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一种基于异佛尔酮的新型近红外荧光探针,用于内源性半胱氨酸的生物分析。

A novel near-infrared fluorescent probe based on isophorone for the bioassay of endogenous cysteine.

机构信息

School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.

出版信息

Org Biomol Chem. 2021 Jan 28;19(4):873-877. doi: 10.1039/d0ob02405h. Epub 2021 Jan 7.

Abstract

A dicyanoisophorone/acrylate-combined probe (DDP) was synthesized and designed as a near-infrared (NIR) fluorescent sensor for the rapid identification of Cys over Hcy and GSH in aqueous solution with a large Stokes shift (143 nm). The detection limit of Cys was 1.23 μM, which was lower than that of the intracellular Cys concentration. DDP was cell membrane-permeable and had been successfully applied to the detection of intracellular Cys in HeLa cells. The detection mechanism was determined by H NMR titration, MS and DFT calculations.

摘要

一种二氰异佛尔酮/丙烯酰胺组合探针(DDP)被合成并设计为近红外(NIR)荧光传感器,用于快速识别水溶液中的半胱氨酸(Cys)与高半胱氨酸(Hcy)和谷胱甘肽(GSH),具有较大的斯托克斯位移(143nm)。Cys 的检测限为 1.23μM,低于细胞内 Cys 浓度。DDP 具有细胞膜通透性,并已成功应用于 HeLa 细胞内 Cys 的检测。通过 1H NMR 滴定、MS 和 DFT 计算确定了检测机制。

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