College of Science and Technology, Hebei Agricultural University, Cangzhou, 061100, China.
State Key Laboratory of Reliability and Intelligence of Electrical Equipment, Hebei University of Technology, Tianjin, 300401, China; Hebei Key Laboratory of Molecular Biophysics, Institute of Biophysics, Hebei University of Technology, Tianjin, 300401, China.
Talanta. 2023 May 1;256:124303. doi: 10.1016/j.talanta.2023.124303. Epub 2023 Jan 24.
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 HS 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 HS under the catalysis of CTAB. At the same time, the probe is able to sense HS 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 HS in the HeLa cells with low cytotoxicity.
DDAO（1,3-二氯-7-羟基-9,9-二甲基-2(9H)-吖啶酮）是一种近红外（NIR）荧光团，近年来受到越来越多的关注，其在 658nm 处表现出近红外发射，低 pKa（约 5.0），良好的水溶性和高量子产率（Φ=0.39）。报道的基于 DDAO 的荧光探针可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。在此，我们以-OCN 作为检测基团，设计并合成了一种基于 DDAO 的新型 NIR HS 荧光探针 DDAO-CN。在 PBS 缓冲液（10mM，pH7.4）中，探针 DDAO-CN 在 CTAB 的催化下对 HS 表现出特异性选择、短的响应时间（在 10s 内）和低的检测限（4.3nM）。同时，探针可以通过加载 DDAO-CN 的荧光测试条来感测由食物变质产生的 HS 气体。此外，由于探针具有最佳 pH 范围（6.0-9.0），因此已成功用于 HeLa 细胞中 HS 的生物成像，其细胞毒性低。
