Glycotentacles: Synthesis of Cyclic Glycopeptides, Toward a Tailored Blocker of Influenza Virus Hemagglutinin (pages 5186–5189)
Takashi Ohta, Nobuaki Miura, Naoki Fujitani, Fumio Nakajima, Kenichi Niikura, Reiko Sadamoto, Chao-Tan Guo, Takashi Suzuki, Yasuo Suzuki, Kenji Monde and Shin-Ichiro Nishimura
Article first published online: 30 OCT 2003 | DOI: 10.1002/anie.200351640
Blocking flu: A cyclic peptide, cyclo(Ser-Gly-Gly-Gln-Ser-His-Asp)3, is an excellent scaffold for the synthesis of a cyclic glycopeptide carrying GM3 oligosaccharides with a potent inhibitory effect on the hemagglutination induced by the influenza virus. Tridentate binding of the gylcopeptide is shown to produce a much greater inhibitory effect than di- or monodentate binding. The shape of the glycopeptide protein scaffold, which is determined by the amino acid sequence employed, is also found to be significant in determining the inhibitory activity.