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Nucleic Acids Symposium Series 2003 3(1):1-2; doi:10.1093/nass/3.1.1
© 2003 by Oxford University Press
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Analogues of cyclic adenosine 5'-diphosphate ribose and adenophostin A, nucleotides in cellular signal transduction

Gerd K. Wagner1, Andrew M. Riley1, Heidi J. Rosenberg1, Colin W. Taylor2, Andreas H. Guse3 and Barry V. L. Potter1

1 Wolfson Laboratory of Medicinal Chemistry, Department of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath, BA2 7AY, UK, 2 Department of Pharmacology, University of Cambridge, Tennis Court Road, Cambridge, CB2 1 PD, UK, 3 University Hospital Hamburg-Eppendorf, Institute of Medical Biochemistry and Molecular Biology I: Cellular Signal Transduction, Martinistr. 52, D-20246 Hamburg, Germany

Nicotinamide 8-Br-hypoxanthine dinucleotide (8-Br-NHD+) was cyclised at the N-1 position by ADP-ribosyl cyclase from Aplysia californica to give cyclic 8-Br-inosine diphosphoribose, a novel membrane-permeant analogue of cyclic-ADP ribose and agonist in human T cells. Adenine-substituted analogues of adenophostin A with potent Ca2+ releasing activity were synthesized; docking studies using the binding core of the Ins(1,4,5)P3 receptor identified specific residues that could be of importance in determining the hyperagonist nature of adenophostin activity.


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