Reaction: 2-(all-trans-polyprenyl)phenol + NADPH + H+ + O2 = 3-(all-trans-polyprenyl)benzene-1,2-diol + NADP+ + H2O
For diagram of reaction click here.
Other name(s): ubiI (gene name); ubiM (gene name)
Systematic name: 2-(all-trans-polyprenyl)phenol,NADPH:oxygen oxidoreductase (6-hydroxylating)
Comments: Contains FAD. The enzyme from the bacterium Escherichia coli (UbiI) catalyses the first hydroxylation during the aerobic biosynthesis of ubiquinone. The enzyme from the bacterium Neisseria meningitidis (UbiM) can also catalyse the two additional hydroxylations that occur in the pathway (cf. EC 1.14.99.60, 3-demethoxyubiquinol 3-hydroxylase).
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, PDB, CAS registry number:
References:
1. Hajj Chehade, M., Loiseau, L., Lombard, M., Pecqueur, L., Ismail, A., Smadja, M., Golinelli-Pimpaneau, B., Mellot-Draznieks, C., Hamelin, O., Aussel, L., Kieffer-Jaquinod, S., Labessan, N., Barras, F., Fontecave, M. and Pierrel, F. ubiI, a new gene in Escherichia coli coenzyme Q biosynthesis, is involved in aerobic C5-hydroxylation. J. Biol. Chem 288 (2013) 20085–20092. [PMID: 23709220]
2. Pelosi, L., Ducluzeau, A.L., Loiseau, L., Barras, F., Schneider, D., Junier, I. and Pierrel, F. Evolution of Ubiquinone Biosynthesis: Multiple Proteobacterial Enzymes with Various Regioselectivities To Catalyze Three Contiguous Aromatic Hydroxylation Reactions. mSystems 1 (2016) . [PMID: 27822549]