Sialidase substrate specificity studies using chemoenzymatically synthesized sialosides containing C5-modified sialic acids

Hongzhi Cao, Yanhong Li, Kam Lau, Saddam Muthana, Hai Yu, Jiansong Cheng, Harshal A. Chokhawala, Go Sugiarto, Lei Zhang, Xi Chen

Research output: Contribution to journalArticle

39 Scopus citations

Abstract

para-Nitrophenol-tagged sialyl galactosides containing sialic acid derivatives in which the C5 hydroxyl group of sialic acids was systematically substituted with a hydrogen, a fluorine, a methoxyl or an azido group were successfully synthesized using an efficient chemoenzymatic approach. These compounds were used as valuable probes in high-throughput screening assays to study the importance of the C5 hydroxyl group of sialic acid in the recognition and the cleavage of sialoside substrates by bacterial sialidases.

Original languageEnglish (US)
Pages (from-to)5137-5145
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume7
Issue number24
DOIs
StatePublished - 2009

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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