The synthesis and bioimaging of a biocompatible hydrogen sulfide fluorescent probe with high sensitivity and selectivity

Abstract

Hydrogen sulfide (H2S), a well-known poisonous gas, has been recognized as a critical endogenous gas transmitter in the past decade.

Novel fluorescent probe based on dicoumarin for detection of hydrogen sulfide in real samples

“…[ 1 ] At the same time, H 2 S is the third gas signaling molecule after nitric oxide (NO), and carbon monoxide (CO), and is the smallest and most basic biological thiol in life systems. [ 2 ] H 2 S is an essential fulcrum in human physiology to balance health and disease, as it is produced endogenously in almost all organs and tissues of the human body through enzymatic and non‐enzymatic pathways. [ 3 ] H 2 S is also involved in the regulation of a range of complex physiological and pathophysiological functions in the body.…”

An NBD tertiary amine is a fluorescent quencher and/or a weak green-light fluorophore in H2S-specific probes

“…In the last decade, many research groups have successfully developed hundreds of H 2 S fluorescent probes via different H 2 S-mediated reactions and sensing mechanisms. 7–18 For example, the H 2 S-induced reduction of azides has emerged as the most widely-used strategy for H 2 S probes since 2011. 8 Other reactions, including reduction of a nitro group and hydroxyamine, 9 thiolysis of dinitrophenyl ether, 10 various cleavages of C–O bonds, 11 C–S bonds, 12 and C–Cl bonds, 13 as well as Michael addition, 14 have also been used for H 2 S fluorescent probes.…”

“…7–18 For example, the H 2 S-induced reduction of azides has emerged as the most widely-used strategy for H 2 S probes since 2011. 8 Other reactions, including reduction of a nitro group and hydroxyamine, 9 thiolysis of dinitrophenyl ether, 10 various cleavages of C–O bonds, 11 C–S bonds, 12 and C–Cl bonds, 13 as well as Michael addition, 14 have also been used for H 2 S fluorescent probes. We as well as others have developed a series of highly selective H 2 S probes based on thiolysis of 7-nitro-1,2,3-benzoxadiazole (NBD) amine.…”

A ratiometric fluorescent probe based on two-isophorone fluorophore for detecting cysteine

“…Compared with common analysis methods such as fluorescent spectroscopy, potentiometry, and high performance liquid chromatography (HPLC), 9,[12][13][14][15][16][17][18] which are cumbersome and less used for the intracellular detection of biological thiols, fluorescent probes have attracted increasing attention in this field because of their simple operation, high resolution, high sensitivity, real-time detection, penetrability and noninvasiveness. [19][20][21][22][23][24][25][26] At present, more and more small molecule fluorescent probes and nanosensors have been designed, synthesized, and extensively used in the detection of biological thiols.…”