Division of Chemistry, IFM, Linköping University, Linköping, Sweden.
Colloids Surf B Biointerfaces. 2013 May 1;105:187-93. doi: 10.1016/j.colsurfb.2013.01.002. Epub 2013 Jan 7.
The ability to produce monomolecular coatings with well-defined structural and functional properties is of key importance in biosensing, drug delivery, and many recently developed applications of nanotechnology. Organic chemistry has proven to be a powerful tool to achieve this in many research areas. Herein, we present the synthesis of three oligo(lactosides) glycosylated in a (1→3) manner, and which are further functionalized with amide-linked short alkanethiol spacers. The oligosaccharides (di-, tetra-, and hexasaccharide) originate from the inexpensive and readily available lactose disaccharide. These thiolated derivatives were immobilized onto gold surfaces, and the thus formed self-assembled monolayers (SAMs) on planar gold were characterized by wettability, ellipsometry and infrared reflection-absorption spectroscopy. Further, the ability of these SAMs to stabilize gold nanoparticles in saline solutions was also demonstrated, indicating that the oligosaccharides may be used as stabilizing agents in gold nanoparticle-based assays.
能够制备具有明确结构和功能特性的单分子涂层在生物传感、药物输送以及纳米技术的许多新兴应用中至关重要。有机化学已被证明是在许多研究领域实现这一目标的强大工具。在此，我们介绍了三种以（1→3）方式糖基化的寡乳糖苷的合成，并且进一步用酰胺键连接的短烷硫醇间隔基进行了功能化。这些寡糖（二糖、四糖和六糖）来源于廉价且易于获得的乳糖二糖。这些巯基衍生物被固定在金表面上，由此在平面金上形成的自组装单层（SAM）通过润湿性、椭圆光度法和红外反射吸收光谱进行了表征。此外，还证明了这些 SAM 能够在盐溶液中稳定金纳米粒子，表明这些寡糖可用作基于金纳米粒子的测定中的稳定剂。
