Lipid A and related compounds. XXVII. An efficient synthesis of D-galactosamine-4-phosphate analogs of lipid A via a novel key intermediate

Chem Pharm Bull (Tokyo). 1993 Aug;41(8):1465-8. doi: 10.1248/cpb.41.1465.

Abstract

A new methodology for chemical differentiation of one amino and four hydroxyl groups of D-galactosamine derivatives and its application for the synthesis of D-galactosamine-4-phosphate analogs of lipid A are described. Preliminary examination of biological activity revealed that the synthetic monosaccharides show mitogenic activity.

MeSH terms

  • Galactosamine / analogs & derivatives*
  • Galactosamine / chemical synthesis
  • Galactosamine / chemistry
  • Galactosamine / pharmacology
  • Galactosephosphates / chemical synthesis*
  • Galactosephosphates / chemistry
  • Galactosephosphates / pharmacology
  • Lipid A / analogs & derivatives*
  • Lipid A / pharmacology
  • Mitogens / chemical synthesis*
  • Mitogens / pharmacology

Substances

  • Galactosephosphates
  • Lipid A
  • Mitogens
  • galactosamine-4-phosphate
  • Galactosamine