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2'-deoxy cyclic adenosine 5'-diphosphate ribose derivatives: importance of the 2'-hydroxyl motif for the antagonistic activity of 8-substituted cADPR derivatives.

Abstract:

The structural features needed for antagonism at the cyclic ADP-ribose (cADPR) receptor are unclear. Chemoenzymatic syntheses of novel 8-substituted 2'-deoxy-cADPR analogues, including 8-bromo-2'-deoxy-cADPR 7, 8-amino-2'-deoxy-cADPR 8, 8- O-methyl-2'-deoxy-cADPR 9, 8-phenyl-2'-deoxy-cADPR 10 and its ribose counterpart 8-phenyl-cADPR 5 are reported, including improved syntheses of established antagonists 8-amino-cADPR 2 and 8-bromo-cADPR 3. Aplysia californica ADP-ribosyl cyclase tolerates ev...

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Publication status:
Published

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Publisher copy:
10.1021/jm7010386

Authors


Wagner, GK More by this author
Garnham, C More by this author
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Institution:
University of Oxford
Department:
Oxford, MSD, Pharmacology
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Journal:
Journal of medicinal chemistry
Volume:
51
Issue:
6
Pages:
1623-1636
Publication date:
2008-03-05
DOI:
EISSN:
1520-4804
ISSN:
0022-2623
URN:
uuid:14d6975f-5b73-4ba2-af15-8e62587cce1e
Source identifiers:
106264
Local pid:
pubs:106264

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