Issue 4, 2005
From the journal:

Organic & Biomolecular Chemistry

Evidence for dimer formation by an amphiphilic heptapeptide that mediates chloride and carboxyfluorescein release from liposomes

Robert Pajewski,a   Riccardo Ferdani,a   Jolanta Pajewska,a   Natasha Djedovič,a   Paul H. Schlesingerb  and  George W. Gokel*ac  

* Corresponding authors

a Department of Molecular Biology & Pharmacology, Washington University School of Medicine, 660 S. Euclid Ave., Campus Box 8103, St. Louis, USA
E-mail: ggokel@molecool.wustl.edu
Fax: 14/362-9298 or 7058
Tel: 314/362-9297

b Department of Cell Biology and Physiology, Washington University School of Medicine, 660 S. Euclid Ave., Campus Box 8103, St. Louis, USA

c Department of Chemistry, Washington University School of Medicine, 660 S. Euclid Ave., Campus Box 8103, St. Louis, USA

Abstract

Heptapeptides having dioctadecyl, N-terminal hydrocarbon chains insert in phospholipid bilayer membranes and form pores through which at least chloride ions pass. Although amphiphilic, these compounds do not typically form vesicles themselves. They insert in the bilayers of phospholipid vesicles and mediate the release of carboxyfluorescein. Hill analysis indicates that at least two molecules of the amphiphile are involved in pore formation. In CD2Cl2, dimer formation is detected by NMR chemical shift changes. The anion release activity of individual anion transporters is increased by linking them covalently at the C-terminus or, even more, by linking them at the N-terminus. Evidence is presented that either linked molecule releases chloride from liposomes more effectively and rapidly than the individual transporter molecule at a comparable concentration.

Graphical abstract: Evidence for dimer formation by an amphiphilic heptapeptide that mediates chloride and carboxyfluorescein release from liposomes

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Article information

DOI
https://doi.org/10.1039/B417009A
Article type
Paper
Submitted
09 Nov 2004
Accepted
20 Dec 2004
First published
13 Jan 2005

Org. Biomol. Chem., 2005,3, 619-625

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Evidence for dimer formation by an amphiphilic heptapeptide that mediates chloride and carboxyfluorescein release from liposomes

R. Pajewski, R. Ferdani, J. Pajewska, N. Djedovič, P. H. Schlesinger and G. W. Gokel, Org. Biomol. Chem., 2005, 3, 619 DOI: 10.1039/B417009A

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