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首页> 外文期刊>Chemistry: A European journal >Orthogonal Click Conjugation to the Liposomal Surface Reveals the Stability of the Lipid Anchorage as Crucial for Targeting
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Orthogonal Click Conjugation to the Liposomal Surface Reveals the Stability of the Lipid Anchorage as Crucial for Targeting

机译：脂质体表面的正交点击共轭揭示了脂质锚定的稳定性，对于靶向至关重要

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摘要

Synthetic access to multiple surface decorations are a bottleneck in the development of liposomes for receptor mediated targeting. This opens a complex multiparameter space, exploration of which is severely limited in terms of sample numbers and turnaround times. Here, we unlock this technological barrier by a combination of a milligram-scale liposome formulation using dual centrifugation and orthogonal click chemistry on the liposomal surface. Application of these techniques to conceptually new amphiphilic compounds, which feature norbornene and alkyne groups at the apex of sterically stabilizing, hyperbranched polyglycerol moieties, revealed a particular influence of the membrane anchor of functional amphiphiles. Folic acid residues clicked to cholesterol-based amphiphiles were inefficient in folate-mediated cell targeting, while dialkyl-anchored amphiphiles remained stable in the liposomal membrane and imparted efficient targeting properties. These findings are of specific importance considering the popularity of cholesterol as a lipophilic anchor.
机译：合成获得多种表面修饰是脂质体用于受体介导靶向的瓶颈。这就打开了一个复杂的多参数空间，在样本数量和周转时间方面，对它的探索受到严格限制。在这里，我们通过使用双重离心和脂质体表面上的正交点击化学的毫克级脂质体配方相结合来解除这一技术障碍。将这些技术应用于概念上新的两亲化合物，这些化合物在空间稳定的超支化聚甘油部分的顶点具有降冰片烯和炔基，这揭示了功能性两亲化合物的膜锚具有特殊的影响。单击到基于胆固醇的两亲物的叶酸残基在叶酸介导的细胞靶向中效率低下，而二烷基锚定的两亲物在脂质体膜中保持稳定并具有有效的靶向特性。考虑到胆固醇作为亲脂性锚的流行，这些发现特别重要。

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