Conformational probe: static quenching is reduced upon acid triggered ring flip of a myo-inositol derivative |
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Authors: | Manikandan Kadirvel Abdul Gbaj David Mansell Steven M. Miles Biljana Arsic Elena V. Bichenkova Sally Freeman |
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Affiliation: | aSchool of Pharmacy and Pharmaceutical Sciences, University of Manchester, Oxford Road, Manchester M13 9PT, United Kingdom |
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Abstract: | The aromatic rings in 4-O-dabsyl-6-O-dansyl-myo-inositol-1,3,5-orthoformate (6) participate in electron transfer causing static quenching as detected by the absence of fluorescence. Upon addition of acid, the orthoformate lock is cleaved, with subsequent conformational change of the myo-inositol ring from penta-axial to the more stable penta-equatorial chair, which causes some increase in fluorescence due to spatial separation of fluorophore and a quencher and reduction in static quenching. In the case of 4,6-O-bisdansyl-myo-inositol-1,3,5-orthoformate (3), the acid-induced removal of the orthoformate lock leads to substantial change of fluorescence following spatial separation of two dansyl groups. |
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Keywords: | Excimer Exciplex Fluorescent probe Trigger Inositol Conformation Static quenching |
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