Controlled Synthesis of Amphiphilic Block Copolymers with Pendant N-Acetyl-d-glucosamine Residues by Living Cationic Polymerization and Their Interaction with WGA Lectin
Controlled Synthesis of Amphiphilic Block Copolymers with Pendant N-Acetyl-d-glucosamine Residues by Living Cationic Polymerization and Their Interaction with WGA Lectin
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DOI：
10.1021/ma9816315
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发表时间：
1999-05
期刊：
影响因子：
5.5
通讯作者：
Kenji Yamada;M. Minoda;T. Miyamoto
中科院分区：
文献类型：
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作者：
Kenji Yamada;M. Minoda;T. Miyamoto
以异丁基乙烯基醚（IBVE）和带有3，4，6-三-O-乙酰基-2-脱氧-2-邻苯二甲酰亚胺基-β-d-葡萄糖（1）的乙烯基醚（VE）为单体，通过活性阳离子聚合，合成了带有N-乙酰基-D-葡萄糖胺（GlcNAc）侧基的两亲性嵌段共聚物。以CF_3COOH/EtAlCl_2为引发体系，在碱（1，4-二氧六环）存在下，进行1和IBVE的嵌段共聚，得到了分子量分布窄（Mw/Mn ≤ 1.1）、链段组成可调的嵌段共聚物前驱体。前体聚合物的脱保护和随后的N-乙酰化提供了具有良好控制的结构的携带GlcNAc的两亲性嵌段共聚物。研究了所得的携带GlcNAc的嵌段共聚物与已知特异性识别GlcNAc及其低聚物的麦胚凝集素（WGA）凝集素的相互作用。结合常数通过测量加入G后WGA荧光强度的变化来评估。
Amphiphilic block copolymers of vinyl ethers (VEs) having pendant N-acetyl-d-glucosamine (GlcNAc) residues were synthesized by living cationic polymerization of isobutyl VE (IBVE) and a VE carrying 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucose (1). Sequential block copolymerization of 1 and IBVE was conducted by the CF3COOH/EtAlCl2 initiating system in the presence of added base (1,4-dioxane) to yield the precursor block copolymer with a narrow molecular weight distribution (Mw/Mn ∼ 1.1) and a regulated segment composition. Deprotection and subsequent N-acetylation of the precursor polymers afforded the GlcNAc-carrying amphiphilic block copolymers with a well-controlled structure. The interaction of the resultant GlcNAc-carrying block copolymer with wheat germ agglutinin (WGA) lectin, which is known to specifically recognize GlcNAc and its oligomers, was investigated. The association constants were evaluated by measuring the changes in fluorescence intensity of WGA observed upon addition of the G...