KEGG   ENZYME: 4.2.1.128
Entry
EC 4.2.1.128                Enzyme                                 
Name
lupan-3beta,20-diol synthase;
LUP1 (gene name)
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
Sysname
(3S)-2,3-epoxy-2,3-dihydrosqualene hydro-lyase (lupan-3beta,20-diol-forming)
Reaction(IUBMB)
lupan-3beta,20-diol = (3S)-2,3-epoxy-2,3-dihydrosqualene + H2O [RN:R09743]
Reaction(KEGG)
R09743
Substrate
lupan-3beta,20-diol [CPD:C19863]
Product
(3S)-2,3-epoxy-2,3-dihydrosqualene [CPD:C01054];
H2O [CPD:C00001]
Comment
The reaction occurs in the reverse direction. The recombinant enzyme from Arabidopsis thaliana 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 5.4.99.41 (lupeol synthase).
History
EC 4.2.1.128 created 2011
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
Orthology
K15816  lupeol synthase 1
Genes
ATH: AT1G78970(LUP1)
Reference
1  [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 2:2257-9 (2000)
DOI:10.1021/ol006016b
  Sequence
[ath:AT1G78970]
Reference
2  [PMID:17107079]
  Authors
Kushiro T, Hoshino M, Tsutsumi T, Kawai K, Shiro M, Shibuya M, Ebizuka Y
  Title
Stereochemical course in water addition during LUP1-catalyzed triterpene cyclization.
  Journal
Org Lett 8:5589-92 (2006)
DOI:10.1021/ol062310d
  Sequence
[ath:AT1G78970]
Other DBs
ExplorEnz - The Enzyme Database: 4.2.1.128
IUBMB Enzyme Nomenclature: 4.2.1.128
ExPASy - ENZYME nomenclature database: 4.2.1.128
BRENDA, the Enzyme Database: 4.2.1.128
LinkDB

DBGET integrated database retrieval system