title: Alpha-peptide/beta-peptoid chimeras.
abstract: [structure: see text] We describe the synthesis and characterization of the first generation of oligomers consisting of alternating repeats of alpha-amino acids and chiral N-alkyl-beta-alanine (beta-peptoid) residues. These chimeras are stable toward proteolysis, non-hemolytic, and possess antibacterial activity comparable to well-known antimicrobial agents. Moreover, the chimeras exhibit length-dependent, concentration-dependent, solvent-dependent, and ion-strength-dependent ellipticity, indicating the presence of a secondary structure in solution. Thus, alpha-peptide/beta-peptoid oligomers represent a promising novel peptidomimetic backbone construct for biologically active ligands.
authors.affiliation: Department of Medicinal Chemistry, Faculty of Pharmaceutical Sciences, University of Copenhagen, Universitetsparken 2, DK-2100 Copenhagen, Denmark. cao@farma.ku.dk
authors.forename: Christian A
authors.initials: CA
authors.lastname: Olsen
authors.forename: Gitte
authors.initials: G
authors.lastname: Bonke
authors.forename: Line
authors.initials: L
authors.lastname: Vedel
authors.forename: Anne
authors.initials: A
authors.lastname: Adsersen
authors.forename: Matthias
authors.initials: M
authors.lastname: Witt
authors.forename: Henrik
authors.initials: H
authors.lastname: Franzyk
authors.forename: Jerzy W
authors.initials: JW
authors.lastname: Jaroszewski
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002942:Circular Dichroism; D050296:Microbial Viability / Q000187:drug effects; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D034444:Peptoids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D010455:Peptides; D034444:Peptoids