Modifications of Hydrophobic Value and Hydrophobic Moment Value of Cationic Model Peptides for Conversion of Peptide-Membrane Interactions

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The hydrophobic value <<I>H</I>> and hydrophobic moment value <μ> of helical peptides correlate with membrane–peptide interactions such as ion channel forming or membrane perturbation. In this paper, two cationic amphiphilic peptides, ALSAALKAALSWASLAAKLAASLA-amide (Ap) and KK-ALSAALKAALSWASLAAKLAASLA-KK-amide (KAp), consisting of 24 and 28 amino acid residues, respectively, were synthesized to acquire antimicrobial activities and to reduce the high hemolytic activity of cationic helical peptide, LARLLARLLARLLRALLRALLRAL-amide (4<SUB>6</SUB>), reported previously. Both peptides were designed to possess higher hydrophobic values and lower hydrophobic moment values than those of 4<SUB>6</SUB>. Circular dichroism (CD) measurements of the peptides showed that the peptides had lower α-helical content than that of 4<SUB>6</SUB> in aqueous solutions as well as the membrane mimetic environments. 4<SUB>6</SUB> did not show any antibacterial activity whereas KAp and Ap had antibacterial activities against Gram-positive and -negative bacteria. In contrast, the hemolytic activities of Ap and KAp decreased to less than that of 4<SUB>6</SUB>. Electrophysiological experiments were carried out to compare ion channel formation. Both peptides showed ion conductance patterns distinguishable from the patterns of 4<SUB>6</SUB> and pore forming with flexible structures was suggested. In addition, the flanking cationic residues of KAp tended to increase the channel opening durations.

収録刊行物

  • Bulletin of the Chemical Society of Japan  

    Bulletin of the Chemical Society of Japan 81(6), 733-739, 2008-06-15 

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10021076136
  • NII書誌ID(NCID)
    AA00580132
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    00092673
  • NDL 記事登録ID
    9528644
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
  • NDL 請求記号
    Z53-B35
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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