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基于噻二唑基席夫碱的绿色合成及精氨酸和抗坏血酸的识别

Green synthesis of Schiff base based on thiadiazolyl and recognition of arginine and ascorbic acid.

作者信息

Liu Yuting, Zhou Yi, Yin Dawei, Zhang Zixu, Zheng Ruilin, Chen Jiabao, Dang Chi, Yang Yawen, Gao Ziqi

机构信息

Key Laboratory of Chemical Additives for China National Light Industry, College of Chemistry and Chemical Engineering, Shaanxi University of Science & Technology, Xian 710021, China.

Institute of Frontier Science and Technology Transfer, Shaanxi University of Science & Technology, Xian 710021, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2025 Dec 15;343:126566. doi: 10.1016/j.saa.2025.126566. Epub 2025 Jun 12.

DOI:10.1016/j.saa.2025.126566
PMID:40517699
Abstract

Arginine (Arg) and ascorbic acid (AA) are biologically essential compounds that play a key role in human development and disease resistance. Consequently, it is imperative to detect these molecules expeditiously and efficiently. In the present study, 5-phenyl-1,3,4-thiadizole-2-amine and 2-((5-phenyl-1,3,4-thiadizole-2-yl)imino) methyl) phenol (henceforth designated Probe L) were synthesised catalytically by low eutectic solvent. Subsequently, probe L was utilised as a fluorescence sensor for the detection of Arg and AA. Specifically, the solution of probe L undergoes a colour change from yellow to orange-red in the presence of Arg, and fades when interacting with AA. However, under the fluorescence spectrum, the fluorescence intensity of the probe L solution significantly increases after the addition of Arg and AA. The experiments on the influence of time on the recognition of probe L demonstrated that Arg and AA could be recognised at different times. In the experiments on the influence of pH on the recognition of probe L, it was shown that Arg and AA could be effectively detected within the pH range of 4-12. The curve analysis of Job indicates that 2:3 (probe L: Arg) and 3:2 (probe L: AA) are combined with the stoichiometric ratio. The binding constants of Arg and AA were determined to be 7.43 × 10 M and 14.11 × 10 M, respectively. The detection limits (LOD) were calculated to be 1.05 × 10 M and 9.37 × 10 M, respectively. In conclusion, this work presents the synthesis of probe L, promoted by DES, and establishes its practicality as a highly selective and stable optical sensor for Arg and AA, which is of great significance for biomedical and environmental monitoring.

摘要

精氨酸(Arg)和抗坏血酸(AA)是生物必需化合物,在人类发育和抗病能力中起关键作用。因此,快速有效地检测这些分子至关重要。在本研究中,通过低共熔溶剂催化合成了5-苯基-1,3,4-噻二唑-2-胺和2-((5-苯基-1,3,4-噻二唑-2-基)亚氨基)甲基)苯酚(以下简称探针L)。随后,将探针L用作检测Arg和AA的荧光传感器。具体而言,在Arg存在下,探针L溶液的颜色从黄色变为橙红色,与AA相互作用时褪色。然而,在荧光光谱下,加入Arg和AA后,探针L溶液的荧光强度显著增加。关于时间对探针L识别影响的实验表明,Arg和AA可在不同时间被识别。在关于pH对探针L识别影响的实验中,结果表明在4-12的pH范围内可有效检测到Arg和AA。Job曲线分析表明,化学计量比为2:3(探针L:Arg)和3:2(探针L:AA)结合。Arg和AA的结合常数分别测定为7.43×10⁶ M和14.11×10⁶ M。检测限(LOD)分别计算为1.05×10⁻⁷ M和9.37×10⁻⁷ M。总之,这项工作展示了由低共熔溶剂促进的探针L的合成,并确立了其作为用于Arg和AA的高选择性和稳定光学传感器的实用性,这对生物医学和环境监测具有重要意义。

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