Chemoenzymatic synthesis of sialosides and their applications

Hai Yu, Harshal A. Chokhawala, Shengshu Huang, Xi Chen

Research output: Chapter in Book/Report/Conference proceedingConference contribution

1 Scopus citations

Abstract

Recent progress in the development of efficient one-pot three- enzyme chemoenzymatic synthesis and application of functionalized sialosides is described. By taking the advantage of relaxed substrate specificity of several bacterial sialoside biosynthetic enzymes, the method has been used for the prepactive scale synthesis of α2,3- and α2,6-linked sialoside libraries containing naturally and non-naturally occurring sialic acid modifications. Starting from the hexose precursors (ManNAc or mannose) of sialic acids, a library of pNP-tagged sialyl disaccharides with various naturally occurring sialic acid forms, different sialyl linkages, and different penultimate monosaccharides have also been prepared and used in the substrate specificity studies of bacterial sialidases in a 96-well plate-based colorimetric high-throughput screening platform. The combination of efficient chemoenzymatic synthesis and high-throughput screening is a powerful approach to studying proteins that recognizing sialic acid-containing carbohydrates.

Original languageEnglish (US)
Title of host publicationACS Symposium Series
PublisherAmerican Chemical Society
Pages96-122
Number of pages27
Volume990
ISBN (Print)9780841274402
DOIs
Publication statusPublished - Sep 1 2008

Publication series

NameACS Symposium Series
Volume990
ISSN (Print)00976156
ISSN (Electronic)19475918

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ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Yu, H., Chokhawala, H. A., Huang, S., & Chen, X. (2008). Chemoenzymatic synthesis of sialosides and their applications. In ACS Symposium Series (Vol. 990, pp. 96-122). (ACS Symposium Series; Vol. 990). American Chemical Society. https://doi.org/10.1021/bk-2008-0990.ch005