Sun Qiang, Liu Guoqiang, Wu Haibo, Xue Haodong, Zhao Yuan, Wang Zilin, Wei Yen, Wang Zhiming, Tao Lei
The Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, People's Republic of China.
College of Pharmaceutical Science, Zhejiang Chinese Medical University, Hangzhou, Zhejiang 311400, People's Republic of China.
ACS Macro Lett. 2017 May 16;6(5):550-555. doi: 10.1021/acsmacrolett.7b00220. Epub 2017 May 1.
Multicomponent reactions (MCRs) can form unique structures with interesting functions, therefore, multifunctional polymers might be simply prepared using MCRs as coupling tools to simultaneously link and generate different functional groups. To verify this concept, a new fluorescent polymer containing phenylboronic acid has been facilely prepared via a one pot method by combining the Hantzsch reaction with reversible addition-fragmentation chain transfer (RAFT) polymerization. The Hantzsch-RAFT system has been found robust to smoothly achieve predesigned multifunctional polymer, which can be used for cell conjugation through the interaction between phenylboronic acid and glycoprotein on cell membrane. The conjugated cells could be directly observed due to the fluorescent Hantzsch moiety in the polymer chain, demonstrating a new application of the old Hantzsch reaction (>130 years) outside organic chemistry. Meanwhile, the conjugated cells remained excellent dispersity in the presence of coagulation protein (lectin), implying that multifunctional polymer a possible anticoagulant for cell separation. We believe that the current research paves a new way to exploit new applications of MCRs in interdisciplinary fields and might prompt the development of other multifunctional polymers based on different MCRs.
多组分反应(MCRs)能够形成具有有趣功能的独特结构,因此,可以简单地使用MCRs作为偶联工具来制备多功能聚合物,以同时连接并生成不同的官能团。为了验证这一概念,通过将汉茨希反应与可逆加成-断裂链转移(RAFT)聚合相结合,采用一锅法轻松制备了一种含苯基硼酸的新型荧光聚合物。已发现汉茨希-RAFT体系能够稳健地顺利实现预先设计的多功能聚合物,该聚合物可通过苯基硼酸与细胞膜上糖蛋白之间的相互作用用于细胞偶联。由于聚合物链中的荧光汉茨希部分,可以直接观察到偶联的细胞,这展示了具有130多年历史 的古老汉茨希反应 在有机化学领域之外的新应用。同时,在存在凝集蛋白的情况下,偶联的细胞仍保持出色的分散性,这意味着多功能聚合物可能是一种用于细胞分离的抗凝剂。我们相信,当前的研究为探索MCRs在跨学科领域的新应用开辟了一条新途径,并可能推动基于不同MCRs的其他多功能聚合物的发展。