Abstract

Carba-NAD+and pseudocarba-NAD+, and their 8-azidoadenosyl derivatives, were found to be good competitive inhibitors of calf spleen NAD+glycohydrolase. The 8-azido compounds, tested as photoaffinity labels, inhibited the enzyme in a light- and time-dependent manner; this inhibition could be prevented by 3-aminopyridine adenine dinucleotide (n3PdAD+), a competitive inhibitor of NAD+glycohydrolase. Irradiation in the presence of the [3H]-labeled 8-azido-carba-NAD+derivative resulted in an irreversible incorporation of the radioactivity into the enzyme that could be largely prevented by addition of n3PdAD+. These results indicate that carbocyclic-analogs of NAD+will be useful in identifying the substrate binding site of NAD+glycohydrolase.

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