimaradiene/labdatriene synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.29  ent-sandaracopimaradiene synthase
     K14037  KSL10; ent-sandaracopimaradiene/labdatriene synthase
    4.2.3.99  labdatriene synthase
     K14037  KSL10; ent-sandaracopimaradiene/labdatriene synthase
Other DBs
GO: 0034280
Genes
OSA: 4352248(KS10)
DOSA: Os12g0491800
OGL: 127756329 127757831
Reference
PMID:15388982
  Authors
Otomo K, Kanno Y, Motegi A, Kenmoku H, Yamane H, Mitsuhashi W, Oikawa H, Toshima H, Itoh H, Matsuoka M, Sassa T, Toyomasu T
  Title
Diterpene cyclases responsible for the biosynthesis of phytoalexins, momilactones A, B, and oryzalexins A-F in rice.
  Journal
Biosci Biotechnol Biochem 68:2001-6 (2004)
DOI:10.1271/bbb.68.2001
  Sequence
[osa:4352248]
Reference
PMID:17986769
  Authors
Yajima A, Yamaguchi A, Nukada T, Yabuta G
  Title
Asymmetric total synthesis of ent-sandaracopimaradiene, a biosynthetic intermediate of oryzalexins.
  Journal
Biosci Biotechnol Biochem 71:2822-9 (2007)
DOI:10.1271/bbb.70468
Reference
PMID:21323642
  Authors
Morrone D, Hillwig ML, Mead ME, Lowry L, Fulton DB, Peters RJ
  Title
Evident and latent plasticity across the rice diterpene synthase family with potential implications for the evolution of diterpenoid metabolism in the cereals.
  Journal
Biochem J 435:589-95 (2011)
DOI:10.1042/BJ20101429
LinkDB

KEGG   ENZYME: 4.2.3.99
Entry
EC 4.2.3.99                 Enzyme                                 
Name
labdatriene synthase;
OsKSL10 (gene name)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
9alpha-copalyl-diphosphate diphosphate-lyase [(12E)-9alpha-labda-8(17),12,14-triene-forming]
Reaction(IUBMB)
9alpha-copalyl diphosphate = (12E)-9alpha-labda-8(17),12,14-triene + diphosphate [RN:R09899]
Reaction(KEGG)
R09899
Substrate
9alpha-copalyl diphosphate [CPD:C11902]
Product
(12E)-9alpha-labda-8(17),12,14-triene [CPD:C20185];
diphosphate [CPD:C00013]
Comment
The enzyme from rice (Oryza sativa), expressed in Escherichia coli, also produces ent-sandaracopimara-8(14),15-diene from ent-copalyl diphosphate, another naturally occuring copalyl isomer in rice (cf. ent-sandaracopimaradiene synthase, EC 4.2.3.29).
History
EC 4.2.3.99 created 2012
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K14037  ent-sandaracopimaradiene/labdatriene synthase
Genes
OSA: 4352248(KS10)
DOSA: Os12g0491800
OGL: 127756329 127757831
Reference
1  [PMID:21323642]
  Authors
Morrone D, Hillwig ML, Mead ME, Lowry L, Fulton DB, Peters RJ
  Title
Evident and latent plasticity across the rice diterpene synthase family with potential implications for the evolution of diterpenoid metabolism in the cereals.
  Journal
Biochem J 435:589-95 (2011)
DOI:10.1042/BJ20101429
  Sequence
[osa:4352248]
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.99
IUBMB Enzyme Nomenclature: 4.2.3.99
ExPASy - ENZYME nomenclature database: 4.2.3.99
BRENDA, the Enzyme Database: 4.2.3.99
LinkDB

KEGG   REACTION: R09899
Entry
R09899                      Reaction                               
Name
9alpha-copalyl-diphosphate diphosphate-lyase [(12E)-9alpha-labda-8(17),12,14-triene-forming]
Definition
9alpha-Copalyl diphosphate <=> (12E)-9alpha-Labda-8(17),12,14-triene + Diphosphate
Equation
C11902 <=> C20185 + C00013
Reaction class
RC02338  C11902_C20185
Enzyme
4.2.3.99
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
    4.2.3.99
     R09899  9alpha-Copalyl diphosphate <=> (12E)-9alpha-Labda-8(17),12,14-triene + Diphosphate
Orthology
K14037  ent-sandaracopimaradiene/labdatriene synthase [EC:4.2.3.29 4.2.3.99]
LinkDB

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