869857-96-5Relevant articles and documents
Exploring a multivalent approach to α-L-fucosidase inhibition
Moreno-Clavijo, Elena,Carmona, Ana T.,Moreno-Vargas, Antonio J.,Molina, Lidia,Wright, Daniel W.,Davies, Gideon J.,Robina, Inmaculada
, p. 7328 - 7336 (2013)
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. Di- and tri-valent imino sugars based on L-fuco-configured 1,4-imino- and 1,4-bis(imino)-cyclitol moieties present α-L-fucosidase inhibitory activities in the μM and nM range. Copyright
Stereoselective synthesis of (2S,3S,4R,5S)-5-methylpyrrolidine-3,4-diol derivatives that are highly selective α-L-fucosidase inhibitors
Moreno-Vargas, Antonio J.,Carmona, Ana T.,Mora, Federico,Vogel, Pierre,Robina, Inmaculada
, p. 4949 - 4951 (2007/10/03)
N-Phenylaminomethyl benzimidazolyl moieties attached at C-2 of (2S,3S,4R,5S)-5-methylpyrrolidine-3,4-diol increase the potency and selectivity of the inhibitory activity of these systems towards α-L-fucosidases. The Royal Society of Chemistry 2005.
