“Click” Glycodendrimers Containing 27, 81, and 243 Modified Xylopyranoside Termini

详细信息    查看全文

• 作者：Jrmy Camponovo ; Caroline Hadad ; Jaime Ruiz ; Eric Cloutet ; Sylvain Gatard ; Jacques Muzart ; Sandrine Bouquillon ; Didier Astruc
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：July 17, 2009
• 年：2009
• 卷：74
• 期：14
• 页码：5071-5074
• 全文大小：209K
• 年卷期：v.74,no.14(July 17, 2009)
• ISSN：1520-6904

文摘

A series of large glycodendrimers containing 27, 81, and 243 terminal modified xylose branches from the first (G₁-27) to the third generation (G₃-243) were synthesized from 2′-azidoethyl 2,3,4-tri-O-acetyl-β-d-xylopyranoside and alkynyl-terminated dendrimers by “click” chemistry that is confirmed to be an excellent method to obtain large glycodendrimers exemplified by the use of modified xylose. The dendrimers were first characterized by ¹H NMR, ¹³C{¹H} NMR, elemental analysis, and IR spectroscopy. The size progression in the series was also demonstrated using both DOSY NMR and size exclusion chromatography (SEC), the latter technique showing the good polydispersity of all the dendrimers. The size measured by dynamic light scattering (DLS) for the dendrimer G₃-243 is close to that obtained by the DOSY NMR method.