KEGG ORTHOLOGY: K15816

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) 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 Genes Reference   Authors

Segura MJ, Meyer MM, Matsuda SP

  Title

Arabidopsis thaliana LUP1 converts oxidosqualene to multiple triterpene alcohols  and a triterpene diol.

  Journal   Sequence Reference   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   Sequence Other DBs
ExPASy – ENZYME nomenclature database:  4.2.1.128

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