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Cationic amphiphiles based on diethanolamine esters with amino acids in the polar block
Institution:1. M. V. Lomonosov Institute of Fine Chemical Technologies, MIREA – Russian Technological University, 119571 Moscow, Russian Federation;2. A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, Russian Federation;1. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. Department of Physics, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;3. P. N. Lebedev Physical Institute, Russian Academy of Sciences, 119991 Moscow, Russian Federation;1. A. G. Merzhanov Institute of Structural Macrokinetics and Materials Science, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region, Russian Federation;2. N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, 119991 Moscow, Russian Federation;1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;1. National Research Center ‘Kurchatov Institute’, 123182 Moscow, Russian Federation;2. A. V. Shubnikov Institute of Crystallography, FSRC ‘Crystallography and Photonics’, Russian Academy of Sciences, 119333 Moscow, Russian Federation;3. A. S. Loginov Moscow Clinical Scientific Center, 111123 Moscow, Russian Federation;1. North-Caucasian Zonal Research Veterinary Institute, 346406 Novocherkassk, Russian Federation;2. Institute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov-on-Don, Russian Federation;3. North-Caucasus Federal University, 355017 Stavropol, Russian Federation
Abstract:A series of new cationic amphiphiles based on diethanolamine esters with Gly, βAla, GABA, Lys, Orn amino acid residues in the hydrophilic block were prepared. The sample containing the Lys residue showed the best activity against gram-positive and gram-negative bacteria. For model membranes comprising combinations of DOPC, DOPG and DOPE phospholipids, the sample can electrostatically bind to the surface of a bacterial cell and destroy it by formation of through defects.
Keywords:antimicrobial peptidomimetics  diethanolamine esters  antibacterial activity  cationic amphiphiles  dipeptides
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