A fluorescent probe based on BODIPY for hydrogen sulfide imaging in living cells and zebrafish

Xiaolong Ding , Qi Wang , Degen Chen , Yiliang Chen , Wenwen Pan , Qi Sun , Qian Chen , Xinya Han
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Abstract

A novel fluorescent probe based on 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) structure as fluorophore with 7-nitro-1,2,3-benzoxadiazole (NBD) served as detection unit was designed for specific and sensitive detection of H2S in living cells and zebrafish. In this work, we prepared a novel fluorescent probe for detection of hydrogen sulfide with strong fluorescent enhancement, good biocompatible and excellent specifically detection. The probe 1 displayed emission at 580 nm with excited wavelength at 530 nm in aqueous solution which organic proportion was only 10%. This probe exhibits highly selectively and specifically to detect H2S compared with other related interferences including sulphur-amino acids, sulfite ion and cations. In the addition of H2S into the detection system, the fluorescent intensity was sharply increased about 170-fold with the limitation detection as low as 16.8 nM. The sensing mechanism was through the cleave reaction between analyte and NBD unit which was characterized by high resolution mass spectrum (HRMS). This platform also permits low biotoxicity which can successfully be utilized to evaluate the concentration level of H2S and imaging in living cells and zebrafish.

Abstract Image

基于BODIPY的荧光探针用于活细胞和斑马鱼的硫化氢成像
设计了一种以4,4-二氟-4-硼-3a,4 -二氮-s-茚二烯(BODIPY)结构为荧光团,以7-硝基-1,2,3-苯并恶二唑(NBD)为检测单元的新型荧光探针,用于活细胞和斑马鱼体内H2S的特异、灵敏检测。本研究制备了一种荧光增强强、生物相容性好、特异性强的新型硫化氢荧光探针。探针1在有机含量为10%的水溶液中发射波长为580nm,激发波长为530nm。与含硫氨基酸、亚硫酸盐离子和阳离子等干扰物相比,该探针具有高度的选择性和特异性。在检测系统中加入H2S后,荧光强度急剧提高约170倍,检测限低至16.8 nM。其传感机理是通过分析物与NBD单元之间的裂解反应,并用高分辨率质谱(HRMS)对其进行表征。该平台具有低生物毒性,可成功用于评估活细胞和斑马鱼的H2S浓度水平和成像。
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