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糖脂疏水性碳链长度和头基大小对自组装和疏水性客体释放的影响。

Impact of Glycolipid Hydrophobic Chain Length and Headgroup Size on Self-Assembly and Hydrophobic Guest Release.

机构信息

Centre for Lipid Science and Technology , CSIR-Indian Institute of Chemical Technology , Hyderabad 500007 , India.

Academy of Scientific and Innovative Research (AcSIR) , New Delhi 110001 , India.

出版信息

Langmuir. 2018 Jul 31;34(30):8875-8886. doi: 10.1021/acs.langmuir.8b01401. Epub 2018 Jul 19.

DOI:10.1021/acs.langmuir.8b01401
PMID:29983075
Abstract

Encapsulation of a hydrophobic guest molecule inside a micelle and its stimuli-sensitive release is a useful strategy for target-specific drug delivery. Herein, nine biobased glycolipids were derived from plant sources. The influence of headgroup on the stability and aggregation pattern in water with different alkyl chain lengths was investigated to deduce the structure-property relationship. External factors, such as temperature, pH, and NaCl and urea concentrations, were employed to explore stimuli response of glycolipid nanoassemblies. Furthermore, solvatochromic dyes, such as pyrene, N-phenyl-1-naphthylamine, and curcumin, were utilized to examine hydrophobe loading capacities of these glycolipid assemblies. A fluorescence study was performed to investigate the enzyme-sensitive hydrophobe release. Interestingly, the pH-sensitive hydrophobic guests showed pH-responsive release from dynamic micelles. Finally, the synthesized glycolipids revealed their nanoassemblies as smart carriers for hydrophobic cargo.

摘要

胶束内疏水客体分子的封装及其刺激响应释放是靶向药物传递的一种有效策略。本文从植物来源中得到了 9 种生物基糖脂。研究了头基对不同碳链长度水中稳定性和聚集模式的影响,以推断结构-性质关系。还利用温度、pH 值以及 NaCl 和尿素浓度等外部因素来探索糖脂纳米组装体的刺激响应。此外,还利用芘、N-苯基-1-萘胺和姜黄素等溶致变色染料来检测这些糖脂组装体的疏水性负载能力。进行荧光研究以研究酶敏感的疏水性客体的释放。有趣的是,pH 敏感的疏水性客体从动态胶束中表现出 pH 响应释放。最后,所合成的糖脂显示其纳米组装体作为疏水性货物的智能载体。

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