Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block

Carbohydr Res. 2008 Nov 24;343(17):2863-9. doi: 10.1016/j.carres.2008.06.020. Epub 2008 Jul 4.

Abstract

The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Humans
  • Inflammation / physiopathology
  • Models, Molecular
  • Molecular Conformation
  • Neoplasm Metastasis / physiopathology
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry
  • Oligosaccharides / metabolism
  • Selectins / physiology
  • Sialic Acids / chemistry
  • Sialyl Lewis X Antigen

Substances

  • Oligosaccharides
  • Selectins
  • Sialic Acids
  • Sialyl Lewis X Antigen