Synthetic Glycoconjugates. 6. Preparation and Biochemical Evaluation of Novel Cluster-Type Glycopolymers Containing Gal .beta.(1.fwdarw.4)GlcNAc (N-Acetyllactosamine) Residue
Synthetic Glycoconjugates. 6. Preparation and Biochemical Evaluation of Novel Cluster-Type Glycopolymers Containing Gal .beta.(1.fwdarw.4)GlcNAc (N-Acetyllactosamine) Residue
复制标题
合成糖复合物。
DOI：
10.1021/ma00125a029
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发表时间：
1995
期刊：
影响因子：
5.5
通讯作者：
S. Nishimura
中科院分区：
文献类型：
--
作者：
T. Furuike;N. Nishi;S. Tokura;S. Nishimura
描述了一种从 N-乙酰基乳糖胺 [β-D-Galp-(1→4)-β-D-GlcpNAc] 的 -(丙烯酰胺基)烷基糖苷合成簇型均聚物的简单而容易的方法。基于新型糖苷在过硫酸铵和N,N,N',N'-四甲基乙二胺存在下的自由基聚合，建立了聚[ω-(丙烯酰胺基)烷基O-(β-D-吡喃半乳糖基)-(1→4)-2-乙酰胺基-2-脱氧-β-D-吡喃葡萄糖苷]的有效制备方法。这些合成的簇状糖聚合物在水中表现出良好的溶解度，并且具有比衍生自已知正戊烯基糖苷的糖聚合物高得多的糖密度。通过测量由添加聚合物配体引起的荧光标记的 ECorL 的荧光强度的变化来评估刺桐珊瑚凝集素 (ECorL) 与这些簇糖聚合物的缔合常数。将具有不同程度的N-乙酰基乳糖胺密度的簇型糖聚合物添加到ECorL中引起520nm处的荧光强度显着降低，并且该现象用于测定糖聚合物和ECorL之间的结合常数。
A simple and facile method for the syntheses of cluster-type homopolymers from -(acrylamido)alkyl glycosides of N-acetyllactosamine [β-D-Galp-(1→4)-β-D-GlcpNAc] is described. An efficient procedure for the preparation of poly[ω-(acrylamido)alkyl O-(β-D-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside] was established on the basis of radical polymerization of the novel glycosides in the presence of ammonium persulfate and N,N,N',N'-tetramethylethylenediamine. These synthetic cluster glycopolymers exhibited good solubility in water and had sugar densities much higher than the glycopolymers derived from known n-pentenyl glycosides. The association constants of Erythrina corallodendron lectin (ECorL) with these cluster glycopolymers were evaluated by measuring the changes in fluorescence intensity of fluorescent-labeled ECorL induced by the addition of the polymeric ligands. Addition of the cluster-type glycopolymers having different degrees of N-acetyllactosamine density to ECorL induced a significant decrease of the fluorescence intensity at 520 nm, and this phenomenon was used for the determination of binding constants between the glycopolymers and ECorL.