4.7 Article

Short Alkylated Peptoid Mimics of Antimicrobial Lipopeptides

Journal

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY
Volume 55, Issue 1, Pages 417-420

Publisher

AMER SOC MICROBIOLOGY
DOI: 10.1128/AAC.01080-10

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Funding

  1. Department of Homeland Security
  2. Jean Dreyfus Boissevain Undergraduate Scholarship for Excellence in Chemistry
  3. Northwestern Undergraduate Research Grant
  4. NIH [1R01 HL067984, 1R01 AI072666]
  5. NATIONAL HEART, LUNG, AND BLOOD INSTITUTE [R01HL067984] Funding Source: NIH RePORTER
  6. NATIONAL INSTITUTE OF ALLERGY AND INFECTIOUS DISEASES [R01AI072666] Funding Source: NIH RePORTER

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We report the creation of alkylated poly-N-substituted glycine (peptoid) mimics of antimicrobial lipopeptides with alkyl tails ranging from 5 to 13 carbons. In several cases, alkylation significantly improved the selectivity of the peptoids with no loss in antimicrobial potency. Using this technique, we synthesized an antimicrobial peptoid only 5 monomers in length with selective, broad-spectrum antimicrobial activity as potent as previously reported dodecameric peptoids and the antimicrobial peptide pexiganan.

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