New insights into the influence of Monofluorination on Dimyristoylphosphatidylcholine membrane properties: A solid-state NMR study.
 

New insights into the influence of Monofluorination on Dimyristoylphosphatidylcholine membrane properties: A solid-state NMR study.

New insights into the influence of Monofluorination on Dimyristoylphosphatidylcholine membrane properties: A solid-state NMR study.

Biochim Biophys Acta. 2017 Dec 06;:

Authors: Gagnon MC, Strandberg E, Ulrich AS, Paquin JF, Auger M

Abstract
Solid-state 19F NMR spectroscopy is a method of choice to study the interactions between lipid membranes and other molecules such as peptides, proteins or drugs. Numerous fluorine-labeled NMR probes have been developed over the last few years, especially fluorine-labeled peptides. In order to develop a new kind of NMR reporter molecule and a complementary approach to fluorine-labeling of peptides, we synthesized six monofluorinated derivatives of the lipid dimyristoylphosphatidylcholine (F-DMPC), with the fluorine atom located along the acyl chain linked to the central glycerol position. To better understand the behavior of these fluorine-labeled lipids, we report here the investigation of F-DMPC membrane properties using solid-state 2H-, 15N-, 19F and 31P NMR spectroscopy. This study was carried out on pure F-DMPC bilayers as well as F-DMPC/DMPC mixtures at various ratios. Slight perturbations were observed for pure F-DMPC multilamellar vesicles (MLVs), most noticeable for lipids with the fluorine atom located at the extremities of the acyl chain. On the other hand, no significant perturbations were observed for F-DMPC/DMPC MLVs containing up to 25% F-DMPC, nor for any fluorine-labeled bilayers that were prepared as macroscopically oriented samples. To test the interaction with some representative peptides, 15N-labeled ?-helical antimicrobial peptides (AMPs) were incorporated into F-DMPC/DMPC (1/3) bilayers. 15N SS-NMR analyses confirmed that the known orientation of each AMP in pure DMPC was preserved in the presence of 25% monofluorinated DMPC, irrespective of the position of the 19F-label. In summary, F-DMPC/DMPC (1/3) model membranes can be used as NMR reporter to study membrane interactions with other molecules.


PMID: 29223532 [PubMed - as supplied by publisher]



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