Talanta ( IF 5.6 ) Pub Date : 2023-01-24 , DOI: 10.1016/j.talanta.2023.124303 Yanhui Ma 1 , Xuzhao Wang 2 , Zhen Wang 1 , Guijiang Zhang 1 , Xiyu Chen 1 , Yibo Zhang 1 , Yunfei Luo 1 , Gui Gao 1 , Xin Zhou 1
DDAO (1,3-Dichloro-7-hydroxy-9,9-dimethyl-2(9H)-acridone) is a near-infrared (NIR) fluorophore that has received increasing attention in recent years, exhibiting near-infrared emission at 658 nm, low pKa (∼5.0), good water solubility and high quantum yield (Φ = 0.39). The reported DDAO-based fluorescent probes can be applied to biological imaging ofenzymes and other substances in vivo with high sensitivity and selectivity. Herein, using –OCN as the detection group, a novel NIR H2S fluorescent probe DDAO-CN based on DDAO was designed and synthesized. In PBS buffer (10 mM, pH 7.4), probe DDAO-CN displayed specific selection, short response time (within 10 s) and low detection limit (4.3 nM) towards to H2S under the catalysis of CTAB. At the same time, the probe is able to sense H2S gas produced by food spoilage via the fluorescent test strip loaded with DDAO-CN. Moreover, since the probe has optimal pH range (6.0–9.0), it has been successfully used for bioimaging H2S in the HeLa cells with low cytotoxicity.
中文翻译:
一种能够快速响应和选择性检测食品样品和活细胞中硫化氢的水溶性 NIR 荧光探针
DDAO (1,3-Dichloro-7-hydroxy-9,9-dimethyl-2(9 H )-acridone) 是一种近红外 (NIR) 荧光团,近年来受到越来越多的关注,在658 nm,低 pKa (~5.0),良好的水溶性和高量子产率 (Φ = 0.39)。所报道的基于DDAO的荧光探针可应用于体内酶和其他物质的生物成像,具有高灵敏度和选择性。本文以-OCN为检测基团,设计合成了一种基于DDAO的新型NIR H 2 S荧光探针DDAO-CN 。在 PBS 缓冲液(10 mM,pH 7.4)中,探针DDAO-CN显示出对 H 2 的特异性选择、短响应时间(10 秒内)和低检测限(4.3 nM )S 在 CTAB 的催化下。同时,探针能够通过载有DDAO-CN的荧光试纸检测食物腐败变质产生的H 2 S气体。此外,由于该探针具有最佳 pH 范围 (6.0–9.0),它已成功用于低细胞毒性的 HeLa 细胞中的H 2 S 生物成像。