A novel 100% aqueous solution near-infrared ratiometric fluorescent CN- probe based on 1,4-dihydropyridines, with a large fluorescent emission peak shift

Longqi Xue; Rui Wang; Shaolong Qi; Hai Xu; Xinyu Wang; Liangqiang Wu; QingbiaoYang; Jianshi Du; Yaoxian Li

doi:10.1016/j.talanta.2021.122100

A novel 100% aqueous solution near-infrared ratiometric fluorescent CN- probe based on 1,4-dihydropyridines, with a large fluorescent emission peak shift

Talanta. 2021 Apr 1:225:122100. doi: 10.1016/j.talanta.2021.122100. Epub 2021 Jan 9.

Authors

Longqi Xue¹, Rui Wang², Shaolong Qi³, Hai Xu⁴, Xinyu Wang³, Liangqiang Wu⁴, QingbiaoYang⁵, Jianshi Du⁶, Yaoxian Li⁴

Affiliations

¹ College of Chemistry, Jilin University, Changchun, 130021, PR China; Key Laboratory of Lymphatic Surgery Jilin Province, Engineering Laboratory of Lymphatic Surgery Jilin Province, Changchun, 130031, PR China.
² College of Chemistry, Jilin University, Changchun, 130021, PR China; China Tobacco Hebei Industrial Co., LTD, China Tobacco, Shijiazhuang, 050051, PR China.
³ China-Japan Union Hospital of Jilin University, Changchun, 130061, PR China; Key Laboratory of Lymphatic Surgery Jilin Province, Engineering Laboratory of Lymphatic Surgery Jilin Province, Changchun, 130031, PR China.
⁴ College of Chemistry, Jilin University, Changchun, 130021, PR China.
⁵ College of Chemistry, Jilin University, Changchun, 130021, PR China; Key Laboratory of Lymphatic Surgery Jilin Province, Engineering Laboratory of Lymphatic Surgery Jilin Province, Changchun, 130031, PR China. Electronic address: yangqb@jlu.edu.cn.
⁶ China-Japan Union Hospital of Jilin University, Changchun, 130061, PR China; Key Laboratory of Lymphatic Surgery Jilin Province, Engineering Laboratory of Lymphatic Surgery Jilin Province, Changchun, 130031, PR China. Electronic address: dujs@jlu.edu.cn.

PMID: 33592800
DOI: 10.1016/j.talanta.2021.122100

Abstract

1,4-Dihydropyridines are a class of drugs with a wide range of biological activities and pharmacological effects. However, there are few reports on its optical activity, especially its application on fluorescent CN^- probe. In this experiment, we designed and synthesized a fluorescent probe based on 1,4-dihydropyridines to detect CN^-. Interestingly, the probe exhibited outstanding properties such as 100% water soluble, near infrared, ratiometric, fast response, high selectivity and anti-interference ability for other ions. The color change indicated that the probe can be used for naked eye identification. In particular, the probe showed a super large fluorescent emission peak shift (260 nm). In addition, the reaction mechanism of the probe has been studied by ¹H NMR titration, high resolution mass spectrometry and theoretical calculations.

Keywords: 1,4-Dihydropyridines; Aqueous solution; Fluorescent probe; Near-infrared.