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4″,6″-Didehydro-cADPcR (3), an unsaturated carbocyclic ribose analog of a Ca 2+ -mobilizing second messenger cyclic ADP-ribose (cADPR), was designed and successfully synthesized using a key intramolecular condensation reaction forming the 18-membered pyrophosphate ring structure with a S-phenyl phosphorothioate-type substrate. Biological evaluation showed that 4″,6″-didehydro-cADPcR is a potent Ca 2+ -mobilizing agent in T cells. © 2008 Elsevier Ltd. All rights reserved.

Original publication

DOI

10.1016/j.tetlet.2008.04.100

Type

Journal article

Journal

Tetrahedron Letters

Publication Date

16/06/2008

Volume

49

Pages

3976 - 3979