Pub No:
50
Title:
Oxaziridines as Possible Intermediates in Flavin Monooxygenases
Authors:
Orf, H.W. and David Dolphin
Journal:
Monooxygenases Proc. Natl. Acad. Sci. U.S.A.
Year:
1974
Pages:
71, 2646-2650
Abstract:
The enzymatic hydroxylation reactions of flavin monooxygenases are suggested to involve an oxaziridine as the active oxygenating agent. The chemistry of these monooxygenases and their nonenzymatic model systems are consistent with an oxaziridine intermediate. Several advantages of the oxaziridine model over the previously proposed "carbonyl oxide" and flavin peroxide models are discussed.

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Oxygenation cycle for flavin monooxygenases
Results of extended Huckel calculations on reduced isoalloxazine
Oxygenation cycle for flavin monooxygenases
Results of extended Huckel calculations on reduced isoalloxazine