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Related Experiment Videos

Solid-phase chemoenzymatic synthesis of C-sialosides.

Sultan N Baytas1, Qun Wang, Nathalie A Karst

  • 1Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.

The Journal of Organic Chemistry
|September 25, 2004
PubMed
Summary

Researchers developed a chemoenzymatic method for synthesizing novel C-glycosides. This approach aids in creating potential antiviral agents by targeting neuraminidase and hemagglutinin interactions.

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Area of Science:

  • Organic Chemistry
  • Glycoscience
  • Medicinal Chemistry

Background:

  • Sialic acids (Neu5Ac) are crucial in biological processes.
  • Developing inhibitors for neuraminidase and hemagglutinin is key for antiviral drug discovery.

Purpose of the Study:

  • To develop a novel chemoenzymatic strategy for synthesizing C-glycosides.
  • To enable the creation of combinatorial libraries for antiviral agent screening.

Main Methods:

  • Regioselective acylation of N-acetylneuraminic acid (Neu5Ac) using enzymes.
  • Samarium(II) iodide (SmI2)-mediated C-glycosylation on a solid support.
  • Synthesis of five distinct C-glycosides.

Main Results:

  • Successful chemoenzymatic synthesis of five C-glycosides.

Related Experiment Videos

  • Demonstration of a solid-phase synthesis approach for C-glycosides.
  • Establishment of a method applicable to combinatorial library generation.

    • Conclusions:

    • The described method provides efficient access to C-glycosides.
    • This strategy facilitates the development of potential neuraminidase and hemagglutinin inhibitors.
    • The approach holds promise for discovering new antiviral agents.