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- W1555408889 abstract "We previously demonstrated that 3,4-dihydro-3,4-dibromo-6-bromomethylcoumarin (dihydrocoumarin I) inhibited high-molecular-weight urokinase through a mechanism-based (suicide) inactivation (M. Reboud-Ravaux, G. Desvages and F. Chapeville (1982) FEBS Lett. 140, 58-62). In order to define the site of alkylation, peptic peptides were prepared from urokinase (heavy form) treated first by tritiated dihydrocoumarin I. After separation by reverse-phase HPLC, the labelled fragments were sequenced. His-46 in the B-chain of urokinase (heavy form) had been selectively alkylated, proving that this amino acid forms part of the active site. 3,4-Dihydro-3-benzyl-6-chloromethylcoumarin (dihydrocoumarin II) was more reactive than dihydrocoumarin I against urokinase (heavy form) by a factor of 130. Low-molecular-weight urokinase was inactivated by dihydrocoumarin II slightly more slowly than urokinase (heavy form), showing a decrease of 30% in the corresponding second-order rate constant. In contrast, dihydrocoumarin I displayed an analogous reactivity against light and heavy forms of urokinase. As expected, in the absence of the alkylating moiety, such as in 3,4-dihydro-3-benzylcoumarin (dihydrocoumarin III), no inactivation was observed. It is note-worthy that dihydrocoumarin II which carried an extra-aromatic group fitted well within the active site of light and heavy urokinases, suggesting a nonpolar character for their primary binding site." @default.
- W1555408889 created "2016-06-24" @default.
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- W1555408889 date "1984-12-01" @default.
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- W1555408889 title "Inactivation of human high- and low-molecular-weight urokinases" @default.
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- W1555408889 doi "https://doi.org/10.1016/0167-4838(84)90344-3" @default.
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