The Journal of Organic Chemistry

Amine-flavin electron transfer photochemistry. Potential models for monoamine oxidase catalysis and inhibition

JM Kim, IS Cho, PS Mariano

Index: Kim, Jong-Man; Cho, In-Seop; Mariano, Patrick S. Journal of Organic Chemistry, 1991 , vol. 56, # 16 p. 4943 - 4955

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Citation Number: 32

Abstract

The photoreactions of 3-methyllumitlavin (3MLF) and a variety of amines have been explored. These studies have demonstrated that 3MLF undergoes efficient photoreactions with a-silyl tertiary benzylamines to generate la-adducts by pathways involving sequential SET and desilylation followed by radical coupling. These adducts are unstable substances that react rapidly with nucleophiles (eg, MeOH, H20, and NaBH4) and oxygen. They are ...