title: Synthesis, biological activity and conformational studies of geometrically restricted tripeptide analogues of the chemoattractant HCO-Met-Leu-Phe-OMe.
abstract: The formyl tripeptides containing 2-azetidinecarboxylic acid 2, 2-piperidinecarboxylic acid 3 and norvaline 4 in position 2 were synthesized and their biological activity was evaluated. The conformation of peptides was studied by CD and FT-IR techniques. While 2 and 3 do not show either chemotactic activity or superoxide production, 4 retains both activities.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Ferrara.
authors.forename: M
authors.initials: M
authors.lastname: Boggian
authors.forename: G
authors.initials: G
authors.lastname: Vertuani
authors.forename: G
authors.initials: G
authors.lastname: Cavicchioni
authors.forename: R
authors.initials: R
authors.lastname: Pecoraro
authors.forename: A
authors.initials: A
authors.lastname: Scatturin
authors.forename: S
authors.initials: S
authors.lastname: Spisani
mesh_terms: D002465:Cell Movement; D002630:Chemotactic Factors / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D009240:N-Formylmethionine Leucyl-Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D009504:Neutrophils / Q000187:drug effects* / Q000378:metabolism / Q000502:physiology; D009842:Oligopeptides / Q000737:chemistry* / Q000494:pharmacology; D011487:Protein Conformation; D012996:Solutions; D013481:Superoxides / Q000378:metabolism
chemical_list: D002630:Chemotactic Factors; D009842:Oligopeptides; D012996:Solutions; D013481:Superoxides; D009240:N-Formylmethionine Leucyl-Phenylalanine; C042932:formylmethionyl-leucyl-phenylalanine methyl ester