AI Article Synopsis

  • A new method was created to access 1,2,3-triazolium-grafted peptoid macrocycles through macrocyclization and postmodification of linear peptoid oligomers with specific side chains.
  • X-ray and NMR studies indicated that these macrocycles tend to form stable hairpin-shaped structures, giving them a unique amphipathic character.
  • Initial tests suggested that these cationic amphipathic macrocycles have potential antimicrobial properties.

Article Abstract

Access to 1,2,3-triazolium-grafted peptoid macrocycles was developed by macrocyclization and multivalent postmodification of linear peptoid oligomers carrying an alternance of benzylic and propargyl groups as side chains. X-ray analysis and NMR studies revealed a conformational preference for constrained hairpin-shaped structures leading to the facial amphipathic character of these macrocycles. A preliminary evaluation showed the antimicrobial activities of these new cationic amphipathic architectures.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c01149DOI Listing

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