Exploring a Multivalent Approach to α-L -Fucosidase Inhibition
Autor: | Gideon J. Davies, Ana T. Carmona, Lidia Molina, Daniel W. Wright, Inmaculada Robina, Antonio J. Moreno-Vargas, Elena Moreno-Clavijo |
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Rok vydání: | 2013 |
Předmět: |
chemistry.chemical_classification
biology 010405 organic chemistry Chemistry Stereochemistry Glycoconjugate Organic Chemistry Imino Sugars α l fucosidase 010402 general chemistry 01 natural sciences Binding constant Epitope 0104 chemical sciences 3. Good health Enzyme Biochemistry biology.protein heterocyclic compounds Fucosidase Physical and Theoretical Chemistry |
Zdroj: | European Journal of Organic Chemistry. 2013:7328-7336 |
ISSN: | 1434-193X |
Popis: | To probe the utility of a multivalent approach for fucosidase inhibition, a series of di- and tri-valent imino sugars based on L-fuco-configured 1,4-imino- and 1,4-bis(imino)-cyclitol epitopes has been synthesized and analyzed for fucosidase inhibition with the best trivalent species yielding a modest improvement in binding constant. Structural analysis of a representative pair of mono- and tri-valent imino sugars has been performed on a bacterial fucosidase, BtFuc2970. The 3D structures show binding of the imino-cyclitol in the 3E conformation, consistent with the known pathway for fucosidase action. |
Databáze: | OpenAIRE |
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