HOW IMPORTANT IS THE N-3 SUGAR MOIETY IN THE TIGHT-BINDING INTERACTION OF COFORMYCIN WITH ADENOSINE-DEAMINASE

Preliminary findings on the possible important role of the N-3 sugar m oiety of coformycin in its tight-binding interaction with adenosine de aminase (ADA) are reported. The compound trahydro-4H-imidazo[4,5-d][1, 3]diazepin-5-one-8-ol (1), its 3-benzyl analogue (6), and the aglycon (7) served as probes. The first two were both found to be competitive inhibitors of ADA with K-i's in the range of 10(-5) M, while the last one was inactive. (C) 1997 Academic Press.