Published in

American Chemical Society, Organic Letters, 13(12), p. 2928-2931, 2010

DOI: 10.1021/ol100934z

Links

Tools

Export citation

Search in Google Scholar

Synthesis and Evaluation of Amino-Modified α-GalCer Analogues

Journal article published in 2010 by Matthias Trappeniers, René Chofor, Sandrine Aspeslagh, Yali Li, Bruno Linclau, Dirk M. Zajonc, Dirk Elewaut ORCID, Serge Van Calenbergh, Serge Van Calenbergh
This paper is available in a repository.
This paper is available in a repository.

Full text: Download

Green circle
Preprint: archiving allowed
  • Must obtain written permission from Editor
  • Must not violate ACS ethical Guidelines
Upload
Orange circle
Postprint: archiving restricted
  • Must obtain written permission from Editor
  • Must not violate ACS ethical Guidelines
Upload
Red circle
Published version: archiving forbidden
Policy details
Data provided by SHERPA/RoMEO

Abstract

alpha-GalCer analogues featuring a phytoceramide 3- and 4-amino group have been synthesized. A Mitsunobu reaction involving phthalimide was employed for the introduction of the amino groups at the 3- and 4-positions of suitable phytosphingosine-derived precursors. The influence of these modifications on the interaction with the T-cell receptor of NKT cells was investigated, as well as the capacity of the amino-modified analogues to induce a cytokine response after in vivo administration.