title: Theoretical conformational analysis and synthesis of analogues of the heptapeptide antibiotic K-582 A.
abstract: A detailed theoretical conformational analysis of the linear heptapeptide antibiotic [Arg2]K-582 A (Arg-Arg-D-Orn-Thr-D-Orn-Lys-D-Tyr) was carried out. The results of the computer simulation suggest that the linear peptide has a high propensity to fold in solution into a quasi-cyclic conformation in equilibrium with pi(L-D) helices. The synthesis of two inactive analogues with an L-Lys in place of D-Orn3 or D-Orn5 confirms the importance of the proposed folding pattern for the occurrence of the antimicrobial activity of K-582 A.
authors.affiliation: Free University of Brussels, Belgium.
authors.forename: J L
authors.initials: JL
authors.lastname: De Coen
authors.forename: B
authors.initials: B
authors.lastname: Wathelet
authors.forename: F
authors.initials: F
authors.lastname: Demeuse
authors.forename: C
authors.initials: C
authors.lastname: Mayon
authors.forename: M
authors.initials: M
authors.lastname: Culot
authors.forename: J
authors.initials: J
authors.lastname: Brakel
mesh_terms: D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D023181:Antimicrobial Cationic Peptides; D001419:Bacteria / Q000187:drug effects; D003198:Computer Simulation; D005658:Fungi / Q000187:drug effects; D008958:Models, Molecular; D008969:Molecular Sequence Data; D010455:Peptides; D011487:Protein Conformation; D017510:Protein Folding; D012996:Solutions; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D023181:Antimicrobial Cationic Peptides; D010455:Peptides; D012996:Solutions; C086437:K 582 A