title: Synthesis and characterization of the novel fluorescent prolyl oligopeptidase inhibitor 4-fluoresceinthiocarbamoyl-6-aminocaproyl-L-prolyl-2(S)-(hydroxyacetyl)pyrrolidine.
abstract: The synthesis and characterization of the first fluorescent prolyl oligopeptidase inhibitor 4-fluoresceinthiocarbamoyl-6-aminocaproyl-L-prolyl-2(S)-(hydroxyacetyl)pyrrolidine is described. This compound has an IC50 value of 0.83 nM and a dissociation half-life of 160 min, and its fluorescence signal is detectable using standard filters for fluorescein. These properties make this compound a suitable probe for visualizing prolyl oligopeptidase in various applications.
authors.affiliation: Department of Pharmacology and Toxicology, University of Kuopio, P.O. Box 1627, FI-70211 Kuopio, Finland. Jarkko.Venalainen@uku.fi
authors.forename: Jarkko I
authors.initials: JI
authors.lastname: Venäläinen
authors.forename: Erik A A
authors.initials: EA
authors.lastname: Wallén
authors.forename: Antti
authors.initials: A
authors.lastname: Poso
authors.forename: J Arturo
authors.initials: JA
authors.lastname: García-Horsman
authors.forename: Pekka T
authors.initials: PT
authors.lastname: Männistö
mesh_terms: D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D005452:Fluoresceins / Q000138:chemical synthesis* / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D010447:Peptide Hydrolases / Q000737:chemistry*; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: C507019:4-fluoresceinthiocarbamoyl-6-aminocaproyl-prolyl-2-(hydroxyacetyl)pyrrolidine; D004151:Dipeptides; D005452:Fluoresceins; D005456:Fluorescent Dyes; D011480:Protease Inhibitors; D010447:Peptide Hydrolases; C028759:oligopeptidase