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色烯-色烯席夫碱作为 Th 的荧光化学传感器及其在秀丽隐杆线虫生物成像中的应用。

Chromene-chromene Schiff base as a fluorescent chemosensor for Th and its application in bioimaging of Caenorhabditis elegans.

机构信息

Department of Chemistry, M.M Engineering College, Maharishi Markandeshwar (Deemed to be University), Mullana, Ambala 133 207, Haryana, India.

Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632 014, Tamil Nadu, India.

出版信息

Methods. 2024 May;225:28-37. doi: 10.1016/j.ymeth.2024.03.002. Epub 2024 Mar 12.

DOI:10.1016/j.ymeth.2024.03.002
PMID:38485032
Abstract

The manuscript presents the synthesis of a new di-chromene Schiff base (COM-CH) by combining 7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide and 4-oxo-4H-chromene-3-carbaldehyde, and its characterization using various analytical techniques. The probe COM-CH functional group contains a hard donor atom that selectively complexes with Th ions. This report investigated COM-CH's sensing ability towards Th chromogenic and fluorogenic methods in ACN: HO (8:2, v/v) with Th ions. The COM-CH-Th complex was excited at 430 nm, resulting in a bright emission band at 475 nm with a 45 nm Stokes shift. The COM-CH probe demonstrated the highest performance at pH 4.0 to 8.0, with a sensitivity of 18.7 nM. The complex formation of COM-CH with Th was investigated using NMR, FTIR spectrometry, and density functional theory calculations. The COM-CH and Th are bound with 2:1 stoichiometry and an association constant of 1.92 × 10 M. The probe's performance enabled the analysis of monazite sand and water samples for Th content. The probe successfully detected Th content in Caenorhabditis elegans, marking the first Th detection in animal models.

摘要

该手稿通过结合 7-(二乙氨基)-2-氧代-2H-色烯-3-甲酰肼和 4-氧代-4H-色烯-3-甲醛,展示了一种新的二色烯席夫碱(COM-CH)的合成,并通过各种分析技术对其进行了表征。探针 COM-CH 官能团包含一个硬供体原子,该原子选择性地与 Th 离子络合。本报告研究了 COM-CH 在 ACN:HO(8:2,v/v)中对 Th 的显色和荧光方法的传感能力。COM-CH-Th 配合物在 430nm 处被激发,在 475nm 处产生一个 45nm 的斯托克斯位移的明亮发射带。COM-CH 探针在 pH 4.0 到 8.0 之间表现出最佳性能,灵敏度为 18.7nM。通过 NMR、FTIR 光谱和密度泛函理论计算研究了 COM-CH 与 Th 的络合。COM-CH 与 Th 以 2:1 的化学计量比结合,结合常数为 1.92×10 M。该探针的性能使对独居石砂和水样中的 Th 含量进行了分析。该探针成功地检测了秀丽隐杆线虫中的 Th 含量,标志着首次在动物模型中检测到 Th。

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