Synthesis and characterization of the novel fluorescent prolyl oligopeptidase inhibitor 4-fluoresceinthiocarbamoyl-6-aminocaproyl-L-prolyl-2(S)-(hydroxyacetyl)pyrrolidine.
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.
Venäläinen
Jarkko I
JI
Department of Pharmacology and Toxicology, University of Kuopio, P.O. Box 1627, FI-70211 Kuopio, Finland. Jarkko.Venalainen@uku.fi
Wallén
Erik A A
EA
Poso
Antti
A
García-Horsman
J Arturo
JA
Männistö
Pekka T
PT
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
C507019:4-fluoresceinthiocarbamoyl-6-aminocaproyl-prolyl-2-(hydroxyacetyl)pyrrolidine; D004151:Dipeptides; D005452:Fluoresceins; D005456:Fluorescent Dyes; D011480:Protease Inhibitors; D010447:Peptide Hydrolases; C028759:oligopeptidase