Synthesis of a monophosphoryl lipid A derivative and its conjugation to a modified form of a tumor-associated carbohydrate antigen GM3

Chem Commun (Camb). 2009 Oct 7:(37):5536-7. doi: 10.1039/b907351e. Epub 2009 Aug 27.

Abstract

An efficient synthesis of a derivative of monophosphoryl lipid A suitable for coupling to various structures for the construction of glycoconjugate vaccines and its conjugation with an N-modified form of the tumor-associated antigen GM3 is presented.

Publication types

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

MeSH terms

  • Adjuvants, Immunologic / chemical synthesis*
  • Adjuvants, Immunologic / chemistry
  • Antigens, Tumor-Associated, Carbohydrate / chemistry*
  • Cancer Vaccines / chemical synthesis*
  • Cancer Vaccines / chemistry
  • Lipid A / analogs & derivatives*
  • Lipid A / chemistry
  • Neuraminidase / chemistry*
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / chemistry
  • Structure-Activity Relationship

Substances

  • Adjuvants, Immunologic
  • Antigens, Tumor-Associated, Carbohydrate
  • Cancer Vaccines
  • Lipid A
  • Oligosaccharides
  • GM3 ganglioside sialidase
  • Neuraminidase
  • monophosphoryl lipid A