Cyclic ADP-ribose and analogs

Details Cyclic ADP-ribose and analogs Cyclic ADP-ribose and analogs

1995-03-15

1997-03-04

Kunz, Gary L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 2623, 536 2624, C07H 19167, C07H 1920

Patent

active

056080476

ABSTRACT:
A non-enzymatic stereoselective cyclization of .beta.-NAD.sup.+ to yield cyclic ADP-ribose (cADPR). By heating .beta.-NAD.sup.+ in an anhydrous solvent in the presence of a metal halide and a nonnucleophilic base, cADPR was obtained as the sole cyclic isomer in yields as high as 28%. .alpha.-NAD was also converted into cADPR under the same reaction conditions.
Several analogs of cADPR have also been synthesized and some of these analogs have a greater Ca.sup.++ release activity than cADPR itself.

REFERENCES:
Shinji Yamada et al, Cyclic ADP-Ribose Via Stereoselective Cyclization of .beta.-NAD, 116, pp. 10787-10788, J. Am. Chem. So., 1994.
Qu-Ming Gu et al, Cyclic ADP-Ribose: Synthesis and Structural Assignment, 116, pp. 7481-7486, J. Am. Chem. Soc., 1994.

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