A Single Fluorescent Probe to Visualize Hydrogen Sulfide and Hydrogen Polysulfides with Different Fluorescence Signals

Abstract

Hydrogen sulfide (H2S) and hydrogen polysulfides (H2Sn, n > 1) are endogenous regulators of many physiological processes. In order to better understand the symbiotic relationship and cellular cross-talk between H2S and H2Sn, it is highly desirable to develop single fluorescent probes which enable dual-channel discrimination between H2S and H2Sn. Herein we report the rational design, synthesis, and evaluation of the first dual-detection fluorescent probe DDP-1 that can visualize H2S and H2Sn with different fluorescence signals. The probe showed high selectivity and sensitivity to H2S and H2Sn in aqueous media and in cells.

Observation of the Generation of ONOO– in Mitochondria under Various Stimuli with a Sensitive Fluorescence Probe

“…[13][14][15][16][17][18][19][20] In the past several years, a number of fluorescence probes were developed to detect ONOOby usually taking advantage of the strong oxidizability and nucleophilicity of ONOO -. They mainly include the phenyl boronic ester-based, 21,22 hydrazine-based, 23,24 selenium or tellurium-based [25][26][27] and methyl(4hydroxyphenyl)amino-based probes.…”

In situ quantification and evaluation of ClO−/H2S homeostasis in inflammatory gastric tissue by applying a rationally designed dual-response fluorescence probe featuring a novel H+-activated mechanism

“…Meanwhile, many elaborate probes have also been designed for the quantification of RSS in blood, tissues, cells, and organelles [19][20][21][22][23][24][25][26] Thus a phenyl-C=N-N-R group was designed as the fast reporter for ClO -. On the other hand, in situ determination of endogenous H 2 S in tissue is still a challenge, because it requires the rapid and sensitive response.…”

Gasotransmitter Regulation of Phosphatase Activity in Live Cells Studied by Three‐Channel Imaging Correlation

“…Meanwhile, fluorescent probes for H 2 S imaging have also been designed by a serial of strategies such as quenching‐ion removal, substitution/addition reactions, and azido (‐N 3 ) group reduction . Although numerous individual phosphatase and H 2 S probes are available, evaluating the correlation of phosphatase activity to the H 2 S level has been limited because the synchronous use of two fluorescent probes inevitably leads to large invasive effects, different cellular uptake, and spectral interruption …”

“…Then, the coumarin derivative was linked to rhodol with a piperazine bridge through an amidation reaction. Finally, phosphate was grafted onto rhodol to obtain our probe N 3 ‐CR‐PO 4 ; the green emission of rhodol is shut off since spirocyclization interrupts the π‐conjugation . After purification, N 3 ‐CR‐PO 4 was characterized by HRMS, and 1 H, 13 C and 31 P NMR spectroscopy (Figures S2–S5).…”