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

Machytka Daisy | Zendy; Kharitonenkov Igor | Zendy; Isecke Rainer | Zendy; Hetterich Peter | Zendy; Brossmer Reinhard | Zendy; Klein Roger A | Zendy; Klenk Hans-Dieter | Zendy; Egge Heinz | Zendy

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

Author(s) -

Machytka Daisy,

Kharitonenkov Igor,

Isecke Rainer,

Hetterich Peter,

Brossmer Reinhard,

Klein Roger A,

Klenk Hans-Dieter,

Egge Heinz

Publication year - 1993

Publication title -

febs letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.593

H-Index - 257

eISSN - 1873-3468

pISSN - 0014-5793

DOI - 10.1016/0014-5793(93)81694-u

Subject(s) - neuraminic acid , sialic acid , chemistry , dissociation constant , stereochemistry , nuclear magnetic resonance spectroscopy , glycoside , hemagglutinin (influenza) , biochemistry , receptor , gene

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 ( 1 H 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.

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