Department of Applied Chemistry, College of Arts and Sciences, Northeast Agricultural University, Harbin 150030, China.
Int J Mol Sci. 2022 Jun 2;23(11):6256. doi: 10.3390/ijms23116256.
A new chemosensor, namely -(2-morpholinoethyl)acetamide-4-morpholine-1,8-naphthimide (), was designed and synthesized through an amidation reaction. was fabricated as a multifunctional fluorescent probe for monitoring pH and isoxaflutole. exhibited excellent stability in MeCN/HO (/, 9/1), with an obvious "off-on" fluorescence response toward pH changes due to intramolecular charge transfer (ICT), where the linear response ranges of in the weakly acidic system were from 4.2 to 5.0 and from 5.0 to 6.0 with apparent p = 4.62 ± 0.02 and 5.43 ± 0.02. Based on morpholine as the lysosome targetable unit, could selectively locate lysosomes in live cells. also successfully detected the presence of H in test papers. Finally, could specifically recognize isoxaflutole at a detection limit of 0.88 μM. A possible sensing mechanism was identified based on density function theory calculations. These results indicate that could be a superior potential chemosensor for detecting pH and isoxaflutole selectively and sensitively and could be used in real sample detection.
一种新的化学传感器，即-(2-吗啉基乙基)乙酰胺-4-吗啉-1,8-萘啶（），通过酰胺化反应设计和合成。作为一种多功能荧光探针，用于监测 pH 值和异噁唑草酮。在 MeCN/HO（/，9/1）中表现出优异的稳定性，由于分子内电荷转移（ICT），对 pH 值变化具有明显的“关-开”荧光响应，其中在弱酸性体系中对的线性响应范围为 4.2 至 5.0 和 5.0 至 6.0，明显的 p 值分别为 4.62 ± 0.02 和 5.43 ± 0.02。基于吗啉作为溶酶体靶单元，能够选择性地定位活细胞中的溶酶体。还成功地在试纸上检测到 H 的存在。最后，能够特异性地识别异噁唑草酮，检测限为 0.88 μM。基于密度泛函理论计算确定了可能的传感机制。这些结果表明，能够成为一种优越的潜在化学传感器，用于选择性和灵敏地检测 pH 值和异噁唑草酮，并可用于实际样品检测。
