A water-soluble, small molecular fluorescence probe based on 2-(2′-hydroxyphenyl) benzoxazole for Zn2+ in plants. Issue 45 (7th November 2018)

• Record Type: Journal Article
• Authors: Shang, Yuting; Zheng, Shuwen; Tsakama, Madalitso; Wang, Miao; Chen, Weihua
• Is Part Of: Tetrahedron letters. Volume 59:Issue 45(2018)
• Page Start: 4003
• Page End: 4007
• Publication Date: 2018-11-07
• Subjects: Fluorescence -- 2-(2′-hydroxyphenyl) benzoxazole -- Zn2+ -- ESIPT -- Plants; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.09.057
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Reliable synthesis of the probe ZFP whose structure was confirmed by X-ray analysis. The probe shows high sensitivity and selectivity toward zinc ions against other metal ions. Unique sensing mechanism with perturbation of enol/keto tautomer emission. Excellent biocompatibility to ensure the probe to easily transport in both xylem and phloem of plants. Abstract: A water-soluble, small molecular zinc fluorescence probe (ZFP) based on 2-(2′-hydroxyphenyl) benzoxazole was prepared. It exhibited high selectivity and sensitivity to Zn 2+ than the other metal ions. The highest fluorescence enhancement was observed in the presence of Zn 2+ owing to the inhibition of excited-state intramolecular proton transfer (ESIPT). Furthermore, fluorescence imaging experiments confirmed that ZFP can be used to monitor Zn 2+ in biological systems.