Syntheses and reactivity of bisflavins. Oxidation of N-benzyl-1,4-dihydronicotinamide by flavins in aqueous solution

Abstract

Several bisflavins linked at the 10,10′-positions of isoalloxazine rings have been synthesized. The kinetics of the oxidation of N-benzyl-1,4-dihydronicotinamide in aqueous solution have been examined. It has been found that each flavin of a bisflavin is considerably influenced by another intramolecular flavin moiety due to the formation of a charge-transfer complex between intramolecularly reduced and oxidized flavins. The formation of the complex depends on the conformation.