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Cyclic ADP-ribose analogues containing the methylenebisphosphonate linkage: effect of pyrophosphate modifications on Ca2+ release activity.

Abstract：

:Analogues of cyclic ADP-ribose (cADPR) incorporating a methylenebisphosphonate linkage in the place of the pyrophosphate have been synthesized from nicotinamide adenine dinucleotide analogues enzymatically using Aplysia californica ADP-ribosyl cyclase. Methylenebisphosphonate cyclic ADP-ribose (cADPR[CH(2)]) and methylenebisphosphonate cyclic 3-deaza-ADP-ribose (3-deaza-cADPR[CH(2)]) showed full agonist activity for release of Ca(2+) ions from sea urchin egg homogenates. The EC(50) for cADPR[CH(2)] was 856 nM and that for 3-deaza-cADPR[CH(2)] was 300 nM, about 15- and 5-fold less potent than cADPR, respectively.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Xu L,Walseth TF,Slama JT

doi

10.1021/jm049469l

keywords:

subject

Has Abstract

pub_date

2005-06-16 00:00:00

pages

4177-81

issue

12

eissn

0022-2623

issn

1520-4804

journal_volume

48

pub_type

杂志文章

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