[Antithrombic activity of N(alpha)-lauroyl-L-arginine ethyl ester (LAE) and 9-fluorenylmethoxycarbonyl-L-arginine methyl ester (Fmoc-L-Arg-OMe)].
Simple synthetic compounds of lauroyl-arginine ethyl ester (LAE) and 9-fluorenylmethoxycarbonyl-L-agrinine methyl ester (Fmoc-Arg-OMe) were studied for their inhibitory effect on the hydrolysis of chromogenic substrate Tos-Gly-Pro-Arg-pNA (Chromozym TH) by thrombin with K(i) for LAE 1.92 microM and 77 microM for Fmoc Arg-OMe. It was shown that LAE inhibits thrombin activity almost 20 times more strongly than trypsin (K(i) = 18.9 microM). At the same time LAE preserves the ability to be hydrolyzed by thrombin at pH 8.5 (k(cat) = 3.6 c(-1)) and trypsin (k(cat) = 56 c(-1)). It is suggested, that LAE ability to suppress growth of some microorganisms is conditioned to some extent by its ability to inhibit the activity of trypsin-like serine proteases, participating in the infection process.
Poiarkov
A A
AA
Poiarkova
S A
SA
Kukhar'
V P
VP
D001120:Arginine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005343:Fibrinolytic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005449:Fluorenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006868:Hydrolysis; D009842:Oligopeptides / Q000737:chemistry; D013917:Thrombin / Q000037:antagonists & inhibitors*; D014357:Trypsin / Q000737:chemistry
D005343:Fibrinolytic Agents; D005449:Fluorenes; C110467:N(alpha)-fluorenylmethoxycarbonylarginine; D009842:Oligopeptides; C031371:N(alpha)-lauroylarginine ethyl ester; C014413:chromozym TH; D001120:Arginine; D014357:Trypsin; D013917:Thrombin