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Analogues of the potent Ca(2+) releasing second messenger cyclic ADP-ribose (cADPR) with a 1,2,3-triazole pyrophosphate bioisostere were synthesised by click-mediated macrocyclisation. The ability to activate Ca(2+) release was surprisingly retained, and hydrolysis of cADPR by CD38 could also be inhibited, illustrating the potential of this approach to design drug-like signalling pathway modulators.

Original publication

DOI

10.1039/c3cc49249d

Type

Journal article

Journal

Chem Commun (Camb)

Publication Date

07/03/2014

Volume

50

Pages

2458 - 2461

Keywords

Animals, Calcium, Click Chemistry, Cyclic ADP-Ribose, Diphosphates, Female, Ovum, Sea Urchins, Second Messenger Systems