Journal
ORGANIC LETTERS
Volume 13, Issue 8, Pages 2018-2021Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200408j
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Funding
- NIH [PN2EY018241]
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An optically controlled Ca2+-chelator 1 was developed to mimic natural calcium oscillations. Compound 1, a spiroamido-rhodamine derivative of 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA), underwent cycles of reversible transitions between a colorless closed state and a fluorescent open form. The closed-state exhibited a high affinity for Ca2+ (K-d: 509 nM) with excellent selectivity over Mg2+ (K-d: 19 mM). The open isomer had a 350-fold lower Ca2+ affinity (K-d: 181 mu M), while the Mg2+ affinity was not significantly affected (K-d: 14 mM).
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