| Title: | A dicyanoisophorone-based highly sensitive and selective near-infrared fluorescent probe for sensing thiophenol in water samples and living cells |
| Author(s): | Zhang Y; Hao Y; Ma X; Chen S; Xu M; |
| Address: | "Henan Key Laboratory of Biomolecular Recognition and Sensing, Henan Joint International Research Laboratory of Chemo/Biosensing and Early Diagnosis of Major Diseases, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, 476000, China. Henan Key Laboratory of Biomolecular Recognition and Sensing, Henan Joint International Research Laboratory of Chemo/Biosensing and Early Diagnosis of Major Diseases, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, 476000, China; Key Laboratory of Theoretical Organic Chemistry and Function Molecule of Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, China. Electronic address: hao0736@163.com. Key Laboratory of Theoretical Organic Chemistry and Function Molecule of Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, China. Henan Key Laboratory of Biomolecular Recognition and Sensing, Henan Joint International Research Laboratory of Chemo/Biosensing and Early Diagnosis of Major Diseases, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, 476000, China; College of Chemistry, Zhengzhou University, Zhengzhou, 450001, China" |
| DOI: | 10.1016/j.envpol.2020.114958 |
| ISSN/ISBN: | 1873-6424 (Electronic) 0269-7491 (Linking) |
| Abstract: | "Thiophenol (PhSH) is an important sulfhydryl compound in organic synthesis, but it is also a volatile environmental pollutant with high toxicity to organisms. Herein, we reported a novel near-infrared (NIR) probe (1) for turn-on fluorescence detection of PhSH. The probe was prepared by coupling 2,4-dinitrophenyl (DNP) to a dicyanoisophorone-based fluorophore (2). PhSH can specifically perform a nucleophilic aromatic substitution on probe 1 and result in the release of fluorophore 2, thus achieving a turn-on fluorescence response (lambda(em) = 693 nm). A dramatic color change from red (lambda(abs) = 525 nm) to blue (lambda(abs) = 668 nm) was also observed. This fluorescent assay displayed a large Stokes shift ( approximately 133 nm) and a high sensitivity for PhSH, as well as a low detection limit (34 nM). Moreover, probe 1 was successfully applied to monitor PhSH in real water samples and image PhSH in living cells" |
| Keywords: | "*Fluorescent Dyes Phenols/analysis Sulfhydryl Compounds Water Pollutants, Chemical/*analysis Dicyanoisophorone Fluorescent probe Large Stokes shift Near-infrared Thiophenol;" |
| Notes: | "MedlineZhang, Yintang Hao, Yuanqiang Ma, Xiaohua Chen, Shu Xu, Maotian eng England 2020/06/17 Environ Pollut. 2020 Oct; 265(Pt B):114958. doi: 10.1016/j.envpol.2020.114958. Epub 2020 Jun 9" |
