Synthesis and validation of novel cholesterol-based fluorescent lipids designed to observe the cellular trafficking of cationic liposomes

Bioorg Med Chem Lett. 2015 Sep 15;25(18):3893-6. doi: 10.1016/j.bmcl.2015.07.051. Epub 2015 Jul 23.

Abstract

Cholesterol-based fluorescent lipids with ether linker were synthesized using NBD (Chol-E-NBD) or Rhodamine B (Chol-E-Rh), and the usefulnesses as fluorescent probes for tracing cholesterol-based liposomes were validated. The fluorescent intensities of liposomes containing these modified lipids were measured and observed under a microscope. Neither compound interfered with the expression of GFP plasmid, and live cell images were obtained without interferences. Changes in the fluorescent intensity of liposomes containing Chol-E-NBD were followed by flow cytometry for up to 24h. These fluorescent lipids could be useful probes for trafficking of cationic liposome-mediated gene delivery.

Keywords: Cholesterol; Fluorescent probe; Liposome; Transfection.

Publication types

  • Research Support, Non-U.S. Gov't
  • Validation Study

MeSH terms

  • Animals
  • COS Cells
  • Cations / chemistry
  • Chlorocebus aethiops
  • Cholesterol / chemistry*
  • Flow Cytometry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Gene Transfer Techniques
  • Lipids / analysis*
  • Lipids / chemical synthesis*
  • Lipids / chemistry
  • Liposomes / analysis*
  • Liposomes / chemistry*
  • Liposomes / metabolism
  • Molecular Conformation
  • Reproducibility of Results

Substances

  • Cations
  • Fluorescent Dyes
  • Lipids
  • Liposomes
  • Cholesterol