5-Thio-d-glycopyranosylamines and their amidinium salts as potential transition-state mimics of glycosyl hydrolases: synthesis, enzyme inhibitory activities, X-ray crystallography, and molecular modeling
- 7 March 2005
- journal article
- Published by Elsevier in Tetrahedron: Asymmetry
- Vol. 16 (5), 1035-1046
- https://doi.org/10.1016/j.tetasy.2005.01.021
Abstract
No abstract availableKeywords
This publication has 24 references indexed in Scilit:
- Selection of a High-Energy Bioactive Conformation of a Sulfonium-Ion Glycosidase Inhibitor by the Enzyme Glucoamylase G2Journal of the American Chemical Society, 2003
- Atomic (0.94 Å) resolution structure of an inverting glycosidase in complex with substrateJournal of Molecular Biology, 2002
- β-d-GlycosylamidinesBioorganic & Medicinal Chemistry Letters, 2001
- An Improved Method for the Preparation of Amidines via Thiophenylimidic EstersSynthesis, 1999
- Crystallographic Complexes of Glucoamylase with Maltooligosaccharide Analogs: Relationship of Stereochemical Distortions at the Nonreducing End to the Catalytic Mechanism,Biochemistry, 1996
- Novel Disaccharides Containing Sulfur in the Ring and Nitrogen in the Interglycosidic Linkage. Conformation of Methyl 5'-Thio-4-N-.alpha.-Maltoside Bound to Glucoamylase and Its Activity as a Competitive InhibitorJournal of the American Chemical Society, 1995
- Lifetime of an Aliphatic Iminium Ion in Aqueous SolutionJournal of the American Chemical Society, 1995
- Site-Directed Mutagenesis of the Catalytic Base Glutamic Acid 400 in Glucoamylase from Aspergillus niger and of Tyrosine 48 and Glutamine 401, Both Hydrogen-Bonded to the .gamma.-Carboxylate Group of Glutamic Acid 400Biochemistry, 1994
- MOLSCRIPT: a program to produce both detailed and schematic plots of protein structuresJournal of Applied Crystallography, 1991
- Synthesis of 5-Thio-D-MannoseJournal of Carbohydrate Chemistry, 1989