Contribution of Each Amino Acid Residue in Polymyxin B_3 to Antimicrobial and Lipopolysaccharide Binding Activity

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概要

• 論文の詳細を見る

• This study on the structure-activity relationship of polymyxin B, a cyclic peptide antibiotic, used sixteen synthetic polymyxin B_3 analogs including alanine scanning analogs to elucidate the contribution of the side chains to antimicrobial activity and lipopolysaccharide (LPS) binding. Of these analogs, [Ala^5]-polymyxin B_3 showed greatly reduced antimicrobial activity against Escherichia coli (E. coli), Salmonella Typhimurium (S. Typhimurium) and Pseudomonas aeruginosa (P. aeruginosa) with MIC values of 4-16nmol/ml, suggesting that the Dab (α, γ-diaminobutyric acid) residue at position 5 is the most important residue contributing to bactericidal activity. The antibacterial contribution of Dab when located within the lactam ring (positions 5, 8 and 9) was greater than when located outside the ring (positions 1 and 3). [D-Ala^6]-, [L-Phe^6]-, [Ala^7]-, and [Gly^7]-polymyxin B_3 analogs retained potent antimicrobial activity, indicating that neither the reduction of hydrophobic character of the D-Phe^6-Leu^7 region nor the D-configuration at position 6 is indispensable for antimicrobial activity. LPS binding studies showed that decreased hydrophobicity of the lactam ring had little effect, but the N^γ-amino function of the Dab residues at position 1, 3, 5, 8 and 9 greatly affected LPS binding, with the contribution of Dab^5 being the most significant.

• 社団法人日本薬学会の論文
• 2009-03-01

著者

• SATO Yuki

  Faculty of Agriculture, Niigata University

• Sato Y

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Sato Y

  Division Of Organic Chemistry National Institute Of Health Sciences

• OHKI Kazuhiro

  Faculty of Pharmaceutical Sciences, Hokuriku University

• OKIMURA Keiko

  Faculty of Pharmaceutical Sciences, Hokuriku University

• SAKURA Naoki

  Faculty of Pharmaceutical Sciences, Hokuriku University

• KANAZAWA Kazushi

  Faculty of Pharmaceutical Sciences, Hokuriku University

• UCHIDA Yoshiki

  Department of Food Science and Nutrition, Osaka Shoin Women's University

• SHINDO Mitsuno

  Department of Food Science and Nutrition, Osaka Shoin Women's University

• Kanazawa Kazushi

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 黒沢 克郎

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Ohnishi Kuniharu

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Ohnishi Kuniharu

  北陸大学 薬学部

• Ohki K

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Ohki Kazuhiro

  北陸大学 薬学部

• Ohki Kazuhiro

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Okimura K

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Okimura Keiko

  北陸大学 薬学部

• Okimura Keiko

  Faculty Of Pharmaceutical Sciences Hokuriku University

• 佐倉 直樹

  北陸大・薬

• Sakura N

  Hokuriku Univ. Kanazawa Jpn

• Sakura Naoki

  北陸大学 薬 生物活性

• Sakura Naoki

  北陸大学 薬学部

• Sakura Naoki

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Shindo Mitsuno

  Department Of Food Science And Nutrition Osaka Shoin Women's University

• Sato Yukiko

  Division Of Organic Chemistry National Institute Of Health Sciences

• Uchida Y

  Hokuriku Univ. Kanazawa Jpn

• Uchida Yoshiki

  Department Of Applied Chemistry Faculty Of Engineering Osaka City University

• Kurosawa K

  Fac. Of Pharmaceutical Sciences Hokuriku Univ.

• Uchida Yoshiki

  Dep. Of Health And Nutrition Osaka Shoin Women's Univ.

• Shindo Mitsuno

  Department Of Health And Nutrition Osaka Shoin Women's University

• Sato Yuki

  Faculty Of Agriculture Niigata University

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