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Are the short cationic lipopeptides bacterial membrane disruptors? Structure-Activity Relationship and molecular dynamic evaluation.
Greber, Katarzyna E; Zielinska, Joanna; Nierzwicki, Lukasz; Ciura, Krzesimir; Kawczak, Piotr; Nowakowska, Joanna; Baczek, Tomasz; Sawicki, Wieslaw.
Afiliación
  • Greber KE; Medical University of Gdansk, Faculty of Pharmacy, Department of Physical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland. Electronic address: greber@gumed.edu.pl.
  • Zielinska J; Medical University of Gdansk, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
  • Nierzwicki L; Gdansk University of Technology, Faculty of Chemistry, Department of Physical Chemistry, ul. Gabriela Narutowicza 11/12, 80-233 Gdansk, Poland. Electronic address: nierzwicki.l@gmail.com.
  • Ciura K; Medical University of Gdansk, Faculty of Pharmacy, Department of Physical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
  • Kawczak P; Medical University of Gdansk, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
  • Nowakowska J; Medical University of Gdansk, Faculty of Pharmacy, Department of Physical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
  • Baczek T; Medical University of Gdansk, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
  • Sawicki W; Medical University of Gdansk, Faculty of Pharmacy, Department of Physical Chemistry, Al. Gen. J. Hallera 107, 80-416 Gdansk, Poland.
Biochim Biophys Acta Biomembr ; 1861(1): 93-99, 2019 01.
Article en En | MEDLINE | ID: mdl-30463703
Short cationic lipopeptides are amphiphilic molecules that exhibit antimicrobial activity mainly against Gram-positives. These compounds bind to bacterial membranes and disrupt their integrity. Here we examine the structure-activity relation (SAR) of lysine-based lipopeptides, with a prospect to rationally design more active compounds. The presented study aims to explain how antimicrobial activity of lipopeptides is affected by the charge of lipopeptide headgroup and the length of lipopeptide acyl chain. The obtained SAR models suggest that the lipophilicity of short synthetic cationic lipopeptides is the major factor that determines their antimicrobial activities. In order to link the differences in antimicrobial activity to the mechanism of action of lipopeptides containing one and two hydrophobic chains, we additionally performed molecular dynamic (MD) simulations. By using combined coarse-grained and all-atom simulations we also show that these compounds neither affect the organization of the membrane lipids nor aggregate to form separate phases. These results, along with the onset of antimicrobial activity of lipopeptides well below the critical micelle concentration (CMC), indicate that lipopeptides do not act in a simple detergent-like manner.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Relación Estructura-Actividad / Membrana Celular / Lipopéptidos / Simulación de Dinámica Molecular Tipo de estudio: Prognostic_studies Límite: Humans Idioma: En Revista: Biochim Biophys Acta Biomembr Año: 2019 Tipo del documento: Article Pais de publicación: Países Bajos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Relación Estructura-Actividad / Membrana Celular / Lipopéptidos / Simulación de Dinámica Molecular Tipo de estudio: Prognostic_studies Límite: Humans Idioma: En Revista: Biochim Biophys Acta Biomembr Año: 2019 Tipo del documento: Article Pais de publicación: Países Bajos