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Simple and convenient synthesis of a fluorinated GM4 analogue

Authors
Journal
Journal of Fluorine Chemistry
0022-1139
Publisher
Elsevier
Publication Date
Volume
128
Issue
5
Identifiers
DOI: 10.1016/j.jfluchem.2007.02.013
Keywords
  • Sialylation
  • Galactoside Primer
  • Fluorinated Saccharide
  • Gm4 Analogue
Disciplines
  • Biology
  • Chemistry

Abstract

Abstract A series of fluorinated galactosides, dodecyl 2-deoxy-2-fluoro-β- d-galactopyranoside (2F Gal), dodecyl 4-deoxy-4-fluoro-β- d-galactopyranoside (4F Gal) and dodecyl 6-deoxy-6-fluoro-β- d-galactopyranoside (6F Gal), was chemically synthesized and introduced to B16 cells to serve as scaffolds for cellular enzyme glycosylation. Results showed that the presence of fluorine exercised significant effects on cell viability. Among the fluorinated galactosides used, 2F Gal was glycosylated to afford a GM4 analogue.

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