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一种基于 FRET 的超分子纳米探针,具有红色荧光开启功能,可用于检测活细胞中的 SO 衍生物。

A FRET-based supramolecular nanoprobe with switch on red fluorescence to detect SO derivatives in living cells.

机构信息

Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China.

出版信息

J Mater Chem B. 2020 Feb 19;8(7):1538-1544. doi: 10.1039/c9tb02797a.

Abstract

SO2, an important gasotransmitter, plays significant roles in human physiological activities. The reported probes for the detection of SO2 derivatives are mostly based on the quenching or blue-shift of fluorescence, leading to interference from the background signal. Herein, we develop a novel FRET-based nanoprobe that shows turn-on fluorescence at 615 nm in the presence of SO32-/HSO3-. The nanoprobe consists of N,O,B-chelated dipyrromethene (BDP) as the energy donor, and hemicyanine derivatives of HEM-CO-Ph with a responsive site to SO32-/HSO3- as the energy acceptor. Initially, the fluorescence of BDP is quenched by HEM-CO-Ph due to the efficient FRET process. In the presence of sulfites, the nucleophilic addition interrupts the conjugation of HEM-CO-Ph and results in a 200 nm blue-shift of the absorption, leading to the suppression of the FRET process and recovery of the red fluorescence of BDP. The nanoprobe shows fast response to SO32-/HSO3- with high selectivity, great biocompatibility and cellular uptake. It is the first supramolecular nanoprobe for the detection of SO32-/HSO3- by using intermolecular energy transfer, ingeniously turning the nanoprobe from "OFF" state to "ON" state. The nanoprobe is applied to monitor exogenous and endogenous SO2 derivatives in the mitochondria of living cells.

摘要

SO2 是一种重要的气体递质,在人体生理活动中发挥着重要作用。目前报道的用于检测 SO2 衍生物的探针大多基于荧光的猝灭或蓝移,这导致背景信号的干扰。在此,我们开发了一种新型的基于 FRET 的纳米探针,在存在 SO32-/HSO3-的情况下在 615nm 处显示出开启的荧光。该纳米探针由 N,O,B 螯合的二吡咯甲川(BDP)作为能量供体,以及具有响应性的 SO32-/HSO3-位点的半花菁衍生物 HEM-CO-Ph 作为能量受体组成。最初,BDP 的荧光由于有效的 FRET 过程而被 HEM-CO-Ph 猝灭。在亚硫酸盐存在下,亲核加成中断了 HEM-CO-Ph 的共轭,导致吸收发生 200nm 的蓝移,从而抑制了 FRET 过程并恢复了 BDP 的红色荧光。该纳米探针对 SO32-/HSO3-具有快速的响应,具有高选择性、良好的生物相容性和细胞摄取能力。它是第一个使用分子间能量转移来检测 SO32-/HSO3-的超分子纳米探针,巧妙地将纳米探针从“OFF”状态转变为“ON”状态。该纳米探针被用于监测活细胞线粒体中外源和内源性 SO2 衍生物。

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