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Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions


Oesch, David; Luedtke, Nathan W (2015). Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions. Journal of the Chemical Society. Chemical Communications, 2015(51):12641-12644.

Abstract

4-4′-Disubstituted biphenyl boronic acids (BBAs) are push–pull fluorophores with “turn-on” fluorescence properties. Upon carbohydrate triol binding, BBA boronate esters can participate in photon-induced electron transfer, giving a twisted intramolecular charge transfer (TICT) complex. The resulting TICT emissions distinguish between carbohydrates that bind to boron as a diol versus triol unit, thereby revealing stereochemical information about the carbohydrate.

Abstract

4-4′-Disubstituted biphenyl boronic acids (BBAs) are push–pull fluorophores with “turn-on” fluorescence properties. Upon carbohydrate triol binding, BBA boronate esters can participate in photon-induced electron transfer, giving a twisted intramolecular charge transfer (TICT) complex. The resulting TICT emissions distinguish between carbohydrates that bind to boron as a diol versus triol unit, thereby revealing stereochemical information about the carbohydrate.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > Electronic, Optical and Magnetic Materials
Physical Sciences > Ceramics and Composites
Physical Sciences > General Chemistry
Physical Sciences > Surfaces, Coatings and Films
Physical Sciences > Metals and Alloys
Physical Sciences > Materials Chemistry
Language:English
Date:29 June 2015
Deposited On:21 Dec 2015 14:05
Last Modified:16 Nov 2022 08:15
Publisher:Royal Society of Chemistry
ISSN:0022-4936
Additional Information:Persons who receive the PDF must not make it further available or distribute it.
OA Status:Closed
Publisher DOI:https://doi.org/10.1039/C5CC03857J