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Synthesis and biophysical characterization of an odd-numbered 1,3-diamidophospholipid

  • Neuhaus, Frederik Department of Chemistry, University of Fribourg, Switzerland - National Centre of Competence in Research in Chemical Biology, Geneva, Switzerland
  • Mueller, Dennis Department of Chemistry, University of Fribourg, Switzerland
  • Tanasescu, Radu Department of Chemistry, University of Fribourg, Switzerland
  • Balog, Sandor Adolphe Merkle Institute, University of Fribourg, Switzerland
  • Takashi Ishikawa Paul Scherrer Institute (PSI), OFLB/010, Villigen PSI, Switzerland
  • Brezesinski, Gerald Max Planck Institute of Colloids and Interfaces, Research Campus, Potsdam, Germany
  • Zumbuehl, Andreas Department of Chemistry, University of Fribourg, Switzerland - National Centre of Competence in Research in Chemical Biology, Geneva, Switzerland
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    13.03.2018
Published in:
  • Langmuir. - 2018, vol. 34, no. 10, p. 3215–3220
English Nanomedicine suffers from low drug delivery efficiencies. Mechanoresponsive vesicles could provide an alternative way to release active compounds triggered by the basic physics of the human body. 1,3-Diamidophospholipids with C16 tails proved to be an effective building block for mechanoresponsive vesicles, but their low main phase transition temperature prevents an effective application in humans. As the main phase transition temperature of a membrane depends on the fatty acyl chain length, we synthesized a C17 homologue of a 1,3-diamidophospholipid: Rad-PC-Rad. The elevated main phase transition temperature of Rad-PC-Rad allows mechanoresponsive drug delivery at body temperature. Herein, we report the biophysical properties of Rad-PC-Rad monolayer and bilayer membranes. Rad-PC- Rad is an ideal candidate for advancing the concept of physically triggered drug release.
Faculty
Faculté des sciences et de médecine
Department
Département de Chimie
Language
  • English
Classification
Chemistry
License
License undefined
Identifiers
Persistent URL
https://folia.unifr.ch/unifr/documents/306549
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