6533b856fe1ef96bd12b1d27

RESEARCH PRODUCT

Synthesis of dehydrodipeptide esters and their evaluation as inhibitors of cathepsin C

Maciej MakowskiPaweł LenartowiczBartosz OszywaPaweł KafarskiPaweł KafarskiMichał JewgińskiMałgorzata Pawełczak

subject

chemistry.chemical_classificationMolecular modelmolecular modelingesterificationenzyme inhibitorsPharmacology toxicologyOrganic ChemistryhumanitiesCathepsin Cchemistry.chemical_compoundPharmacology Toxicology and Pharmaceutics(all)EnzymedehydropeptideschemistryBiochemistryDehydroalanineGeneral Pharmacology Toxicology and PharmaceuticsOriginal Research

description

The procedures for the synthesis of esters of dehydropeptides containing C-terminal (Z)-dehydrophenylalanine and dehydroalanine have been elaborated. These esters appeared to be moderate or weak inhibitors of cathepsin C, with some of them exhibiting slow-binding behavior. As shown by molecular modeling, they are rather bound at the surface of the enzyme and are not submersed in its binding cavities. Electronic supplementary material The online version of this article (doi:10.1007/s00044-015-1366-0) contains supplementary material, which is available to authorized users.

yearjournalcountryeditionlanguage
2015-04-01Medicinal Chemistry Research
10.1007/s00044-015-1366-0http://link.springer.com/article/10.1007/s00044-015-1366-0