E-1,2-Dichlorovinyl ethers as irreversible protease inhibitors |
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| Authors: | Boris Schmidt Dennis K. Ehlert Hannes A. Braun |
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| Affiliation: | Institute for Organic Chemistry and Biochemistry, Darmstadt Technical University, Petersenstr. 22, D-64287 Darmstadt, Germany |
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| Abstract: | The synthesis of a novel motif for threonine protease inhibition is described. The desired E-1,2-dichlorovinyl ethers are obtained from alcohols and trichloroethylene as single diastereomers. Aqueous treatment at pH 11 unmasks the hidden α-chloroacetate, which is required for the reaction with the active site of the protease. |
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| Keywords: | Enol ether Protease |
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