苯丙氨酸衍生物手性凝胶的制备及其应用

Preparation and Application of Phenylalanine Derivative Chiral Gel

手性超分子凝胶材料在传感器、人工触角、药物缓释、细胞培养等领域表现出潜在的应用前景。本文合成了一种新型的含偶氮苯官能团的D/L苯丙氨酸手性凝胶因子ALP和ADP,具有对称且完全相反的手性信号。该凝胶因子在多种有机溶剂和水混合溶剂中均可形成稳定的淡黄色凝胶,其中在DMSO和水混合溶剂中表现出最优的成凝胶性能,临界成胶浓度可达2.0mg/mL,表明该手性凝胶因子具有良好的成凝胶性能。手性凝胶可对热、光、pH等外界环境刺激产生响应,并伴有宏观上的凝胶-溶胶相互转变。手性凝胶因子自组装形成了不同螺旋纳米纤维结构,并发现L型手性纳米纤维相对于D型手性纳米纤维对细胞具有更好的粘附与增殖效果。

Chiral supramolecular gel show potential application prospects in sensors,artificial antennae,sustained drug release,cell culture and other fields.In this work,novel D/L phenylalanine chiral gel factors ALP and ADP containing azobenzene functional group were synthesized,which have symmetrical and completely opposite chiral signals.The gel factor can form a stable yellow gel in a variety of mixture of organic solvents and water.The optimal gel-forming performance was in mixture of DMSO and water,and the critical gel-forming concentration can reach 2.0 mg/mL,indicating that the chiral gel factor has good gel-forming properties.The chiral gel also responded to external environmental stimuli such as heat,light,pH,etc.,accompanied by macroscopic observable gel-sol mutual transformation.Chiral gel factor self-assembly formed different helical nanofiber structures,and it was found that L-type chiral nanofibers had better adhesion and proliferation effects on cells than D-type chiral nanofibers.