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Azanitrile Inhibitors of the SmCB1 Protease Target Are Lethal to <i>Schistosoma mansoni</i>: Structural and Mechanistic Insights into Chemotype Reactivity

Adéla Jílková, Martin Horn, Jindřich Fanfrlík, Jim Küppers, Petr Pachl, Pavlína Řezáčová, Martin Lepšı́k, Pavla Fajtová, Petra Rubešová, Marta Chanová, Conor R. Caffrey, Michael Gütschow, Michael A. Mares

2020ACS Infectious Diseases25 citationsDOIOpen Access PDF

Abstract

-configuration upon binding, which gives rise to a highly favorable energy profile of noncovalent and covalent complex formation. Finally, azadipeptide nitriles were considerably more lethal than their carba analogs against the schistosome pathogen in culture, supporting the further development of this chemotype as a treatment for schistosomiasis.

Topics & Concepts

Cysteine proteaseChemistryCovalent bondProteasesStereochemistryChemotypeSchistosoma mansoniCysteineActive siteNitrileBiochemistryBiologySchistosomiasisOrganic chemistryEnzymeImmunologyEssential oilHelminthsChromatographyParasites and Host InteractionsTrace Elements in HealthResearch on Leishmaniasis Studies
Azanitrile Inhibitors of the SmCB1 Protease Target Are Lethal to <i>Schistosoma mansoni</i>: Structural and Mechanistic Insights into Chemotype Reactivity | Litcius