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Optical control of calcium affinity in a spiroamido-rhodamine based calcium chelator.


ABSTRACT: An optically controlled Ca(2+)-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 Ca(2+) (K(d): 509 nM) with excellent selectivity over Mg(2+) (K(d): 19 mM). The open isomer had a 350-fold lower Ca(2+) affinity (K(d): 181 ?M), while the Mg(2+) affinity was not significantly affected (K(d): 14 mM).

SUBMITTER: Wu L 

PROVIDER: S-EPMC3147027 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Optical control of calcium affinity in a spiroamido-rhodamine based calcium chelator.

Wu Liangxing L   Dai Yingrui Y   Marriott Gerard G  

Organic letters 20110321 8


An optically controlled Ca(2+)-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 Ca(2+) (K(d): 509 nM) with excellent selectivity over Mg(2+) (K(d): 19 mM). The open isomer had a 350-fold lower Ca(2+) affinity (K(d): 18  ...[more]

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