Two novel analogs of cyclic ADP-ribose (cADPR), 9-cyclic etheno-ADP-ri
bose (1) and cyclic etheno-CDP-ribose (2) were synthesized. We have sh
own for the first time that enzymatic and biomimetic methods may proce
ed by different reaction pathways. 1,N-6-Etheno-nicotinamide-adenine d
inucleotide (3) was converted into 1 using the biomimetic procedure, w
hereas ADP-ribosyl cyclase transformed 3 into 4. The unique fluorescen
ce property and the strong Ca2+ mobilizing activity of 1 provide inves
tigators with a useful probe for the study of cADPR-binding proteins.
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