A series of NCS-functionalized sugars were synthesized and used in a thiourea-bridging reaction with aminohexa(ethylene glycol) azide [H₂N(EG)₆N₃], a bifunctional oligo(ethylene glycol) derivative, which can be used as key intermediate for the fabrication of biorepulsive glyco-SAMs by a ‘dual click’ approach. Glyco-SAMs can serve as defined glycocalyx models for the study of carbohydrate-protein interactions. The copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of the obtained glyco-OEG azides was exemplified, which can be used to modify preformed monolayers ‘on SAM’.

carbohydrates - self-assembled monolayers - ‘click’ chemistry - thiourea-bridging

合成了一系列NCS官能化糖，并将其与双官能氨基（乙二醇）衍生物氨基六（乙二醇）叠氮化物[H ₂ N（EG）₆ N ₃ ]进行硫脲桥接反应。通过“双击”方法制造生物排斥性糖-SAMs的关键中间体。糖-SAMs可以作为定义的糖萼模型来研究碳水化合物-蛋白质的相互作用。以得到的糖-OEG叠氮化物的铜（I）催化的1，3-偶极环加成反应为例，其可用于修饰“在SAM上”的预制单层。

碳水化合物-自组装单分子层-'点击'化学-硫脲桥接