Rapid identification of immunostimulatory α-galactosylceramides using synthetic combinatorial libraries

Qian Li, Rachel M. Ndonye, Petr A. Illarionov, Karl O.A. Yu, Elliot S. Jerud, Kristine Diaz, Gabriel Bricard, Steven A. Porcelli, Gurdyal S. Besra, Young Tae Chang, Amy R. Howell

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Two 60+-membered libraries of α-galactosylceramides have been prepared by reactions between activated ester resins and two core, fully deprotected galactosylated sphingoid bases. The libraries were evaluated for their ability to stimulate CD1d-restricted NKT cells, using in vitro stimulation of a murine NKT cell hybridoma line and for their ability to induce the expansion of NKT cells from peripheral blood mononuclear cells (PBMC) of a normal human subject. Our results showed that many compounds constructed on a C18-phytosphingosine base had significant stimulatory activity in both assays. Because no product purification was required, this approach is particularly attractive as a method for rapid synthesis of large libraries of potential immunomodulatory glycosylceramides.

Original languageEnglish (US)
Pages (from-to)1081-1093
Number of pages13
JournalJournal of Combinatorial Chemistry
Volume9
Issue number6
DOIs
StatePublished - 2007

ASJC Scopus subject areas

  • General Chemistry

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