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Understanding viral neuraminidase inhibition by substituted difluorosialic acids

TitleUnderstanding viral neuraminidase inhibition by substituted difluorosialic acids
Publication TypeJournal Article
Year of Publication2015
AuthorsWeck, S, Robinson, K, Smith, MR, Withers, SG
JournalCHEMICAL COMMUNICATIONS
Volume51
Pagination2933-2935
ISSN1359-7345
Abstract

Mechanism-based inhibition of influenza neuraminidases by difluorosialic acids (DFSA) is not only rendered highly specific by incorporation of 4-amino or 4-guanidine substituents but also the half-life for reactivation is greatly increased. Measurement of rate constants for spontaneous hydrolysis of a series of such substituted DFSAs reveals, surprisingly, that inherent inductive effects play very little role in this rate reduction and that interactions with the enzyme are more important.

DOI10.1039/c4cc08256g