The efficient synthesis, physicochemical and photolytical properties of a photoactivable BAPTA-based Ca(2+) cage containing two photosensitive o-nitrobenzhydryl groups attached to the aromatic core are described. Ca(2+) release in living cells was evaluated. The double substitution with the chromophores caused a significant improvement of the Ca(2+) release properties of nitr-T versus singly substituted reported nitr-x derivatives without compromising Ca(2+)/Mg(2+) selectivity or pH insensitivity. Our results demonstrate a general strategy to improve light-triggered Ca(2+) release which may result in more efficient, selective, and pH-insensitive photolabile Ca(2+) chelators.
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http://dx.doi.org/10.1021/ja2115184 | DOI Listing |
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