Synthesis and NMR study of a heptasaccharide, epitope of the stage-specific embryonic antigen-1 (SSEA-1)

Carbohydr Res. 2000 Mar 10;324(4):231-41. doi: 10.1016/s0008-6215(99)00299-2.

Abstract

This paper describes an efficient synthesis of the beta-2-trimethylsilylethyl glycoside of lacto-N-fucoheptaose based on a highly stereo- and regioselective glycosylation between a Lewis(x) trisaccharidic donor and a tetraol tetrasaccharidic acceptor. The title compound was characterized by high-resolution NMR spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Epitopes / chemistry*
  • Glycosylation
  • Lewis X Antigen / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry

Substances

  • Epitopes
  • Lewis X Antigen
  • Oligosaccharides
  • lacto-N-fucoheptaose