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光谱性质反映米力农的互变异构现象及其在 Fe 离子传感和蛋白质染色中的应用。

Spectral Properties Echoing the Tautomerism of Milrinone and Its Application to Fe Ion Sensing and Protein Staining.

机构信息

College of Chemistry and Chemical Engineering, Changsha University of Science and Technology, Changsha 410114, China.

出版信息

Biosensors (Basel). 2022 Sep 20;12(10):777. doi: 10.3390/bios12100777.

DOI:10.3390/bios12100777
PMID:36290915
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9599543/
Abstract

Knowledge on the spectral properties of the tautomers of milrinone (MLR) in solvents and solid-state, as well as under light conditions is of critical importance from both theoretical and practical points of view. Herein, we investigated the spectral properties of MLR in different conditions using UV-Vis and fluorescence spectroscopies. The experimental results demonstrated that MLR can undergo the tautomerization reaction induced by solvent polarity, light and pH, eliciting four tautomeric structures (enol, keto, anion, and cation forms). The interesting multi-functional groups in MLR enable it to coordinate with metal ions or to recognize gust molecules by H-bonding. In the use of MLR as an excited-state intermolecular proton transfer (inter-ESPT) fluorescent probe, a highly sensitive and selective analysis of Fe was developed, which offered a sensitive detection of Fe with the detection limit of 3.5 nM. More importantly, MLR exhibited the ability of anchoring proteins and led to the recognition-driven turn-on inter-ESPT process, highlighting the potential for the probe to image proteins in electrophoresis gels. The spectral experimental results revealed the possible degradation mechanism, so that we can better understand the side effects of oral preparations. The use of the available drug as an inter-ESPT fluorescent probe is simple and accurate, providing a good method for Fe ion sensing and protein staining.

摘要

米力农(MLR)在溶剂和固态以及光照条件下的互变异构体的光谱性质的知识从理论和实践两个方面都具有至关重要的意义。在此,我们使用紫外-可见和荧光光谱法研究了 MLR 在不同条件下的光谱性质。实验结果表明,MLR 可以通过溶剂极性、光和 pH 值诱导的互变异构反应,产生四种互变异构结构(烯醇、酮、阴离子和阳离子形式)。MLR 中有趣的多功能基团使其能够与金属离子配位或通过氢键识别 gust 分子。在将 MLR 用作激发态分子内质子转移(inter-ESPT)荧光探针时,开发了一种对 Fe 进行高灵敏度和选择性分析的方法,其检测限达到 3.5 nM。更重要的是,MLR 表现出锚定蛋白质的能力,并导致识别驱动的开环 inter-ESPT 过程,突出了该探针在电泳凝胶中成像蛋白质的潜力。光谱实验结果揭示了可能的降解机制,从而使我们能够更好地理解口服制剂的副作用。将现有药物用作 inter-ESPT 荧光探针的方法简单准确,为 Fe 离子传感和蛋白质染色提供了良好的方法。

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