Malzahn Kerstin, Marsico Filippo, Koynov Kaloian, Landfester Katharina, Weiss Clemens K, Wurm Frederik R
Max-Planck-Institute for Polymer Research, Ackermannweg 10, 55128 Mainz, Germany.
Graduate School, Materials Science in Mainz, Staudinger Weg 9, 55128 Mainz, Germany.
ACS Macro Lett. 2014 Jan 21;3(1):40-43. doi: 10.1021/mz400578e. Epub 2013 Dec 19.
The first synthesis of hollow nanocapsules with an aqueous core via olefin cross metathesis is presented. The reaction was tailored such that it proceeds selectively at the oil-water interface of aqueous nanodroplets in an inverse miniemulsion. The cross metathesis takes place between an acrylated polysaccharide and unsaturated organophosphates under mild conditions. This general protocol allows the synthesis of biocompatible and polyfunctional nanocapsules via the bioorthogonal olefin metathesis, thus generating a highly versatile methodology for the design of future materials for biomedical applications but also for materials science. Functionalization of the nanocapsules was demonstrated with fluorescent labels, which can be attached to the pendant phosphoester either within the cross-linker, exploiting the versatility of the phosphorus chemistry, or via coupling to the capsules' surface.
本文介绍了通过烯烃复分解反应首次合成具有水相核心的中空纳米胶囊。该反应经过精心设计，使其在反相微乳液中纳米水滴的油水界面处选择性地进行。交叉复分解反应在丙烯酸化多糖和不饱和有机磷酸盐之间在温和条件下发生。这种通用方案允许通过生物正交烯烃复分解反应合成生物相容性和多功能纳米胶囊，从而为设计未来用于生物医学应用的材料以及材料科学产生一种高度通用的方法。用荧光标记证明了纳米胶囊的功能化，荧光标记可以利用磷化学的多功能性连接到交联剂内的侧链磷酸酯上，或者通过与胶囊表面偶联来实现。
