A Multifunctional and Fast-Response Lysosome-Targetable Fluorescent Probe for Monitoring pH and Isoxaflutole

被引：5

作者：

Yang, Liu ^{[1
]}

Liu, Yan ^{[1
]}

Yue, Mingli ^{[1
]}

Li, Ping ^{[1
]}

Liu, Yulong ^{[1
]}

Ye, Fei ^{[1
]}

Fu, Ying ^{[1
]}

机构：

[1] Northeast Agr Univ, Dept Appl Chem, Coll Arts & Sci, Harbin 150030, Peoples R China

来源：

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES | 2022年 / 23卷 / 11期

基金：

中国国家自然科学基金;

关键词：

fluorescence; pH sensing; lysosome target probe; isoxaflutole; ICT; NAPHTHALIMIDE; METABOLITES; BALANCE; SOIL;

D O I：

10.3390/ijms23116256

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new chemosensor, namely N-(2-morpholinoethyl)acetamide-4-morpholine-1,8-naphthimide (MMN), was designed and synthesized through an amidation reaction. MMN was fabricated as a multifunctional fluorescent probe for monitoring pH and isoxaflutole. MMN exhibited excellent stability in MeCN/H2O (v/v, 9/1), with an obvious "off-on" fluorescence response toward pH changes due to intramolecular charge transfer (ICT), where the linear response ranges of MMN in the weakly acidic system were from 4.2 to 5.0 and from 5.0 to 6.0 with apparent pK(a) = 4.62 +/- 0.02 and 5.43 +/- 0.02. Based on morpholine as the lysosome targetable unit, MMN could selectively locate lysosomes in live cells. MMN also successfully detected the presence of H+ in test papers. Finally, MMN could specifically recognize isoxaflutole at a detection limit of 0.88 mu M. A possible sensing mechanism was identified based on density function theory calculations. These results indicate that MMN could be a superior potential chemosensor for detecting pH and isoxaflutole selectively and sensitively and could be used in real sample detection.

引用

页数：12