Unknown enzyme hydroxylates DMPhOH

Stable Identifier
Reaction [omitted]
Homo sapiens
DMPhOH is hydroxylated to MDMQ10H2 by DMPhOH monooxygenase
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The enzymatic conversion of 2-methoxy-6-decaprenylphenol (DMPhOH) to 2-methoxy-6-decaprenyl-1,4-benzoquinol (MDMQ10H2) is inferred from the equivalent reaction in yeast (Gin et al. 2003, Ozeir et al. 2011). . It was thought at one time that the flavin dependent monooxygenase, COQ6, was the enzyme that catalysed this reaction, however, it has been subsequently shown that COQ6 is not essential for this reaction (Ozeir et al. 2011). Yet, Nicoll et al. reported low levels of in vitro activity for a resurrected ancestral COQ6, opening the possibility that COQ6 might be a bifunctional hydroxylase operating on carbon C5 and C1 of CoQ precursors (Nicoll et al., 2024). Note that the proposal by Pelosi et al. that COQ4 catalyzes an oxidative decarboxylation eliminates reaction from the CoQ biosynthesis pathway (Pelosi et al., 2024) is an alternative hypothesis.
Literature References
PubMed ID Title Journal Year
38425362 In vitro construction of the COQ metabolon unveils the molecular determinants of coenzyme Q biosynthesis

Gottinger, A, Mascotti, ML, Alvigini, L, Mattevi, A, Nicoll, CR, Cecchini, D, Corana, F, Mannucci, B

Nat Catal 2024
12721307 The Saccharomyces cerevisiae COQ6 gene encodes a mitochondrial flavin-dependent monooxygenase required for coenzyme Q biosynthesis

Tzagoloff, A, Rothman, SC, Jonassen, T, Hsu, AY, Gin, P, Lee, PT, Clarke, CF

J Biol Chem 2003
38014142 COQ4 is required for the oxidative decarboxylation of the C1 carbon of Coenzyme Q in eukaryotic cells

Morbiato, L, Pelosi, L, Salviati, L, Trevisson, E, Roger-Margueritat, M, Desbats, MA, Guerra, RM, Pierrel, F, Ferizhendi, KK, Agosto, C, Sánchez-Cuesta, A, García-Corzo, L, Vázquez-Fonseca, L, Alcázar-Fabra, M, Marchi, M, Wendisch, VF, Brea-Calvo, G, Pagliarini, DJ, Zanotti, G, Bartlett, AK, Tonello, F, Rascalou, B, Navas, P, Burgardt, A

bioRxiv 2023
21944752 Coenzyme Q biosynthesis: Coq6 is required for the C5-hydroxylation reaction and substrate analogs rescue Coq6 deficiency

Ozeir, M, Fontecave, M, Lill, R, Pierrel, F, Webert, H, Mühlenhoff, U

Chem Biol 2011
Catalyst Activity

monooxygenase activity of DMPhOH monooxygenase [mitochondrial matrix]

Inferred From
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