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Title

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

AuthorsBrumshtein, 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.
KeywordsAcid beta-glucosidase
Gaucher disease
Guanidine
Iminosugars
Inhibitors
Nojirimycin
Issue Date13-May-2009
PublisherWiley-VCH
CitationChemBioChem 10(9): 1480-1485 (2009)
Abstract6-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.
Description6 páginas, 4 figuras, 2 tablas, 1 esquema
Publisher version (URL)http://dx.doi.org/10.1002/cbic.200900142
URI10261/36616
DOI10.1002/cbic.200900142
ISSN1429-4227
E-ISSN1439-7633
Appears in Collections:(IIQ) Artículos
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