Molecular Design of Glycopolymers Having Biological Recongnition Function via Glycosidation

流感病毒膜的血凝素糖蛋白（HA）负责在感染期间与细胞表面受体结合，蚂蚁唾液乳糖已知与流感HA结合。我们利用从牛乳中分离的α(2-3)和α(2-6)链同分异构体唾液基乳糖（摩尔比为6.5:1）的混合物，通过简便的方法合成了携带唾液基乳糖的糖共聚物。用抑制血凝的方法研究了含唾液基乳糖的糖共聚物与病毒的相互作用。这些糖缀合聚合物比相应的糖本身更能抑制病毒的血凝活性。含硅基乳糖均聚物的抑制作用约为硅基乳糖的1*10^3倍。提出了一种简便的一步合成方法，制备了以唾液单糖和唾液双糖取代的苯乙烯衍生物。在酰胺化试剂的存在下，用对乙烯基苄胺处理n -乙酰神经氨酸（Neu5Ac）和唾液二糖（Neu5Acalpha2-8Neu5Ac），得到的乙烯基衍生物在氧化还原引发剂的存在下与丙烯酰胺同源共聚。该聚合物与WGA的相互作用比相应的单体更强。聚合物中糖的摩尔分数对WGA凝集素的识别有影响。含唾液单糖的共聚物（共聚物中糖的摩尔分数为0.32）的结合最强。含唾液单糖的共聚物（共聚物中糖的摩尔分数为0.13）在浓度为0.02mM时具有血凝活性。

The hemagglutinin glycoprotein (HA) of the influenza virus membrane is responsible for binding the cell surface receptors during infection, ant sialyllactose is known to bind to the influenza HA.We synthesized sialyllactose-carrying glycopolymers via a convenient procedure using a mixture of alpha(2-3) and alpha(2-6)-linked isomeric sialyllactose (the molar ratio, 6.5 : 1) isolated from bovine milk. The interaction of sialyllactose-carrying glycopolymers with virus was investigated by means of inhibition of hemagglutination. These glycoconjugate polymers inhibited hemagglutinating activity of virus more strongly than the corresponding sugar itself. The inhibition with sialyllactose-carrying homopolymer was about 1*10^3 times that with silalyllactose.A convenient one-step synthetic method is proposed to prepare stirene derivatives substituted with sialomono- and sialodisaccharides. N-Acetylneuraminic acid (Neu5Ac) and sialodisaccharide (Neu5Acalpha2-8Neu5Ac) were treated with p-vinylbenzylamine in the presence of amidation reagents and the resulting stirene derivatives were homo- and copolymerized with acrylamide in the presence of redox initiator. The polymers interacted with WGA lecting more strongly than the corresponding monomer. Mol fraction of sugars in polymer had influence on the recognition of WGA lectin. THe strongest binding was observed for the copolymer bearing sialomonosaccharide (mol fraction of sugar in copolymer : 0.32). The copolymer bearing sialomonosaccharide (mol fraction of sugar in copolymer : 0.13) showed hemagglutinating activity at 0.02mM concentration..