Two-isophorone fluorophore-based design of a ratiometric fluorescent probe and its application in the sensing of biothiols

Abstract

A newly designed ratiometric fluorescent probe is applied in the sensing of biothiols.

Fluorescent probes based on nucleophilic aromatic substitution reactions for reactive sulfur and selenium species: Recent progress, applications, and design strategies

“…Benzenesulfonamide and benzenesulfonate are the main reactive groups of benzenesulfonic acid [20] , [112] , [113] , [114] , [115] , [116] , [117] , [118] , [119] , [120] . RSS and RSeS can break the benzenesulfonamide or benzenesulfonate bond and become bound to the aromatic part of the detection group with the concomitant release of SO 2 .…”

Ratiometric Imaging of MMP‐2 Activity Facilitates Tumor Detection Using Activatable Near‐Infrared Fluorescent Semiconducting Polymer Nanoparticles

“…[ 2 ] Such probes could avoid the occurrence of false‐positive signals regardless of the analyte of interest in dynamic biological environments, potentially improving accuracy for in vivo imaging. [ 3 ] In the past few years, a number of activatable ratiometric fluorescent probes have been reported, offering sensitive and reliable signals for the detection of different biological environments and biomolecules, such as pH, [ 4 ] hypoxia, [ 5 ] biothiols, [ 6 ] reactive oxygen species (ROS), [ 7 ] miRNA, [ 8 ] and enzymatic activity [ 9 ] in living cells and/or animals, which have become promising tools for both biomedical research and clinical applications.…”

A novel coumarin‐based fluorescent probe for selective detection of cysteine over homocysteine

“…Fluorescent probes based on various fluorophores are popularly used in biothiol detection because of their high sensitivity, high selectivity and low detection limit. [6][7][8][9][10][11][12][13][14][15][16] However, some of these probes suffer from certain drawbacks, which include the introduction of heavy metal ions, a long response time, and tedious synthetic procedures. More importantly, only a few sensors are able to discriminate Cys over Hcy due to their structural similarity and comparable reactivity.…”

“…More importantly, only a few sensors are able to discriminate Cys over Hcy due to their structural similarity and comparable reactivity. [17][18][19][20][21][22][23][24] The design strategies for biothiol probes are mainly based on the strong nucleophilicity and high binding affinity of the thiol group, and include Michael addition, [6][7][8]17,18 the cyclisation reaction with the cyano group 9 or aldehyde, 10 the conjugate addition-cyclisation reaction with an acrylate, 25,26 the disulphide exchange reaction, 27 cleavage of sulphonamide and sulphonate esters, 11 binding to metal complex [14][15][16]28 and nucleophilic substitution. 12,19,20 It has been well documented that the acrylate group serves as an efficient reaction site for Cys.…”

“…Therefore, development of rapid and efficient methodologies for selective detection of biothiols is of great significance. Fluorescent probes based on various fluorophores are popularly used in biothiol detection because of their high sensitivity, high selectivity and low detection limit 6‐16 . However, some of these probes suffer from certain drawbacks, which include the introduction of heavy metal ions, a long response time, and tedious synthetic procedures.…”