KEGG   ENZYME: 5.4.99.41Help
Entry
EC 5.4.99.41                Enzyme                                 

Name
lupeol synthase;
LUPI;
BPW;
RcLUS
Class
Isomerases;
Intramolecular transferases;
Transferring other groups
BRITE hierarchy
Sysname
(3S)-2,3-epoxy-2,3-dihydrosqualene mutase (cyclizing, lupeol-forming)
Reaction(IUBMB)
(3S)-2,3-epoxy-2,3-dihydrosqualene = lupeol [RN:R06466]
Reaction(KEGG)
Substrate
(3S)-2,3-epoxy-2,3-dihydrosqualene [CPD:C01054]
Product
lupeol [CPD:C08628]
Comment
Also forms some beta-amyrin. The recombinant enzyme from Arabidopsis thaliana [3] gives a 1:1 mixture of lupeol and lupan-3beta,20-diol with small amounts of beta-amyrin, germanicol, taraxasterol and psi-taraxasterol. See EC 4.2.1.128 (lupan-3beta,20-diol synthase).
History
EC 5.4.99.41 created 2011
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K15815  
lupeol synthase 2
K15816  
lupeol synthase 1
Genes
ATH: 
AT1G78960(LUP2) AT1G78970(LUP1)
ALY: 
CRB: 
EUS: 
BRP: 
BNA: 
Taxonomy
Reference
1  [PMID:9883589]
  Authors
Herrera JB, Bartel B, Wilson WK, Matsuda SP
  Title
Cloning and characterization of the Arabidopsis thaliana lupeol synthase gene.
  Journal
Phytochemistry. 49 (1998) 1905-11.
  Sequence
[ath:AT1G78970]
Reference
2  [PMID:10542078]
  Authors
Shibuya M, Zhang H, Endo A, Shishikura K, Kushiro T, Ebizuka Y
  Title
Two branches of the lupeol synthase gene in the molecular evolution of plant oxidosqualene cyclases.
  Journal
Eur. J. Biochem. 266 (1999) 302-7.
Reference
3  [PMID:10930257]
  Authors
Segura MJ, Meyer MM, Matsuda SP
  Title
Arabidopsis thaliana LUP1 converts oxidosqualene to multiple triterpene alcohols  and a triterpene diol.
  Journal
Org. Lett. 2 (2000) 2257-9.
  Sequence
[ath:AT1G78970]
Reference
4  [PMID:12736505]
  Authors
Zhang H, Shibuya M, Yokota S, Ebizuka Y
  Title
Oxidosqualene cyclases from cell suspension cultures of Betula platyphylla var. japonica: molecular evolution of oxidosqualene cyclases in higher plants.
  Journal
Biol. Pharm. Bull. 26 (2003) 642-50.
  Sequence
Reference
5  [PMID:15256745]
  Authors
Hayashi H, Huang P, Takada S, Obinata M, Inoue K, Shibuya M, Ebizuka Y
  Title
Differential expression of three oxidosqualene cyclase mRNAs in Glycyrrhiza glabra.
  Journal
Biol. Pharm. Bull. 27 (2004) 1086-92.
  Sequence
Reference
6  [PMID:16445885]
  Authors
Guhling O, Hobl B, Yeats T, Jetter R
  Title
Cloning and characterization of a lupeol synthase involved in the synthesis of epicuticular wax crystals on stem and hypocotyl surfaces of Ricinus communis.
  Journal
Arch. Biochem. Biophys. 448 (2006) 60-72.
  Sequence
Reference
7  [PMID:17803686]
  Authors
Basyuni M, Oku H, Tsujimoto E, Kinjo K, Baba S, Takara K
  Title
Triterpene synthases from the Okinawan mangrove tribe, Rhizophoraceae.
  Journal
FEBS. J. 274 (2007) 5028-42.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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