A NIR fluorescent sensor for biothiols based on a dicyanoisophorone derivative with a large Stokes shift and high quantum yield. (3rd June 2019)

• Record Type: Journal Article
• Authors: Qian, Ming; Zhang, Liuwei; Wang, Jingyun
• Is Part Of: New journal of chemistry. Volume 43:Number 24(2019)
• Page Start: 9614
• Page End: 9622
• Publication Date: 2019-06-03
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c9nj01643k
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : ProbeN-Bio exhibited rapid response, high sensitivity and strong NIR fluorescence in the detection of biothiols in living cells. Abstract : Herein, a NIR fluorescent probeN-Bio was developed for the effective detection of biothiols by exploiting a dicyanoisophorone derivative (N-OH ) as the fluorophore and a thiol-responsive 2, 4-dinitro-benzenesulfonyl (DNBS) group as the recognition group. The introduction of theN-OH fluorophore endowed the probe with a high quantum yield (0.30), large Stokes shift (120 nm), excellent photostability and high NIR fluorescence inside cells. Upon the cleavage of the DNBS group by biothiols, probeN-Bio demonstrated rapid response (6 min for Cys, 12 min for GSH and 14 min for Hcy), high signal to noise ratios (208-fold for Cys, 204-fold for GSH and 168-fold for Hcy) and exceedingly low detection limits (36.93 nM for Cys, 32.56 nM for GSH, and 65.03 nM for Hcy). Encouraged by the appreciable sensing performance in vitro, N-Bio was then successfully applied for real-time monitoring of the level of biothiols in living cells and real sample detection.