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亲水性分子转子衍生物——合成与表征

Hydrophilic molecular rotor derivatives-synthesis and characterization.

作者信息

Haidekker Mark A, Brady Thomas P, Chalian Sevag H, Akers Walter, Lichlyter Darcy, Theodorakis Emmanuel A

机构信息

Department of Biological Engineering, University of Missouri-Columbia, Columbia, MO, USA.

出版信息

Bioorg Chem. 2004 Aug;32(4):274-89. doi: 10.1016/j.bioorg.2004.04.002.

DOI:10.1016/j.bioorg.2004.04.002
PMID:15210341
Abstract

Recent research shows high potential for some p-N,N-dialkylaminobenzylidenecyanoacetates, part of a group known as fluorescent molecular rotors, to serve as fluorescent, non-mechanical viscosity sensors. Of particular interest are molecules compatible with aqueous environments. In this study, we present the synthesis and physical characterization of derivatives from 9-(2-carboxy-2-cyanovinyl)-julolidine and related molecules. All compounds show a power-law relationship of fluorescence emission with the viscosity of the solvent, different mixtures of ethylene glycol and glycerol to modulate viscosity. Compounds with high water solubility exhibit the same behavior in aqueous solutions of dextran, where the dextran concentration was varied to modulate viscosity. In addition, some compounds have been found to have low sensitivity towards changes in the pH in the physiological range. The compounds presented show promise to be used in biofluids, such as blood plasma or lymphatic fluid, to rapidly and non-mechanically determine viscosity.

摘要

最近的研究表明,某些对-N,N-二烷基氨基苯亚甲基氰基乙酸酯作为荧光非机械粘度传感器具有很高的潜力,它们是被称为荧光分子转子的一类物质的一部分。特别令人感兴趣的是与水性环境兼容的分子。在本研究中,我们展示了9-(2-羧基-2-氰基乙烯基)-久洛定及其相关分子衍生物的合成与物理表征。所有化合物的荧光发射与溶剂粘度呈现幂律关系,使用乙二醇和甘油的不同混合物来调节粘度。具有高水溶性的化合物在葡聚糖水溶液中表现出相同的行为,通过改变葡聚糖浓度来调节粘度。此外,已发现一些化合物对生理范围内的pH变化敏感性较低。所展示的这些化合物有望用于生物流体,如血浆或淋巴液,以快速且非机械地测定粘度。

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