Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity

Yukari Fujimoto, Eiji Kimura, Shuichi Murata, Shoichi Kusumoto, Koichi Fukase

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Fluorescence- and biotin-labeled lipid A analogues were synthesized for the investigation of bacterial lipopolysaccharide (LPS)/lipid A recognition in the innate immune system. For the introduction of the labeling moiety, a hydrophilic glutaryl-glucose linker was used for maintaining the bioactivity and also for preventing self-aggregation, which causes quenching of the fluorescence. We also observed the biological activity of the labeled compounds.

Original languageEnglish
Pages (from-to)539-543
Number of pages5
JournalTetrahedron Letters
Volume47
Issue number4
DOIs
Publication statusPublished - 2006 Jan 23
Externally publishedYes

Keywords

  • Biotin-label
  • Fluorescence-label
  • Immunostimulation
  • Innate immunity
  • Lipid A

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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