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Biologically Active Branched Polysaccharide Mimetics: Synthesis via Ring-Opening Polymerization of a Maltose-Based β-Lactam
ACS Macro Letters ( IF 5.1 ) Pub Date : 2018-06-13 00:00:00 , DOI: 10.1021/acsmacrolett.8b00302
Ruiqing Xiao , Jialiu Zeng , Mark W. Grinstaff

Stereoregular poly-amido-saccharides bearing α-glucopyranose branches (Mal-PASs) are synthesized by anionic ring-opening polymerization of a maltose-based β-lactam monomer followed by debenzylation. The polymerization affords high molecular weight polymers (up to 31500 g/mol) with narrow dispersities (Đ < 1.1). Deprotected Mal-PASs are highly soluble in water and adopt a left-handed helical conformation in solution. Turbidimetric assay shows that Mal-PASs are multivalent ligands to lectin Concanavalin A.

中文翻译:

生物活性支链多糖模拟物:麦芽糖基 β-内酰胺的开环聚合合成

通过基于麦芽糖的 β-内酰胺单体的阴离子开环聚合然后脱苄基化合成带有 α-吡喃葡萄糖支链 (Mal-PAS) 的立体定向聚酰胺糖。聚合得到具有窄分散性 ( Đ < 1.1)的高分子量聚合物 (高达 31500 g/mol )。去保护的 Mal-PAS 高度溶于水,并在溶液中采用左旋螺旋构象。比浊法显示 Mal-PAS 是凝集素伴刀豆球蛋白 A 的多价配体。
更新日期:2018-06-13
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