点击化学作为一类新型的偶联方法，是当前研究的前沿和热点，已经在有机合成、生物学和功能材料等领域有着十分广泛的应用。但是由于原有点击化学反应的缺点和实际应用中的更高要求，目前仍然需要开发更高效和更安全的点击化学偶联方法，并用其解决实际应用中的问题。本项目拟重点研究叠氮和炔基1,3-偶极环加成反应，将其发展为反应速率高、对生物和材料相容性优异的点击化学偶联反应，并探索其在糖生物分子标记和纳米颗粒材料修饰领域的应用。对于发展高效偶联反应，其主要内容包括：（1）开发铜催化叠氮-端炔环加成反应，合成并研究全新的铜催化剂、铜配位体和荧光开启偶联试剂；（2）开发无催化剂环张力促进叠氮-炔基环加成反应，合成并研究新型环辛炔类化合物。本项目着重研究点击化学偶联反应的新特点和新策略，将其发展为高效和多能的偶联化学工具，并研究其在生物和材料领域中的应用，为进一步理解和应用点击化学提供一定的理论指导和实验依据。

Click chemistry is a chemical strategy introduced by Nobel Laureate K. Barry Sharpless to describe chemistry tailored to generate substances quickly and reliably by joining small units together. The reactions in click chemistry have many advantages: modular, selective, wide in scope and easy to perform. The concept became one of the most noticeable synthetic trends in recent years, and publications citing click chemistry has seen explosive growth with widespread applications, especially in life sciences and materials science.. The copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction has become emblematic reaction of the click chemistry. This reaction has wide applications as selective and efficient conjugation methods, but it also has limitations. The high concentration of copper catalyst is cellular toxic, which precludes applications wherein cells must remain viable. In materials science, the remained tiny copper salt always has unfavorable influence to the properties of materials. Thus, it is essential to improve and explore more click chemistry reactions as efficient and reliable conjugation methods, and apply them to solve some difficulties in different applications.. This project plan to develop more efficient, reliable and compatible azide-alkyne 1,3-dipole cycloadditions for better conjugation methods, and investigate their applications in the field of glycoconjugated biomolecule labellings and nanoparticle modifications. The methods of exploring more efficient 1,3-dipole cycloadditions include: (1) to develop copper catalyzed azide-alkyne cycloadditions　(CuAAC) by investigating new copper catalysts, new ligands, and new fluorogenic click reagents; (2) to develop catalyst-free strain-promoted azide-alkyne cycloadditions (SPAAC) by investigating new cyclooctyne derivatives.. This project will explore new click chemistry reactions as powerful and efficient chemical tools, and apply these conjugation tools in life sciences and materials science. The research results will be important for future applications in different fields.