Structure-based discovery of glycolipids for CD1d-mediated NKT cell activation: tuning the adjuvant versus immunosuppression activity

J Am Chem Soc. 2006 Jul 19;128(28):9022-3. doi: 10.1021/ja062740z.

Abstract

Introduction of an aromatic group into the fatty acyl chain of alpha-GalCer modulates the activity and selectivity of IFN-gamma/IL-4 secretion through CD1d-mediated activation of NKT cells. Compound 14-16 are more potent than alpha-Galcer and biased for IFN-gamma than for IL-4. These new glycolipids may find use as adjuvants or as antimetastatic agents.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antigens, CD1 / chemistry
  • Antigens, CD1 / metabolism*
  • Antigens, CD1d
  • Cell Line
  • Galactosylceramides / chemistry
  • Galactosylceramides / pharmacology*
  • Humans
  • Immunosuppression Therapy
  • Killer Cells, Natural / drug effects*
  • Killer Cells, Natural / metabolism
  • Lymphocyte Activation
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Protein Conformation
  • Structure-Activity Relationship

Substances

  • Antigens, CD1
  • Antigens, CD1d
  • CD1D protein, human
  • Galactosylceramides