Design and Synthesis of a Novel Ganglioside Ligand for Influenza A Viruses †

Molecules

Tomohiro Nohara¹  Akihiro Imamura¹  Maho Yamaguchi²  Kazuya I. P. J. Hidari²  Takashi Suzuki²  Tatsuya Komori¹  Hiromune Ando¹  Hideharu Ishida¹ 

[1] Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan;Department of Biochemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka-shi, Shizuoka 422-8526, Japan;

关键词: ganglioside;    sialic acid;    total synthesis;    glycosylation;    influenza virus;   

DOI  :  10.3390/molecules17089590

来源: mdpi

【 摘 要 】

A novel ganglioside bearing Neuα2-3Gal and Neuα2-6Gal structures as distal sequences was designed as a ligand for influenza A viruses. The efficient synthesis of the designed ganglioside was accomplished by employing the cassette coupling approach as a key reaction, which was executed between the non-reducing end of the oligosaccharide and the cyclic glucosylceramide moiety. Examination of its binding activity to influenza A viruses revealed that the new ligand is recognized by Neuα2-3 and 2-6 type viruses.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.