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


Reference:

Moreau, C., Ashamu, G. A., Bailey, V. C., Galione, A., Guse, A. H. and Potter, B. V. L., 2011. Synthesis of cyclic adenosine 5 '-diphosphate ribose analogues : a C2 ' endo/syn "southern" ribose conformation underlies activity at the sea urchin cADPR receptor. Organic and Biomolecular Chemistry, 9 (1), pp. 278-290.

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http://dx.doi.org/10.1039/c0ob00396d

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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.

Details

Item Type Articles
CreatorsMoreau, C., Ashamu, G. A., Bailey, V. C., Galione, A., Guse, A. H. and Potter, B. V. L.
DOI10.1039/c0ob00396d
Related URLs
URLURL Type
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3172588/Free Full-text
DepartmentsFaculty of Science > Pharmacy & Pharmacology
RefereedYes
StatusPublished
ID Code22347

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