Hydrophobic interactions modulate antimicrobial peptoid selectivity towards anionic lipid membranes

被引:52
作者
Andreev, Konstantin [1 ,5 ]
Martynowycz, Michael W. [1 ,3 ,6 ]
Huang, Mia L. [2 ,7 ]
Kuzmenko, Ivan [3 ]
Bu, Wei [4 ]
Kirshenbaum, Kent [2 ]
Gidalevitz, David [1 ]
机构
[1] IIT, Pritzker Inst Biomed Sci & Engn, Dept Phys, Ctr Mol Study Condensed Soft Matter CoSM, 3440 South Dearborn St, Chicago, IL 60616 USA
[2] NYU, Dept Chem, 100 Washington Sq East, New York, NY 10003 USA
[3] Argonne Natl Lab, Adv Photon Source, 9700 South Cass Ave, Lemont, IL 60439 USA
[4] Univ Chicago, Ctr Adv Radiat Sources, Chicago, IL 60637 USA
[5] Northwestern Univ, Dept Mol Biosci, Howard Hughes Med Inst, Evanston, IL 60208 USA
[6] Howard Hughes Med Inst, Janelia Res Campus, Ashburn, VA 20147 USA
[7] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
来源
BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES | 2018年 / 1860卷 / 06期
基金
美国国家科学基金会;
关键词
Antimicrobial peptoids; Lipid membranes; Cytotoxicity; AFM; Hydrophobicity; X-ray scattering; RESISTANT STAPHYLOCOCCUS-AUREUS; GRAMICIDIN-S; PEPTIDE HYDROPHOBICITY; HEMOLYTIC ACTIVITIES; BIOLOGICAL-ACTIVITY; ANTIBACTERIAL; BACTERIAL; MECHANISM; POTENT; MODE;
D O I
10.1016/j.bbamem.2018.03.021
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Hydrophobic interactions govern specificity for natural antimicrobial peptides. No such relationship has been established for synthetic peptoids that mimic antimicrobial peptides. Peptoid macrocycles synthesized with five different aromatic groups are investigated by minimum inhibitory and hemolytic concentration assays, epi-fluorescence microscopy, atomic force microscopy, and X-ray reflectivity. Peptoid hydrophobicity is determined using high performance liquid chromatography. Disruption of bacterial but not eukaryotic lipid membranes is demonstrated on the solid supported lipid bilayers and Langmuir monolayers. X-ray reflectivity studies demonstrate that intercalation of peptoids with zwitterionic or negatively charged lipid membranes is found to be regulated by hydrophobicity. Critical levels of peptoid selectivity are demonstrated and found to be modulated by their hydrophobic groups. It is suggested that peptoids may follow different optimization schemes as compared to their natural analogues.
引用
收藏
页码:1414 / 1423
页数:10
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