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Physical Properties Affecting Cochleate Formation and Morphology Using Antimicrobial Oligo-acyl-lysyl Peptide Mimetics and Mixtures Mimicking the Composition of Bacterial Membranes in the Absence of Divalent Cations

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Department of Biochemistry and Biomedical Sciences, McMaster University, Hamilton, Ontario L8N 3Z5, Canada
Department of Biotechnology & Food Engineering, Technion−Israel Institute of Technology, Haifa, Israel
§ NanoAnalytical Laboratory, 3951 Sacramento Street, San Francisco, California 94118, United States
Cite this: J. Phys. Chem. B 2011, 115, 10, 2287–2293
Publication Date (Web):February 18, 2011
https://doi.org/10.1021/jp111242q
Copyright © 2011 American Chemical Society
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Abstract

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Several cationic antimicrobial oligo-acyl-lysyl (OAK) peptide mimetics can form cochleate structures, that is, elongated multilayered cylindrical structures, with lipid mixtures mimicking the composition of bacterial cytoplasmic membranes. These cochleate structures do not require divalent cations for their assembly. In the present work, we use light microscopy to screen for cochleate formation in several OAK−lipid systems and freeze-fracture electron microscopy to assess their morphological features and size. We identify several factors that facilitate a structural change in these assemblies. Dehydration of the membrane interface and a high melting temperature are features of the lipids that enhance cochleate formation in OAK-based lipid systems. In addition, we observed that there is a specific length of the hydrocarbon linker in the OAK of 8−9 carbon atoms that provides optimal formation of these structures. The biophysical properties established in this study will allow for a better understanding of their role and suitability for biological studies.

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This article is cited by 17 publications.

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  2. Jun-Jie Luo, Fu-Gen Wu, Shan-Shan Qin, and Zhi-Wu Yu . In Situ Unfolded Lysozyme Induces the Lipid Lateral Redistribution of a Mixed Lipid Model Membrane. The Journal of Physical Chemistry B 2012, 116 (41) , 12381-12388. https://doi.org/10.1021/jp304339t
  3. Shuddhodana, Zaher Judeh. Insights into the mechanism of formation of non-conventional cochleates and its impact on their functional properties. Journal of Molecular Liquids 2021, 335 , 116249. https://doi.org/10.1016/j.molliq.2021.116249
  4. Maja Kaisersberger Vincek, Amram Mor, Selestina Gorgieva, Vanja Kokol. Antibacterial activity and cytotoxycity of gelatine-conjugated lysine-based peptides. Journal of Biomedical Materials Research Part A 2017, 105 (11) , 3110-3126. https://doi.org/10.1002/jbm.a.36164
  5. Natalia Molchanova, Paul Hansen, Henrik Franzyk. Advances in Development of Antimicrobial Peptidomimetics as Potential Drugs. Molecules 2017, 22 (9) , 1430. https://doi.org/10.3390/molecules22091430
  6. Tamás Bozó, András Wacha, Judith Mihály, Attila Bóta, Miklós S.Z. Kellermayer. Dispersion and stabilization of cochleate nanoparticles. European Journal of Pharmaceutics and Biopharmaceutics 2017, 117 , 270-275. https://doi.org/10.1016/j.ejpb.2017.04.030
  7. Min Liu, Xiaoming Zhong, Zhiwen Yang. Chitosan functionalized nanocochleates for enhanced oral absorption of cyclosporine A. Scientific Reports 2017, 7 (1) https://doi.org/10.1038/srep41322
  8. Amram Mor. Engineered OAKs Against Antibiotic Resistance and for Bacterial Detection. 2016,,, 205-226. https://doi.org/10.1007/978-3-319-32949-9_8
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  10. Amit Hollander, Dganit Danino. Cochleate characterization by cryogenic electron microscopy methods: Cryo-TEM and Cryo-SEM. Colloids and Surfaces A: Physicochemical and Engineering Aspects 2015, 483 , 187-192. https://doi.org/10.1016/j.colsurfa.2015.07.025
  11. Richard M. Epand, Kenneth D'Souza, Bob Berno, Michael Schlame. Membrane curvature modulation of protein activity determined by NMR. Biochimica et Biophysica Acta (BBA) - Biomembranes 2015, 1848 (1) , 220-228. https://doi.org/10.1016/j.bbamem.2014.05.004
  12. Sara G. Hovakeemian, Runhui Liu, Samuel H. Gellman, Heiko Heerklotz. Correlating antimicrobial activity and model membrane leakage induced by nylon-3 polymers and detergents. Soft Matter 2015, 11 (34) , 6840-6851. https://doi.org/10.1039/C5SM01521A
  13. Nily Dan, . Lipid-Nucleic Acid Supramolecular Complexes: Lipoplex Structure and the Kinetics of Formation. AIMS Biophysics 2015, 2 (2) , 163-183. https://doi.org/10.3934/biophy.2015.2.163
  14. Nily Dan, Dganit Danino. Structure and kinetics of lipid–nucleic acid complexes. Advances in Colloid and Interface Science 2014, 205 , 230-239. https://doi.org/10.1016/j.cis.2014.01.013
  15. Ana M. Melo, Luís M. S. Loura, Fábio Fernandes, José Villalaín, Manuel Prieto, Ana Coutinho. Electrostatically driven lipid–lysozyme mixed fibers display a multilamellar structure without amyloid features. Soft Matter 2014, 10 (6) , 840-850. https://doi.org/10.1039/C3SM52586D
  16. Hadar Sarig, Dafna Ohana, Raquel F. Epand, Amram Mor, Richard M. Epand. Functional studies of cochleate assemblies of an oligo‐acyl‐lysyl with lipid mixtures for combating bacterial multidrug resistance. The FASEB Journal 2011, 25 (10) , 3336-3343. https://doi.org/10.1096/fj.11-183764
  17. Raquel F. Epand, Amram Mor, Richard M. Epand. Lipid complexes with cationic peptides and OAKs; their role in antimicrobial action and in the delivery of antimicrobial agents. Cellular and Molecular Life Sciences 2011, 68 (13) , 2177-2188. https://doi.org/10.1007/s00018-011-0711-9

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