Synthesis of cyclic adenosine 5 '-diphosphate ribose analogues: a C2 ' endo/syn "southern" ribose conformation underlies activity at the sea urchin cADPR receptor

Christelle Moreau, Gloria A. Ashamu, Victoria C. Bailey, Antony Galione, Andreas H. Guse, Barry V. L. Potter

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Novel 8-substituted base and sugar-modified analogues of the Ca2+ mobilizing second messenger cyclic adenosine 5'-diphosphate ribose (cADPR) were synthesized using a chemoenzymatic approach and evaluated for activity in sea urchin egg homogenate (SUH) and in Jurkat T-lymphocytes; conformational analysis investigated by H-1 NMR spectroscopy revealed that a C2' endo/syn conformation of the "southern" ribose is crucial for agonist or antagonist activity at the SUH-, but not at the T cell-cADPR receptor.
Original languageEnglish
Pages (from-to)278-290
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number1
DOIs
Publication statusPublished - 2011

Fingerprint Dive into the research topics of 'Synthesis of cyclic adenosine 5 '-diphosphate ribose analogues: a C2 ' endo/syn "southern" ribose conformation underlies activity at the sea urchin cADPR receptor'. Together they form a unique fingerprint.

Cite this