Fluorescent probes for hydrogen sulfide detection and bioimaging

Abstract

In comparison with other biological detection technologies, fluorescence bioimaging technology has become a powerful supporting tool for intracellular detection, and can provide attractive facilities for investigating physiological and pathological processes of interest with high spatial and temporal resolution, less invasiveness, and a rapid response. Due to the versatile roles of hydrogen sulfide (H 2 S) in cellular signal transduction and intracellular redox status regulation, fluorescent probes for the detection of this third signalling gasotransmitter have rapidly increased in number in recent years. These probes can offer powerful means to investigate the physiological actions of H 2 S in its native environments without disturbing its endogenous distribution. In this feature article, we address the synthesis and design strategies for the development of fluorescent probes for H 2 S based on the reaction type between H 2 S and the probes. Moreover, we also highlight fluorescent probes for other reactive sulfur species, such as sulfane sulfurs and SO 2 derivatives.

Fluorescent chemical probes for accurate tumor diagnosis and targeting therapy

“…3,[44][45][46][47][48][49][50] These small fluorescent theranostic agents exhibit improved photophysical properties and can be easily modified by chemical synthesis. 51,52 The structural architecture of these systems is often relatively simple and compact: a desirable fluorophore, a tumor targeting ligand, and a masked antitumor drug. The intact theranostic agent is delivered through the circulation to accumulate in the tumor through the action of the targeting ligand.…”

Near-Infrared Fluorescence Probe for in Situ Detection of Superoxide Anion and Hydrogen Polysulfides in Mitochondrial Oxidative Stress

“…40,41 Studies indicate that the nitro group can be reduced by H 2 S to produce the corresponding amino group under mild conditions. 4,42 We hypothesized that the stronger electrophile H 2 S n would behave more reducibility toward nitro group than H 2 S. The integration of mnitrophenol into the fluorescence platform would dramatically quench the fluorescence of fluorophore. The mechanism for this fluorescence quenching was attributed to photoinduced electron transfer (PET) process from the excited fluorophore to a strong electron-withdrawing group (donor-excited PET; d-PET).…”

“…Accumulated evidences suggest that hydrogen sulfide (H 2 S, a member of RSS) plays essential roles in regulating the intracellular redox status and fundamental signaling processes. 4,5 However, recently interests are focused on physiological functions of another member of RSS: hydrogen polysulfides (H 2 S n , n > 1).…”

“…31 To date, the fluorescent probes for O 2 •− and H 2 S n separate detection have been elegantly developed. 1,4 However, the combined-response fluorescent probes for in situ detection of O 2…”

A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells

“…Compared with these traditional methods, uorescence analysis is widely used because of its advantages such as good selectivity, high sensitivity, simplicity, rapidness, and nondestructive bioimaging. 13 Much attention has been given by chemists and biologists to develop various uorescent chemosensors that would allow real-time tracking of a small molecule of interest in living cells and animals. 14 In recent years, a number of uorescent H 2 S probes based on different design strategies have been developed, including using nucleophilic substitution reaction, [15][16][17] chemoselective reduction of azide to amine, [18][19][20] Cu 2+ -uorophore complex [21][22][23] through indicator displacement assays.…”