The synthesis and application of a colour-switch β-arylethenesulfonyl fluoride fluorescent probe in the detection of serum albumin
Marie-Claire Giel A , Tze Cin Owyong A B and Yuning Hong A A *A Department of Biochemistry and Chemistry, La Trobe Institute for Molecular Science, La Trobe University, Melbourne, Vic. 3086, Australia.
B School of Chemistry, The University of Melbourne, Parkville, Vic. 3010, Australia.
Australian Journal of Chemistry 75(11) 877-883 https://doi.org/10.1071/CH22165
Submitted: 27 July 2022 Accepted: 26 September 2022 Published: 22 November 2022
© 2022 The Author(s) (or their employer(s)). Published by CSIRO Publishing. This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License (CC BY-NC-ND)
Abstract
Proteins play a pivotal role in regulating important physiological processes and serve as important biomarkers for many diseases. Herein, we present a new strategy for bovine serum albumin (BSA) detection using a novel colour-switch fluorescent probe CPV-ESF ((E)-2-(4-((Z)-1-cyano-2-(4-(diethylamino)phenyl)vinyl)phenyl)ethene-1-sulfonyl fluoride). CPV-ESF reacts with nucleophilic amino acids of BSA via 1,4-Michael addition click chemistry to create a covalently linked CPV-ESF:BSA complex, which can be easily detected by a fluorescence colour-switch response. The sensing mechanism, sensitivity and selectivity of CPV-ESF for BSA detection as well as its application for cell imaging have been investigated.
Keywords: 1,4-Michael addition chemistry, aggregation-induced emission, BSA, click chemistry, fluorescence probe, protein detection.
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