Methyl α‐glycoside of N‐thioacetyl‐d‐neuraminic acid: A potential inhibitor of influenza A virus a 1H NMR study

FEBS Letters

Machytka, Daisy¹  Isecke, Rainer²  Klein, Roger A¹  Kharitonenkov, Igor³  Egge, Heinz¹  Brossmer, Reinhard²  Hetterich, Peter²  Klenk, Hans-Dieter³ 

[1] Physiologisch-Chemisches Institut, Universität Bonn, Nussallee 11, 53115 Bonn, Germany;Institut für Biochemie II, Universität Heidelberg, Heidelberg, Germany;Institut für Virologie, Klinikum der Phillips-Universität Marburg, Marburg, Germany

关键词: Influenza A virus;    Hemagglutinin;    α-2-O-Methyl-N-thioacetylneuraminic acid;    Binding affinity;    1H NMR;   

DOI  :  10.1016/0014-5793(93)81694-U

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

The binding of influenza A virus hemagglutinin to its cell surface receptor, α-linked 5-N-acetylneuraminic acid (sialic acid), was studied in solution. The effect of structural modifications introduced into the N-acetyl group of the sialic acid on the binding was monitored by determining the dissociation constants by proton nuclear magnetic resonance (¹H NMR) spectroscopy. Methyl α-glycoside of N-thioacetylneuraminic acid showed high, whereas the corresponding N-methylcarbamoylneuraminic acid exhibited relatively low binding affinity towards the hemagglutinin.

【 授权许可】

Unknown