Artigo Revisado por pares

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

2009; Wiley; Volume: 10; Issue: 9 Linguagem: Inglês

10.1002/cbic.200900142

ISSN

1439-7633

Autores

Boris Brumshtein, Matilde Aguilar‐Moncayo, M. Isabel García‐Moreno, Carmen Ortiz Mellet, José M. Garcı́a Fernández, Israel Silman, Yoseph Shaaltiel, David Aviezer, Joel L. Sussman, Anthony H. Futerman,

Tópico(s)

Legume Nitrogen Fixing Symbiosis

Resumo

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. magnified image

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