Synthesis of cyclic adenosine 5′-diphosphate ribose analogues: a C2′ endo/syn “southern” ribose conformation underlies activity at the sea urchin cADPR receptor†,10.1039/C0OB00396D

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

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

Organic & Biomolecular Chemistry Pub Date : 10/25/2010 00:00:00 , DOI:10.1039/C0OB00396D

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 ¹H 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.