Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation

Abstract

[structure: see text] A model system has been developed to study the synergy between aromatic stacking and hydrogen bonding in the binding of a flavin derivative. The results show that the identity of both the hydrogen bonding and pi-stacking units strongly determine the overall receptor affinity for flavin in both the oxidized and radical anion forms.