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在水溶液中具有增强的螺旋性和溶解性的 pH 响应性生物活性糖肽。

pH-responsive bioactive glycopolypeptides with enhanced helicity and solubility in aqueous solution.

机构信息

Department of Colloid Chemistry, Max Planck Institute of Colloids and Interfaces, Research Campus Golm, Potsdam, Germany.

出版信息

J Am Chem Soc. 2012 Nov 14;134(45):18542-5. doi: 10.1021/ja308772d. Epub 2012 Oct 31.

DOI:10.1021/ja308772d
PMID:23102491
Abstract

Copolypeptides of L-glutamate and glucosylated L-/DL-allyl- or DL-propargylglycine were synthesized by ring-opening polymerization and thiol-ene/yne photochemistry in aqueous solution, allowing the mild introduction of sugar units (here, glucose) in the final step. The glucosylated and non-glucosylated samples adopt a random-coil conformation in neutral and basic media and an α-helical conformation in acidic media, the helical content depending on the number and configuration of allyl-/propargylglycine units. The glucocopolypeptides unveil enhanced helical stability and solubility down to pH 3.5. Turbidity assays proved the selective binding of the polymers to the plant lectin concanavalin A.

摘要

通过在水溶液中的开环聚合和硫醇-烯/炔光化学,合成了 L-谷氨酸和葡糖基化的 L-/DL-烯丙基-或 DL-炔丙基甘氨酸的共聚物,从而可以在最后一步温和地引入糖单元(此处为葡萄糖)。葡糖基化和非葡糖基化的样品在中性和碱性介质中采用无规卷曲构象,在酸性介质中采用α-螺旋构象,螺旋含量取决于烯丙基-/炔丙基甘氨酸单元的数量和构型。葡糖基共聚物在 pH3.5 下仍具有增强的螺旋稳定性和溶解度。浊度测定证明了聚合物对植物凝集素伴刀豆球蛋白 A 的选择性结合。

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