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Org Biomol Chem ; 10(6): 1145-8, 2012 Feb 14.
Artículo en Inglés | MEDLINE | ID: mdl-22179779

RESUMEN

The synthesis of three monofluorinated dimyristoylphosphatidylcholine derivatives (F-DMPC), with the fluorine atom located on the acyl chain in position 2 of the glycerol (sn-2) is described. The synthetic strategy relies on the coupling of 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine (lyso-PC) and three different fluorinated fatty acids. The latter were obtained from two different and complementary synthetic routes. Preliminary FTIR studies suggest that the presence of the fluorine atom does not significantly perturb the lipid conformational order and phase transition temperature and that these monofluorinated PC derivatives could be used as probes for the study of membrane topology, i.e. the location of drugs, peptides or proteins in membranes.


Asunto(s)
Dimiristoilfosfatidilcolina/análogos & derivados , Dimiristoilfosfatidilcolina/síntesis química , Colorantes Fluorescentes/química , Membrana Dobles de Lípidos/química , Dimiristoilfosfatidilcolina/química , Colorantes Fluorescentes/síntesis química , Estructura Molecular , Espectroscopía Infrarroja por Transformada de Fourier , Estereoisomerismo
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