Chen Yong-Xiang, Zhao Lei, Huang Zhi-Ping, Zhao Yu-Fen, Li Yan-Mei
Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, PR China.
Bioorg Med Chem Lett. 2009 Jul 15;19(14):3775-8. doi: 10.1016/j.bmcl.2009.04.090. Epub 2009 Apr 24.
A facile synthesis of cyclopeptide-centered multivalent glycoclusters using Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition of azides and terminal alkynes, so called 'click chemistry', has been developed. The affinities of mannose-specific protein Concanavalin A (Con A) toward two synthetic glycoclusters respectively bearing divalent or tetravalent mannoses were investigated by surface plasmon resonance (SPR). It is founded that the tetravalent glycocluster has 3.0-fold increase in binding affinity relative to the divalent glycoluster (valency-corrected values), which indicates the potential of this system in investigating carbohydrate-protein interactions.
已经开发出一种利用铜(I)催化的叠氮化物与末端炔烃的惠斯根1,3-偶极环加成反应(即所谓的“点击化学”),以环肽为中心的多价糖簇的简便合成方法。通过表面等离子体共振(SPR)研究了甘露糖特异性蛋白伴刀豆球蛋白A(Con A)对分别带有二价或四价甘露糖的两种合成糖簇的亲和力。结果发现,相对于二价糖簇(价态校正值),四价糖簇的结合亲和力提高了3.0倍,这表明该系统在研究碳水化合物-蛋白质相互作用方面具有潜力。