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Synthesis, photochromic properties, and light-controlled metal complexation of a naphthopyran derivative.


ABSTRACT: A light-controlled reversible binding switch based on photochromic 3H-naphtho[2,1-b]pyran is under development for studying cellular oscillatory calcium signals. The binding affinities of the closed and open forms of substituted naphthopyran 1 for Ca(2+), Mg(2+), and Sr(2+) in buffer were determined. The photochemically ring-opened form of the receptor exhibited increased affinity compared to the thermally stable closed form of the receptor. The binding affinity difference for Ca(2+) was approximately 77-fold at pH 7.6.

SUBMITTER: Kumar S 

PROVIDER: S-EPMC2752387 | biostudies-literature | 2008 Sep

REPOSITORIES: biostudies-literature

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Synthesis, photochromic properties, and light-controlled metal complexation of a naphthopyran derivative.

Kumar Satish S   Hernandez David D   Hoa Brenda B   Lee Yuna Y   Yang Julie S JS   McCurdy Alison A  

Organic letters 20080723 17


A light-controlled reversible binding switch based on photochromic 3H-naphtho[2,1-b]pyran is under development for studying cellular oscillatory calcium signals. The binding affinities of the closed and open forms of substituted naphthopyran 1 for Ca(2+), Mg(2+), and Sr(2+) in buffer were determined. The photochemically ring-opened form of the receptor exhibited increased affinity compared to the thermally stable closed form of the receptor. The binding affinity difference for Ca(2+) was approxi  ...[more]

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