KEGG   ENZYME: 1.14.14.191
Entry
EC 1.14.14.191              Enzyme                                 
Name
taxane oxetanase 1;
TOT1;
Chr9_74725878;
CYP725A37
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
taxa-4(20),11-dien-5alpha-yl acetate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (oxetane ring forming)
Reaction(IUBMB)
taxa-4(20),11-dien-5alpha-yl acetate + [reduced NADPH---hemoprotein reductase] + O2 = 5,20-epoxytaxa-11-en-4alpha-yl acetate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R13493]
Reaction(KEGG)
R13493
Substrate
taxa-4(20),11-dien-5alpha-yl acetate [CPD:C11896];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
5,20-epoxytaxa-11-en-4alpha-yl acetate [CPD:C23033];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome-P-450 (heme thiolate) enzyme. Demonstrated in the plant Taxus mairei (Maire's yew). It is involved in the biosynthesis of taxol (paclitaxel). The reaction involves epoxidation of the 4(20)-double bond followed by rearangement giving the oxetane ring. The reaction was demonstrated using taxa-4(20),11-diene-2alpha,5alpha,7beta,9alpha,10beta,13alpha-hexayl hexaacetate.
History
EC 1.14.14.191 created 2025
Reference
1  [PMID:38271490]
  Authors
Jiang B, Gao L, Wang H, Sun Y, Zhang X, Ke H, Liu S, Ma P, Liao Q, Wang Y, Wang H, Liu Y, Du R, Rogge T, Li W, Shang Y, Houk KN, Xiong X, Xie D, Huang S, Lei X, Yan J.
  Title
Characterization and heterologous reconstitution of Taxus biosynthetic enzymes leading to baccatin III.
  Journal
Science 383:622-629 (2024)
DOI:10.1126/science.adj3484
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.191
IUBMB Enzyme Nomenclature: 1.14.14.191
ExPASy - ENZYME nomenclature database: 1.14.14.191
BRENDA, the Enzyme Database: 1.14.14.191
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