KEGG   ENZYME: 2.3.1.150Help
Entry
EC 2.3.1.150                Enzyme                                 

Name
salutaridinol 7-O-acetyltransferase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
acetyl-CoA:salutaridinol 7-O-acetyltransferase
Reaction(IUBMB)
acetyl-CoA + salutaridinol = CoA + 7-O-acetylsalutaridinol [RN:R04723]
Reaction(KEGG)
Substrate
acetyl-CoA [CPD:C00024];
salutaridinol [CPD:C05220]
Product
CoA [CPD:C00010];
7-O-acetylsalutaridinol [CPD:C05322]
Comment
The enzyme is present in the poppy, Papaver somniferum. At pH 8-9 the product, 7-O-acetylsalutaridinol, spontaneously closes the 4->5 oxide bridge by allylic elimination to form the morphine precursor thebaine
History
EC 2.3.1.150 created 1999
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13393  salutaridinol 7-O-acetyltransferase
Reference
1
  Authors
Lenz, R., Zenk, M.H.
  Title
Closure of the oxide bridge in morphine biosynthesis.
  Journal
Tetrahedron Lett 35:3897-3900 (1994)
Reference
2  [PMID:8537369]
  Authors
Lenz R, Zenk MH.
  Title
Acetyl coenzyme A:salutaridinol-7-O-acetyltransferase from papaver somniferum plant cell cultures. The enzyme catalyzing the formation of thebaine in morphine biosynthesis.
  Journal
J Biol Chem 270:31091-6 (1995)
DOI:10.1074/jbc.270.52.31091
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.150
IUBMB Enzyme Nomenclature: 2.3.1.150
ExPASy - ENZYME nomenclature database: 2.3.1.150
BRENDA, the Enzyme Database: 2.3.1.150
CAS: 156859-13-1

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