A new lipophilic fluorescent probe for interaction studies of bioactive lipopeptides with membrane models

Bioorg Med Chem Lett. 2002 Jul 8;12(13):1731-4. doi: 10.1016/s0960-894x(02)00253-6.

Abstract

The new fluorescent lipophilic moiety 11-[(7-amino-4-methyl-2-oxo-2H-1-benzopyran-3-acetyl)amino]undecanoic acid (AMCA-omegaAud-OH) was introduced by SPPS at the N-terminus of the immunodominant epitope GpMBP(74-85). FRET experiments using the new fluorescent lipopeptide demonstrate that the peptide interacts with much more affinity with the membrane compared to the lipid free analogue.

MeSH terms

  • Animals
  • Binding Sites
  • Energy Transfer
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry*
  • Immunodominant Epitopes / chemistry
  • Immunodominant Epitopes / immunology
  • Lipid Bilayers / chemistry
  • Lipoproteins / chemistry*
  • Lipoproteins / immunology
  • Lipoproteins / metabolism
  • Membrane Lipids / chemistry
  • Membrane Lipids / metabolism
  • Membranes / chemistry*
  • Models, Molecular
  • Palmitic Acid / chemistry
  • Palmitic Acid / metabolism
  • Rats
  • Spectrometry, Fluorescence
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Fluorescent Dyes
  • Immunodominant Epitopes
  • Lipid Bilayers
  • Lipoproteins
  • Membrane Lipids
  • Palmitic Acid