BRENDA - Information on EC 1.14.14.50 - tabersonine 3-oxygenase

CYP71D1V2

T3O

16-methoxytabersonine + [reduced NADPH-hemoprotein reductase] + O2 = (3R)-3-hydroxy-16-methoxy-1,2-didehydro-2,3-dihydrotabersonine + [oxidized NADPH-hemoprotein reductase] + H2O

(1)

-

0

tabersonine + [reduced NADPH-hemoprotein reductase] + O2 = (3R)-3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine + [oxidized NADPH-hemoprotein reductase] + H2O

(2)

-

0

KEGG

Biosynthesis of secondary metabolites, Indole alkaloid biosynthesis

MetaCyc

vindoline, vindorosine and vinblastine biosynthesis

16-methoxytabersonine,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)

This cytochrome P-450 (heme thiolate) enzyme acts on 16-methoxytabersonine, leading to biosynthesis of vindoline in the plant Catharanthus roseus (Madagascar periwinkle). It can also act on tabersonine, resulting in the production of small amounts of vindorosine. The products are unstable and, in the absence of EC 1.1.99.41, 3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine reductase, will convert into 3-epoxylated compounds.