Amino acid recognition by a fluorescent chemosensor based on cucurbit[8]uril and acridine hydrochloride

Xu, Weitao; Feng, Huaming; Zhao, Weiwei; Huang, Chunhua; Redshaw, Carl; Tao, Zhu; Xiao, Xin

Abstract

A new fluorescent chemosensor comprised of cucurbit[8]uril (Q[8]) and acridine hydrochloride (AC) has been designed and utilized for the recognition of amino acids. The AC was encapsulated by the Q[8] cavity and formed a 1:2 host-guest inclusion complex both in solution (aqueous) and in the solid-state. Whilst free AC is known to be strongly fluorescent, this strong fluorescence was quenched in the inclusion complex Q[8]-AC. This non-fluorescent complex Q[8]-AC was capable of serving as a fluorescence “off-on” probe, and was able to recognize either L-Phe or L-Trp via the competitive interaction between L-Phe or L-Trp. Moreover, the pH responsive nature of the probe allowed for the detection of basic amino acids, namely L-Arg, L-His, or L-Lys). As a result, a fluorescence method for the detection of five amino acids using a single system has been developed.

Citation

Xu, W., Feng, H., Zhao, W., Huang, C., Redshaw, C., Tao, Z., & Xiao, X. (2020). Amino acid recognition by a fluorescent chemosensor based on cucurbit[8]uril and acridine hydrochloride. Analytica Chimica Acta, 1135, 142-149. https://doi.org/10.1016/j.aca.2020.09.028

• Journal Article Type: Article
• Acceptance Date: Sep 13, 2020
• Online Publication Date: Sep 25, 2020
• Publication Date: Oct 23, 2020
• Deposit Date: Sep 26, 2020
• Publicly Available Date: Sep 26, 2021
• Journal: Analytica Chimica Acta
• Print ISSN: 0003-2670
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 1135
• Pages: 142-149
• DOI: https://doi.org/10.1016/j.aca.2020.09.028
• Keywords: Chemosensor; cucurbit[8]uril; Recognition; “Off-on” probe; pH-responsive
• Public URL: https://hull-repository.worktribe.com/output/3618233
• Publisher URL: https://www.sciencedirect.com/science/article/abs/pii/S0003267020309491?via%3Dihub