KEGG ENZYME: 2.3.1.150

ENZYME: 2.3.1.150

Entry

EC 2.3.1.150                Enzyme

Name

salutaridinol 7-O-acetyltransferase

Class

Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups

Sysname

acetyl-CoA:salutaridinol 7-O-acetyltransferase

Reaction(IUBMB)

acetyl-CoA + salutaridinol = CoA + 7-O-acetylsalutaridinol [RN:R04723]

Reaction(KEGG)

R04723

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

Genes

PSOM:

113321357 113340083

Reference

Authors

Lenz R, Zenk MH.

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

[ag:AAK73661]

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

LinkDB

DBGET integrated database retrieval system