Steric and Electronic Effects in Capsule-Confined Green Fluorescent Protein Chromophores

The turn-on of emission in fluorescent protein chromophores sequestered in an “octaacid” capsule is controlled by stereoelectronic effects described by a linear free energy relationship. The stereochemical effects are governed by both the positions and volumes of the aryl substituents, while the ele...

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Veröffentlicht in:Journal of the American Chemical Society 2011-02, Vol.133 (4), p.712-715
Hauptverfasser: Baldridge, Anthony, Samanta, Shampa R, Jayaraj, Nithyanandhan, Ramamurthy, V, Tolbert, Laren M
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Sprache:eng
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Zusammenfassung:The turn-on of emission in fluorescent protein chromophores sequestered in an “octaacid” capsule is controlled by stereoelectronic effects described by a linear free energy relationship. The stereochemical effects are governed by both the positions and volumes of the aryl substituents, while the electronic effects, including ortho effects, can be treated with Hammett σ parameters. The use of substituent volumes rather than A values reflects packing of the molecule within the confines of the capsule.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja1094606