Cascade Reaction-Based, Near-Infrared Multiphoton Fluorescent Probe for the Selective Detection of Cysteine

Analytical Chemistry
Rasika R NawimanageRobin L McCarley

Abstract

The ability to detect and visualize cellular events and their associated target biological analytes through use of cell-permeable profluorogenic probes is dependent on the availability of activatable probes that respond rapidly and selectively to target analytes by production of fluorescent reporting molecules whose excitation and emission energies span a broad range. Herein is described a new probe, DCM-Cys, that preferentially reacts with cysteine to form a dicyanomethylene-4H-pyran (DCM) reporter whose red-energy fluorescence can be stimulated by two-photon, near-infrared excitation so as to provide visualization of cysteine presence inside living human cells with a high signal-to-background ratio. These aforementioned characteristics and the ability of DCM-Cys to provide selective, nanomolar-level in vitro cysteine detection, as demonstrated by its lack of significant response to other thiols and potential interfering agents from biological environments, are attributed to the molecular designs of the DCM-Cys probe and DCM reporter. Attachment of an acryl moiety to the DCM reporter via a self-eliminating, electron-withdrawing benzyl alcohol-carbamate linker offers a probe having selective, sensitive reaction with cysteine to...Continue Reading

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Citations

Jul 25, 2018·Methods and Applications in Fluorescence·Fanyong YanJie Wang
Jun 20, 2020·Chembiochem : a European Journal of Chemical Biology·Yuanfang TaoWeili Zhao
Apr 28, 2018·Chemical Communications : Chem Comm·Yu ZhaoMichael D Pluth
Nov 21, 2018·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Weijie ZhangCaixia Yin
Jun 26, 2021·The Analyst·Ya-Nan WeiJian-Hua Wang
Oct 12, 2021·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Xiao-Bo WangYan-Chao Wu

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