A novel pyrene-based dual multifunctional fluorescent probe for differential sensing of pH and HSO3− and their bioimaging in live cells. (1st February 2018)

• Record Type: Journal Article
• Authors: Chao, Jianbin; Wang, Huijuan; Zhang, Yongbin; Yin, Caixia; Huo, Fangjun; Sun, Jinyu; Zhao, Minggen
• Is Part Of: New journal of chemistry. Volume 42:Number 5(2018)
• Page Start: 3322
• Page End: 3333
• Publication Date: 2018-02-01
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c7nj03903d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : We designed and synthesized a new fluorescent probe for detecting pH and HSO3 − using pyrene as an electron donor (D) and pyridine as an electron acceptor (A). Abstract : We designed and synthesized a new fluorescent probe for detecting pH and HSO3 − using pyrene as an electron donor (D) and pyridine as an electron acceptor (A). The fluorescent probe for sensing pH and HSO3 − could distinguish these by their spectral properties in different media. pH titrations indicated that the probe displayed a ratiometric emission (pH 7.10–1.36) with a p K a of 4.26, responded linearly to minor pH fluctuations within the acidic pH range of 3.00–5.50 in CH3 CN/H2 O (1/3, v/v), and exhibited a remarkable emission enhancement (pH 7.10–13.09) with a p K a of 10.91 and a linear response in the extremely alkaline pH range of 9.75–11.35 in CH3 CN/H2 O (1/19, v/v). Interestingly, the probe also responded to HSO3 − with an obvious turn-off fluorescence signal in PBS buffer (pH = 5.00, 1.5% DMSO). This could be attributed to the Michael addition of HSO3 − to the α, β-unsaturated ketone, which resulted in breaking of the conjugation. The detection limit (LOD) of the probe for HSO3 − based on the definition by IUPAC was calculated to be 1.9 nM. Furthermore, the probe was employed successfully for the imaging of pH and HSO3 − in live cells, which indicated that the probe was a suitable indicator for imaging the distribution of pH or HSO3 − and tracking their changes.