Reaction: ()-4'-demethyldeoxypodophyllotoxin + NADPH + H+ + O2 = ()-4'-demethylepipodophyllotoxin + NADP+ + H2O
Glossary: ()-4'-demethyldeoxypodophyllotoxin = (5R,5aR,8aR)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
()-4'-demethylepipodophyllotoxin = (5R,5aR,8aR,9S)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
Other name(s): CYP82D61 (gene name)
Systematic name: ()-deoxypodophyllotoxin,NADPH:oxygen oxidoreductase (4-hydroxylating)
Comments: This cytochrome P450 enzyme, characterized from the plant Sinopodophyllum hexandrum, produces the direct precursor to etoposide, a potent anticancer drug. It can also act on ()-deoxypodophyllotoxin with lower efficiency.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
1. Lau, W. and Sattely, E.S. Six enzymes from mayapple that complete the biosynthetic pathway to the etoposide aglycone. Science 349 (2015) 1224-1228. [PMID: 26359402]