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Angew Chem Int Ed Engl ; 60(25): 13937-13944, 2021 06 14.
Artigo em Inglês | MEDLINE | ID: mdl-33783110

RESUMO

Protein complexes are defined by the three-dimensional structure of participating binding partners. Knowledge about these structures can facilitate the design of peptidomimetics which have been applied for example, as inhibitors of protein-protein interactions (PPIs). Even though ß-sheets participate widely in PPIs, they have only rarely served as the basis for peptidomimetic PPI inhibitors, in particular when addressing intracellular targets. Here, we present the structure-based design of ß-sheet mimetics targeting the intracellular protein ß-catenin, a central component of the Wnt signaling pathway. Based on a protein binding partner of ß-catenin, a macrocyclic peptide was designed and its crystal structure in complex with ß-catenin obtained. Using this structure, we designed a library of bicyclic ß-sheet mimetics employing a late-stage diversification strategy. Several mimetics were identified that compete with transcription factor binding to ß-catenin and inhibit Wnt signaling in cells. The presented design strategy can support the development of inhibitors for other ß-sheet-mediated PPIs.


Assuntos
Compostos Bicíclicos Heterocíclicos com Pontes/farmacologia , Peptídeos/farmacologia , beta Catenina/antagonistas & inibidores , Compostos Bicíclicos Heterocíclicos com Pontes/química , Modelos Moleculares , Peptídeos/química , Via de Sinalização Wnt/efeitos dos fármacos , beta Catenina/metabolismo
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