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J Am Chem Soc. 2012 May 9;134(18):7733-40. doi: 10.1021/ja2115184. Epub 2012 May 1.

New photolabile BAPTA-based Ca2+ cages with improved photorelease.

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Max-Planck-Institut für Polymerforschung, Ackermannweg 10, 55128 Mainz, Germany.


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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