Short Alkylated Peptoid Mimics of Antimicrobial Lipopeptides

Author:

Chongsiriwatana Nathaniel P.,Miller Tyler M.,Wetzler Modi,Vakulenko Sergei,Karlsson Amy J.,Palecek Sean P.,Mobashery Shahriar,Barron Annelise E.

Abstract

ABSTRACTWe 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.

Publisher

American Society for Microbiology

Subject

Infectious Diseases,Pharmacology (medical),Pharmacology

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