Fluorescent chemodosimeter for Cys/Hcy with a large absorption shift and imaging in living cells

Abstract

A novel molecule T1 with efficient intramolecular charge transfer was designed as a fluorescent chemodosimeter for cysteine (Cys) and homocysteine (Hcy). Upon addition of Cys/Hcy, T1 exhibited greatly enhanced fluorescence intensity as well as a large absorption peak shift (70 nm), and can be used for bioimaging of Cys/Hcy in living cells and detection in human plasma by visual color change. The detection mechanism was proved by (1)H NMR, mass spectrometry analysis and Gaussian calculations.

Fluorescent/luminescent detection of natural amino acids by organometallic systems

“…The fluorescence of Zn (27) (Figure 13) quenched by chelating with Cys and Asp was investigated among the 20 naturally occurring AAs [57].…”

An ‘OFF–ON’ fluorescent probe for specially recognize on Cys and its application in bioimaging

“…Colorimetric and fluorescent methods to detect thiols have received increasing attention since they are simple, sensitive, efficient and applicable for intracellular detection among the various strategies [17]. Many mechanisms were based on Michael addition [18][19][20][21][22][23][24][25][26], cyclization with aldehydes [27][28][29][30], ligand displacement of metal complexes by thiols [31][32][33][34] and cleavage reaction induced by thiols [35][36][37][38]. The sensors for thiol utilizing thiol addition to the maleimide moiety have been developed when Sippel reported N-(4'-(7-diethylamino-4-methylcoumarin-3-yl)phenyl)maleimide as one of the first examples of thiol probes in 1981 [39][40].…”

A New Turn on Fluorescent Probe for Selective Detection of Cysteine/Homocysteine

“…Significant efforts have been devoted to construction of fluorescent probes for biothiols [7]. Many fluorescent probes involved in different detecting mechanisms have been developed for thiols detecting, such as Michael addition reaction [8][9][10][11][12][13][14][15][16], cyclization reaction based on aminothiols and aldehyde [17][18][19][20][21], cleavage reaction induced by thiols [22][23][24][25][26][27][28][29][30], and ligand displacement of metal complexes by thiols [31][32][33].…”