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.

中文翻译：

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糖脂疏水链长度和头基大小对自组装和疏水客体释放的影响

疏水性客体分子在胶束中的包裹及其刺激敏感的释放是靶标特异性药物递送的有用策略。本文中，九种生物基糖脂来自植物来源。研究了头基对烷基链长度不同的水中的稳定性和聚集模式的影响，以推导其结构与性质之间的关系。外部因素，例如温度，pH值，NaCl和尿素浓度，被用来探索糖脂纳米组件的刺激响应。此外，溶剂变色染料，例如pyr，N-苯基-1-萘胺和姜黄素用于检查这些糖脂组件的疏水物负载能力。进行了荧光研究以研究酶敏感性疏水物的释放。有趣的是，pH敏感的疏水客体显示了动态胶束的pH响应释放。最终，合成的糖脂显示出它们的纳米组件作为疏水性货物的智能载体。