In our continuing studies to develop model systems for flavoenzymes, and in particular mimics for flavoenzymes where the cofactor is covalently bound to the apoenzyme, we wanted to develop a model system to study the combined effects of intramolecular aromatic 5 and hydrogen bonding interactions have on the physical properties of the flavin unit. Compound 1 was designed to allow us to explore these dual effects as the diamidopyridine moiety (DAP) is known to form ...