Synthesis of Neu5Ac-¦Á-C-galactopyranosyl-functionalized magnetic nanoparticles via click chemistry

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• 作者：Chaoli Zhang ; Xing Ma ; Yuguo Du
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：2 September, 2013
• 年：2013
• 卷：69
• 期：35
• 页码：7300-7307
• 全文大小：1147 K

文摘

A new type of glyco-nanoparticle has been accomplished through Cu(I)-catalyzed 1,3-dipolar cycloaddition of 6-azidohexyl Neu5Ac-¦Á-C-galactoside and N-propargyl derivative, which was attached on a silica-wrapping magnetic nanoparticle. Neu5Ac-¦Á-C-galactoside was stereo-selectively synthesized in 11 steps from isopropyl thiogalactopyranoside and per-acetylated Neu5Ac phenylsulfone using samarium-mediated reductive desulfonylation as the key step. Magnetic nanoparticles were prepared with one-step hydrothermal method and a subsequent coating with (N,N¡ä-di-propargyl-3-aminopropyol) triethoxysilane derivative.