关键词: chiral recognition chiral separation cyclodextrin deoxycytidine deoxythymidine nucleosides porous liquid

Mesh : Cyclodextrins / chemistry Molecular Structure Nucleosides / chemistry isolation & purification Particle Size Porosity Surface Properties

来  源:   DOI:10.1021/acsami.0c15836   PDF(Sci-hub)

Abstract:
Porous liquids are porous materials that have exhibited unique properties in various fields. Herein, we developed a method to synthesize the type I porous liquids via liquefaction of cyclodextrins by chemical modification. The cyclodextrin porous liquids were characterized by Fourier-transform infrared (FTIR) spectroscopy, NMR, matrix-assisted laser desorption ionization-time-of-flight mass spectrometry (MALDI-TOF MS), circular dichroism (CD), and UV-vis spectroscopy. The measured ionic conductivity of the γ-cyclodextrin porous liquid was 500 times as great as that of its reactants, which was found to be the first instance with such great conductivity for a type I porous liquid. What is more, the γ-cyclodextrin porous liquid had been demonstrated experimentally to have outstanding chiral recognition ability toward pyrimidine nucleosides in water, which was further confirmed by computational simulations. Additionally, enantiomeric excess of the extracted nucleoside was achieved up to 84.81% by convenient extraction from the mixture of racemic nucleosides and γ-cyclodextrin porous liquid. The great features of the novel cyclodextrin porous liquids could bring opportunities in many fields, including the preparation of chiral separation materials, development of new drug screening mechanisms, and construction of chiral response materials.
摘要:
多孔液体是在各种领域中表现出独特性质的多孔材料。在这里,我们开发了一种通过化学修饰的环糊精液化合成I型多孔液体的方法。利用傅里叶变换红外光谱(FTIR)对环糊精多孔液体进行了表征,NMR,基质辅助激光解吸电离飞行时间质谱(MALDI-TOFMS),圆二色性(CD),和紫外可见光谱。测得的γ-环糊精多孔液体的离子电导率是其反应物的500倍,这被发现是对于I型多孔液体具有如此高的电导率的第一个实例。更重要的是,实验证明γ-环糊精多孔液体对水中嘧啶核苷具有优异的手性识别能力,计算模拟进一步证实了这一点。此外,通过从外消旋核苷和γ-环糊精多孔液体的混合物中方便地提取,提取的核苷的对映体过量高达84.81%。新型环糊精多孔液体的巨大特性可以在许多领域带来机遇,包括手性分离材料的制备,开发新的药物筛选机制,手性响应材料的构建。
公众号