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Chem Commun (Camb)
2014 Mar 07;5019:2458-61. doi: 10.1039/c3cc49249d.
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''Click cyclic ADP-ribose'': a neutral second messenger mimic.
Swarbrick JM
,
Graeff R
,
Garnham C
,
Thomas MP
,
Galione A
,
Potter BV
.
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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.
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