Enzymatic ADP-ribosylation of benzotriazoles and related triazoles. Difference of glycosidation site between triazoles and indazoles

Some benzotriazoles and related triazole were ADP-ribosylated in the presence of NAD and NAD-nucleo-sidase to give corresponding dinucleotides. The site of ribosylation for these dinucleotides was found exclusively to be N-1 on the basis of their uv and 15N-nmr spectra, contrasting with N-2 for indazole dinucleotides. The origin of this difference in regiochemical specificity between the triazole and diazole systems is discussed.

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