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Closed Access item 6-Amino-6-deoxy-5,6-di-N-(N′-octyliminomethylidene)nojirimycin: Synthesis, Biological Evaluation, and Crystal Structure in Complex with Acid β-Glucosidase

Authors:Brumshtein, Boris
Aguilar Moncayo, Matilde
García Moreno, María Isabel
Ortiz-Mellet, Carmen
García-Fernández, José Manuel
Silman, Israel
Shaaltiel, Yoseph
Aviezer, David
Sussman, Joel L.
Futerman, Anthony H.
Keywords:Acid beta-glucosidase, Gaucher disease, Guanidine, Iminosugars, Inhibitors, Nojirimycin
Issue Date:13-May-2009
Publisher:Wiley-VCH
Citation:ChemBioChem 10(9): 1480-1485 (2009)
Abstract:6-Amino-6-deoxy-5,6-di-N-(N′-octyliminomethylidene)nojirimycin, a reducing analogue of N-nonyl-1-deoxynojirimycin, proved to be a potent and very selective inhibitor of β-glucosidases, including human acid β-glucosidase. Structural studies of the enzyme–inhibitor complex showed a binding mode in which the anomeric hydroxy group is accommodated in the “wrong” α configuration.
Description:6 páginas, 4 figuras, 2 tablas, 1 esquema
Publisher version (URL):http://dx.doi.org/10.1002/cbic.200900142
URI:http://hdl.handle.net/10261/36616
ISSN:1429-4227
E-ISSNmetadata.dc.identifier.doi = DOI:1439-7633
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Appears in Collections:(IIQ) Artículos

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