CReST Chemical Engineering Division, National Chemical Laboratory, Pune 411008, India.
J Am Chem Soc. 2012 May 9;134(18):7796-802. doi: 10.1021/ja300065f. Epub 2012 Apr 26.
Glycopolypeptides (GPs) were synthesized by ring-opening polymerization of glycosylated N-carboxyanhydride monomer and attached to hydrophobic dendrons at one chain end by "click" reaction to obtain amphiphilic anisotropic macromolecules. We show that by varying polypeptide chain length and dendron generation, an organogel was obtained in dimethylsulfoxide, while nanorods and micellar aggregates were observed in aqueous solutions. Assemblies in water were characterized by electron microscopy and dye encapsulation. Secondary structure of the GP chain was shown to affect the morphology, whereas the chain length of the poly(ethylene glycol) linker between the GP and dendron did not alter rod-like assemblies. Bioactive surface chemistry of these assemblies displaying carbohydrate groups was demonstrated by interaction of mannose-functionalized nanorods with ConA.
糖肽(GPs)通过糖基化 N-羧酸酐单体的开环聚合合成,并通过“点击”反应将其连接到疏水性树枝状分子的一端,得到两亲各向异性大分子。我们表明,通过改变多肽链长度和树枝状分子代,可以在二甲基亚砜中获得有机凝胶,而在水溶液中则观察到纳米棒和胶束聚集体。在水中的组装通过电子显微镜和染料包封进行了表征。GP 链的二级结构被证明会影响形态,而 GP 和树枝状分子之间的聚(乙二醇)连接链的长度不会改变棒状组装。通过甘露糖功能化纳米棒与 ConA 的相互作用,展示了这些具有碳水化合物基团的组装体的生物活性表面化学性质。