Müller Andreas, König Burkhard
Institut für Organische Chemie, Universität Regensburg, 93040 Regensburg, Germany.
Org Biomol Chem. 2015 Feb 14;13(6):1690-9. doi: 10.1039/c4ob02327g.
Surface-reactive luminescent vesicles were prepared by self-assembly of phospholipids, amphiphilic maleimides and fluorophors in aqueous solution. Those preformed liposomes were functionalized with various thiolated receptor units using a thiol-click reaction. As recognition elements, a bis-Zn(2+)-cyclen derivative for the detection of phosphate moieties or a DNA aptamer for the specific binding of the antibiotic ampicillin were utilized. A FRET-based assay revealed the close spatial proximity of the membrane-embedded dansyl molecules with the subsequently immobilized thiols, which is the origin for the signaling mechanism of the obtained vesicular sensors. Those receptor-functionalized liposomes indicate the binding of the targets to their surface by changes of the fluorescence emission properties of the membrane co-embedded carboxyfluorescein dyes. The post-functionalization concept can also be used for molecular imprinting on vesicle surfaces. The template-guided patterning of receptors based on bis-Zn(2+)-cyclen resulted in fluorescent sensors suitable for the specific recognition of a bivalent peptide.
通过磷脂、两亲性马来酰亚胺和荧光团在水溶液中的自组装制备了表面反应性发光囊泡。使用硫醇点击反应，用各种硫醇化受体单元对这些预先形成的脂质体进行功能化。作为识别元件，使用了用于检测磷酸部分的双锌（II）-轮环衍生物或用于抗生素氨苄青霉素特异性结合的DNA适体。基于荧光共振能量转移（FRET）的分析揭示了膜嵌入的丹磺酰分子与随后固定的硫醇之间紧密的空间接近性，这是所获得的囊泡传感器信号传导机制的起源。那些受体功能化的脂质体通过膜共嵌入的羧基荧光素染料荧光发射特性的变化表明靶标与其表面的结合。后功能化概念也可用于囊泡表面的分子印迹。基于双锌（II）-轮环的受体模板导向图案化产生了适用于二价肽特异性识别的荧光传感器。
