Antimicrobial Peptides and Their Superior Fluorinated Analogues: Structure-Activity Relationships as Revealed by NMR Spectroscopy and MD Calculations
- Díaz, M.D. 1
- Palomino-Schätzlein, M. 2
- Corzana, F. 3
- Andreu, C. 4
- Carbajo, R.J. 2
- Del Olmo, M. 4
- Canales-Mayordomo, A. 5
- Pineda-Lucena, A. 2
- Asensio, G. 4
- Jiménez-Barbero, J. 1
-
1
Centro de Investigaciones Biológicas
info
-
2
Centro de Investigación Príncipe Felipe
info
-
3
Universidad de La Rioja
info
-
4
Universitat de València
info
-
5
Universidad Complutense de Madrid
info
ISSN: 1439-4227
Año de publicación: 2010
Volumen: 11
Número: 17
Páginas: 2424-2432
Tipo: Artículo
beta Ver similares en nube de resultadosOtras publicaciones en: Chembiochem : a European journal of chemical biology
Resumen
The conformations of two synthetic pentapeptides with antimicrobial activity and their 4-fluorophenylalanine (Pff)-containing analogues (ArXArXAr-NH 2; Ar=Phe, Pff; X=Lys, Arg) have been studied. NMR experiments carried out both in aqueous fluoroalcohol solutions and SDS micelles permitted their interactions with membrane-like environments to be explored. WaterLOGSY experiments and Mn 2+-based paramagnetic probes were also applied to assess their orientations with respect to the SDS micelles. In addition, pulse-field gradient (PFG) diffusion NMR spectroscopy studies were conducted, under different experimental conditions (i.e., concentration, temperature) to characterize the possible changes in the peptides' aggregation states as a putative critical factor for their antimicrobial activity. Finally, molecular dynamics simulations on a variety of conformations showed the intrinsic flexibility of these peptides in both aqueous solutions and membrane-mimetic systems.A flexible friend? The interactions of antimicrobial peptides with membrane-mimetic media have been studied under different conditions by NMR spectroscopy and molecular dynamics simulations. Experiments were carried out to determine the conformations, orientations, and aggregation states of two synthetic pentapeptides and their 4-fluorophenylalanine-containing analogues in aqueous fluoroalcohol solutions and in SDS micelles. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.