title: Synthesis of protegrin-related peptides and their antibacterial and anti-human immunodeficiency virus activity.
abstract: All disulfide analogs (types I, II and III) of protegrin (PG)-1, an 18-residue antimicrobial peptide having two intramolecular disulfide bonds, were synthesized using regioselective disulfide bond formation. Random air-oxidation of the fully reduced PG-1 formed the type III PG-1. In addition, a type III analog containing an amidated carboxy-terminal residue was also prepared. Each analog showed significant and different antibacterial and anti-human immunodeficiency virus (HIV) activity. Deletion of two disulfide bridges caused a significant decrease in activity.
authors.affiliation: Faculty of Pharmaceutical Sciences, Kyoto University, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Tamamura
authors.forename: T
authors.initials: T
authors.lastname: Murakami
authors.forename: S
authors.initials: S
authors.lastname: Horiuchi
authors.forename: K
authors.initials: K
authors.lastname: Sugihara
authors.forename: A
authors.initials: A
authors.lastname: Otaka
authors.forename: W
authors.initials: W
authors.lastname: Takada
authors.forename: T
authors.initials: T
authors.lastname: Ibuka
authors.forename: M
authors.initials: M
authors.lastname: Waki
authors.forename: N
authors.initials: N
authors.lastname: Yamamoto
authors.forename: N
authors.initials: N
authors.lastname: Fujii
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D023181:Antimicrobial Cationic Peptides; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D004220:Disulfides / Q000138:chemical synthesis / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects; D006678:HIV / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis* / Q000494:pharmacology*; D011506:Proteins / Q000138:chemical synthesis* / Q000494:pharmacology*; D012475:Salmonella / Q000187:drug effects; D017386:Sequence Homology, Amino Acid; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D023181:Antimicrobial Cationic Peptides; D000998:Antiviral Agents; D004220:Disulfides; D010455:Peptides; D011506:Proteins; C094880:protegrin-1