A NBD-S-rhodamine dyad for dual-color discriminative imaging of biothiols and Cys/Hcy

Abstract

A fluorescent probe based on fast thiolysis of NBD thioether is developed for dual-color discriminative imaging of Cys and GSH.

Mitochondria-Immobilized Unimolecular Fluorescent Probe for Multiplexing Imaging of Living Cancer Cells

“…Although Cys/Hcy and GSH consumes ZED competitively, the green fluorescence can still be partly turned on in the presence of excess amounts of GSH through a reversible S N Ar substitution, showing that NBD is capable of detecting Cys/Hcy in cells. To date, there are many reports about sensing Cys/Hcy in cells using the NBD moiety, − and the sensing mechanisms have been well discussed in literature. , Apart for the response toward thiols, ZED and its derivate, ZED-1, also reacted with HOCl generating a red fluorescence F 543 from Rhodamine B (Figure S3). F 543 also had great selectivity to HOCl over other biological relevant analytes in cuvettes (Figure S4).…”

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

“…Probes that use NBD as a reactive group can be mainly classified into those with an NBD-O ether, an NBD-S ether, or an NBD-N bond [111] , [192] , [193] , [194] , [195] , [196] . When forming the above structures, NBD will show different fluorescence emissions, making it suitable to distinguish different RSSs [197] , [198] , [199] , [200] , [201] , [202] , [203] , [204] .…”

Homocysteine-specific fluorescence detection and quantification for evaluating S-adenosylhomocysteine hydrolase activity

“…[14][15][16][17][18][19][20][21][22][23][24][25] Most of the designed strategies of fluorescent probes for biothiols predominantly employ strong nucleophilicity of the sulfydryl group, and the reactions include cyclization, Michael addition, cleavage reaction, nucleophilic substitution, and cleavage of S-S bonds. [26][27][28][29][30][31][32][33][34][35][36][37] Some of these probes themselves are non-fluorescence due to various quenching modes, such as photoinduced electron transfer (PET), fluorescence resonance energy transfer (FRET), and intramolecular charge transfer (ICT), their fluorescence can be switched on by biothiols, thus realizing the detection of fluorescence in biothiols. 38 However, because of the structural similarity and the chemical reactivity of biothiols, [39][40][41] the development of fluorescence chemosensors enabling the discrimination of Hcy over Cys/GSH is still a considerable challenge.…”