Reaction: 2 (R)-torosachrysone + H2O2 = phlegmacin + 2 H2O
Glossary: (R)-torosachrysone = (3R)-3,8,9-trihydroxy-6-methoxy-3-methyl-3,4-dihydroanthracen-1(2H)-one
phlegmacin = 1,2′,5′,6,9,10′-hexahydroxy-3,7′-dimethoxy-2′,6-dimethyl-2′,3′,6,7-tetrahydro-[2,9′-bianthracene]-4′(1'H),8(5H)-dione
Other name(s): UPO1
Systematic name: (R)-torosachrysone:hydrogen-peroxide oxidoreductase (phlegmacin-forming)
Comments: The enzyme, characterized from the mushroom Calonarius odorifer, catalyses the regioselective coupling of two molecules of the phenolic compound (R)-torosachrysone at the corresponding C7 and C10′ positions, forming the 7,10′-coupled dimeric product (phlegmacin). The enzyme produces both atropisomers of the product.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. Platz, L., Lohr, N.A., Girkens, M.P., Eisen, F., Braun, K., Fessner, N., Bar, C., Huttel, W., Hoffmeister, D. and Muller, M. Regioselective oxidative phenol coupling by a mushroom unspecific peroxygenase. Angew. Chem. Int. Ed. Engl. 63 (2024) e202407425. [PMID: 38963262]