A FRET-based ratiometric fluorescent probe for highly selective detection of cysteine based on a coumarin–rhodol derivative. (3rd September 2019)

• Record Type: Journal Article
• Authors: Bai, Yu; Wu, Ming-Xia; Ma, Qiu-Juan; Wang, Chun-Yan; Sun, Jing-Guo; Tian, Mei-Ju; Li, Jian-Sheng
• Is Part Of: New journal of chemistry. Volume 43:Number 37(2019)
• Page Start: 14763
• Page End: 14771
• Publication Date: 2019-09-03
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c9nj03375k
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A ratiometric fluorescent probe for detecting cysteine was designed and synthesized based on the fluorescence resonance energy transfer (FRET) process. Abstract : Cysteine, as an important amino acid in the human body, plays a vital role in people's normal life activities. In this paper, a ratiometric fluorescent probe for detecting cysteine was designed and synthesized based on the fluorescence resonance energy transfer (FRET) process. In this FRET system, a coumarin derivative was used as the energy donor, a rhodol fluorophore was chosen as the energy receptor, and an acrylate group was utilized as a cysteine recognition unit. In the absence of cysteine, the rhodol receptor was in the non-fluorescent lactone state and the FRET process was inhibited. Upon addition of cysteine, the closed spirolactone form was converted to a conjugated fluorescent xanthene form to induce the occurrence of FRET which resulted in a fluorescent signal decrease at 470 nm and enhancement at 543 nm. The ratiometric fluorescent probe exhibited excellent selectivity to Cys over Hcy and GSH. In addition, I 543nm / I 470nm of the probe for cysteine displayed a good linear relationship in the range of 5.0 × 10 −7 –1.0 × 10 −4 mol L −1, and the detection limit was 2.0 × 10 −7 mol L −1 . Furthermore, the probe showed low cell toxicity and was successfully applied to the confocal imaging of cysteine in HepG2 cells using dual emission channels.