Hexameric Supramolecular Scaffold Orients Carbohydrates To Sense Bacteria

详细信息    查看全文

• 作者：Dan Gr眉nstein ; Maha Maglinao ; Raghavendra Kikkeri ; Mayeul Collot ; Konstantin Barylyuk ; Bernd Lepenies ; Faustin Kamena ; Renato Zenobi ; Peter H. Seeberger
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：September 7, 2011
• 年：2011
• 卷：133
• 期：35
• 页码：13957-13966
• 全文大小：1247K
• 年卷期：v.133,no.35(September 7, 2011)
• ISSN：1520-5126

文摘

Carbohydrates are integral to biological signaling networks and cell鈥揷ell interactions, yet the detection of discrete carbohydrate鈥搇ectin interactions remains difficult since binding is generally weak. A strategy to overcome this problem is to create multivalent sensors, where the avidity rather than the affinity of the interaction is important. Here we describe the development of a series of multivalent sensors that self-assemble via hydrophobic supramolecular interactions. The multivalent sensors are comprised of a fluorescent ruthenium(II) core surrounded by a heptamannosylated 尾-cyclodextrin scaffold. Two additional series of complexes were synthesized as proof-of-principle for supramolecular self-assembly, the fluorescent core alone and the core plus 尾-cyclodextrin. Spectroscopic analyses confirmed that the three mannosylated sensors displayed 14, 28, and 42 sugar units, respectively. Each complex adopted original and unique spatial arrangements. The sensors were used to investigate the influence of carbohydrate spatial arrangement and clustering on the mechanistic and qualitative properties of lectin binding. Simple visualization of binding between a fluorescent, multivalent mannose complex and the Escherichia coli strain ORN178 that possesses mannose-specific receptor sites illustrates the potential for these complexes as biosensors.