title: Properties of a novel chemotactic esapeptide, an analogue of the prototypical N-formylmethionyl peptide.
abstract: The new disulphur-bridged peptide, for-Met-Leu-Cys(OMe)-Cys(OMe)-Leu-Met-for, has been synthesized and its biological properties resulting from its binding to the formyl-peptide receptor of human neutrophils characterized. Three activities resulting from this interaction were measured: directed cell migration (i.e., chemotaxis); superoxide anion production; and lysozyme enzyme release. The properties were compared with those observed for the prototypical peptide, for-Met-Leu-Phe-OMe. Chemotaxis is strongly triggered while both superoxide anion production and lysosomal enzyme release are elicited only at high concentrations and never reach the response peak observed for the prototype peptide at physiologically relevant concentrations. The derivative appears to bind with a good affinity to the formyl-peptide receptors. These results provide new information regarding the structure-activity relationship of the formyl-peptide receptor.
authors.affiliation: Department of Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17/19, 44100, Ferrara, Italy. g5z@dns.unife.it
authors.forename: Giorgio
authors.initials: G
authors.lastname: Cavicchioni
authors.forename: Marianna
authors.initials: M
authors.lastname: Turchetti
authors.forename: Katia
authors.initials: K
authors.lastname: Varani
authors.forename: Sofia
authors.initials: S
authors.lastname: Falzarano
authors.forename: Susanna
authors.initials: S
authors.lastname: Spisani
mesh_terms: D002633:Chemotaxis / Q000187:drug effects*; D006801:Humans; D008247:Lysosomes / Q000378:metabolism; D009240:N-Formylmethionine Leucyl-Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D009504:Neutrophils / Q000166:cytology / Q000187:drug effects / Q000378:metabolism; D013481:Superoxides / Q000378:metabolism; D014316:Tritium
chemical_list: D014316:Tritium; D013481:Superoxides; D009240:N-Formylmethionine Leucyl-Phenylalanine; C042932:formylmethionyl-leucyl-phenylalanine methyl ester