大学化学 >> 2023, Vol. 38 >> Issue (4): 58-67.doi: 10.3866/PKU.DXHX202210051

所属专题： 第3届全国大学生化学实验创新设计竞赛

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正电超分子手性介质的点击构筑及氨基酸高效拆分——化学实验课程思政探索与实践

杜延麒1, 李汝婧1, 杨纪同1, 李媛1, 靳晓宁1,2,*(), 王勇1,2,*()   

  1. 1 天津大学理学院, 天津 300354
    2 化学化工国家级实验教学示范中心(天津大学), 天津 300354
  • 收稿日期:2022-10-20 录用日期:2022-12-20 发布日期:2023-04-27
  • 通讯作者: 靳晓宁,王勇 E-mail:xiaoning_jin@tju.edu.cn;wangyongtju@tju.edu.cn

Click Construction of Cationic Chiral Supramolecular Medium for Efficient Enantioseparation of Amino Acids: Exploring and Practicing Ideological and Political Education in Chemical Experiment Curriculum

Yanqi Du1, Rujing Li1, Jitong Yang1, Yuan Li1, Xiaoning Jin1,2,*(), Yong Wang1,2,*()   

  1. 1 School of Science, Tianjin University, Tianjin 300354, China
    2 National Demonstration Center for Experimental Chemistry & Chemical Engineering Education, Tianjin University, Tianjin 300354, China
  • Received:2022-10-20 Accepted:2022-12-20 Published:2023-04-27
  • Contact: Xiaoning Jin, Yong Wang E-mail:xiaoning_jin@tju.edu.cn;wangyongtju@tju.edu.cn

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摘要：

手性是生命的本质属性，分子手性与生命现象的精细调控息息相关。不同对映体药物的药理、毒理高度差异化。面对快速增长的手性药物市场，发展高效精准手性拆分策略，已成为当前医药领域的迫切需求。本实验面向新工科2.0，首次提出构建“手性拆分工坊”综合实验构想。利用点击化学绿色合成策略实现单正电环糊精的高效接枝，构筑正电超分子手性介质，探讨基于分子间弱相互作用的手性识别机制，藉此发展外消旋氨基酸衍生物的高效色谱手性拆分方法，优化手性色谱分离条件，获得丹磺酰氨基酸的精准拆分规律。实验立足新工科化学专业建设，涵盖绿色合成、仪器分析、物化机制和无机材料等基础化学知识，并融合前沿技术理论及产业应用，打造课程思政引导的化学专业人才培养新范式。

关键词: 正电环糊精, 绿色点击化学, 课程思政, 化学实验

Abstract:

Chirality is the essential attribute of life. Molecular chirality is closely related to the fine regulation of life phenomena. The pharmacology and toxicology of drugs with different enantiomers vary significantly different. Owing to the recent advancements in the chiral drug market, the development of efficient and accurate chiral separation strategy has become critical. Aiming at the construction of new engineering subjects 2.0, the idea of "chiral separation workshop" comprehensive experiment was proposed for the first time. The chiral recognition mechanism based on intermolecular weak interaction was investigated using the click-chemical green synthesis strategy to realize the highly efficient grafting of single-positively charged cyclodextrins and the construction of positively charged supramolecular chiral media; the chiral separation conditions of racemic amino acid derivatives were optimized, and the resolution of racemic dansyl amino acids were obtained as well. The experiment is based on the construction of new engineering chemistry specialty, covering the basic chemical knowledge of green synthesis, accurate instrument analysis, physical and chemical separation mechanism, and inorganic material chemistry, as well as integrating the advanced technical theories and industrial applications, thereby creating a new paradigm for the cultivation of chemistry talents under the guidance of ideological and political education.

Key words: Cationic cyclodextrin, Green click chemistry, Course ideology and politics, Chemistry experiment