Reaction: taxa-4(20),11-dien-5α-yl acetate + [reduced NADPH—hemoprotein reductase] + O2 = 5,20-epoxytaxa-11-en-4α-yl acetate + [oxidized NADPH—hemoprotein reductase] + H2O
For diagram of reaction click here and mechanism click here
Other name(s): TOT1; Chr9_74725878
Systematic name: taxa-4(20),11-dien-5α-yl acetate,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (oxetane ring forming)
Comments: 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.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. 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, K.N., Xiong, X., Xie, D., Huang, S., Lei, X. and Yan, J. Characterization and heterologous reconstitution of Taxus biosynthetic enzymes leading to baccatin III. Science 383 (2024) 622-629. [PMID: 38271490]