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用于 SO 检测和生物成像的高特异性荧光探针。

High-Specific Fluorescence Probe for SO Detection and Bioimaging.

机构信息

Scientific Instrument Center, Shanxi University, Taiyuan, 030006, People's Republic of China.

School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, 030006, People's Republic of China.

出版信息

J Fluoresc. 2021 Mar;31(2):363-371. doi: 10.1007/s10895-020-02662-4. Epub 2021 Jan 4.

DOI:10.1007/s10895-020-02662-4
PMID:33398676
Abstract

It is well known that sulfite (SO) plays an indispensable role in various physiological processes. Abnormal levels of SO can trigger a wide variety of diseases involving respiratory, nervous and cardiovascular systems. Hence, it is necessary to find an efficient approach for detection of SO. In this study, a pyrene derivative, (E)-4-(3-oxo-3-(pyren-1-yl)prop-1-en-1-yl)phenyl acrylate (PPA), was designed and synthesized for monitoring SO. The probe possessed simple synthetic steps, excellent anti-interference ability and specific response to SO in the presence of other substances. The reaction between PPA and SO was ascribed to Michael addition and the detection mechanism was confirmed by HRMS spectra analysis and FTIR analysis. Additionally, PPA responded linearly to detect SO within the rang of 0-100 μM. The limit of detection was calculated as low as 0.17 μM in accordance with the recommendation of IUPAC (CDL =3sb/m). Notably, PPA was further applied in biological imaging in HepG2 cells, which provided a possibility to monitor SO in vivo.

摘要

众所周知,亚硫酸盐(SO)在各种生理过程中发挥着不可或缺的作用。SO 水平异常会引发涉及呼吸、神经和心血管系统的多种疾病。因此,有必要找到一种有效的方法来检测 SO。在本研究中,设计并合成了一种芘衍生物(E)-4-(3-氧代-3-(芘-1-基)丙-1-烯-1-基)苯基丙烯酰胺(PPA),用于监测 SO。该探针具有简单的合成步骤、出色的抗干扰能力以及在存在其他物质时对 SO 的特异性响应。PPA 与 SO 的反应归因于迈克尔加成,检测机制通过高分辨率质谱(HRMS)谱图分析和傅里叶变换红外(FTIR)分析得到证实。此外,PPA 在 0-100μM 的范围内对 SO 的检测呈线性响应。根据国际纯粹与应用化学联合会(IUPAC)的建议(CDL=3sb/m),检测限计算低至 0.17μM。值得注意的是,PPA 进一步应用于 HepG2 细胞中的生物成像,这为体内监测 SO 提供了可能性。

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