Rational design of aza sugars via biocatalysis: mannojirimycin and other glycosidase inhibitors (original) (raw)
Synthesis of 2-Azabicyclo[3.2.2]nonane-Derived Monosaccharide Mimics and Their Evaluation as Glycosidase Inhibitors
Stephan Buser
Helvetica Chimica Acta, 2006
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Microbial Oxidation of Aromatics in Enantiocontrolled Synthesis. 2. Rational Design of Aza Sugars (endo-Nitrogenous). Total Synthesis of (+)-Kifunensine, Mannojirimycin, and Other Glycosidase Inhibitors
Horacio Olivo
Journal of the American Chemical Society, 1994
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Glycosidase Inhibitors: Synthesis of Enantiomerically Pure Aza-Sugars from Schiff Base Amino Esters via Tandem Reduction-Alkenylation and Osmylation
Robin Polt
The Journal of Organic Chemistry, 1999
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From 1,4-Disaccharide to 1,3-Glycosyl Carbasugar: Synthesis of a Bespoke Inhibitor of Family GH99 Endo-α-mannosidase
Oscar Millet
Organic Letters, 2018
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Synthesis of regio- and stereospecifically C-deuterated derivatives of glycosidase inhibitors 1-deoxymannonojirimycin and 2,5-dideoxy-2,5-imino-d-mannitol by intramolecular reductive amination employing deuterium gas
Christian Mirtl
Carbohydrate Research, 1998
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New Synthetic Seven-Membered 1-Azasugars Displaying Potent Inhibition Towards Glycosidases and Glucosylceramide Transferase
Jérome Marrot
ChemBioChem, 2008
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Enantioselective and Protecting Group-Free Synthesis of 1-Deoxythionojirimycin, 1-Deoxythiomannojirimycin, and 1-Deoxythiotalonojirimycin
Srinivasan Chandrasekaran
The Journal of Organic Chemistry, 2010
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Enantioselective and Protecting Group-Free Synthesis of I-Deoxythionojirimycin, 1-Deoxythiomannojirimycin, and 1-Deoxythiotalonojirimycin
Srinivasan Chandrasekaran
Journal of Organic Chemistry, 2010
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Cyclic Amidine Sugars as Transition-State Analogue Inhibitors of Glycosidases: Potent Competitive Inhibitors of Mannosidases
B. Murray
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Synthesis and evaluation of a bicyclic deo×ymannojirimycin derivative as a potential glycosidase inhibitor
Kelly Tanaka
Canadian Journal of Chemistry-revue Canadienne De Chimie, 1998
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Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors
Inge Lundt
Carbohydrate Research, 2000
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Towards a stable noeuromycin analog with a d-manno configuration: Synthesis and glycosidase inhibition of d-manno-like tri- and tetrahydroxylated azepanes
Yves Blériot
Bioorganic & Medicinal Chemistry, 2012
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Synthesis of Fused Oxa-Aza Spiro Sugars from D-Glucose-Derived δ-Lactone as Glycosidase Inhibitors
Yashwant Vankar
European Journal of Organic Chemistry, 2010
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7-Oxanorbornane and Norbornane Mimics of a Distortedβ-D-Mannopyranoside: Synthesis and Evaluation asβ-Mannosidase Inhibitors
Stephan Buser
Helvetica Chimica Acta, 2005
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Sugar-Derived Di- and Tetrahydropyridazinones: Synthesis of New Glycosidase Inhibitors
Andrea Vasella
Helvetica Chimica Acta, 2000
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Synthesis of 1,5-dideoxy-3-O-(α-D-mannopyranosyl)-1,5-imino-D-mannitol and 1,5-dideoxy-3-O-(α-D-glucopyranosyl)-1,5-imino-D-mannitol: Powerful inhibitors of endomannosidase
Raymond Dwek
Tetrahedron: Asymmetry, 1993
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Design and synthesis of mannose analogues as inhibitors of α-mannosidase
Basudeb Achari
Tetrahedron, 1994
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Inhibition of α-mannosidases by seven carbon sugars: Synthesis of some seven carbon analogues of mannofuranose
George Fleet
Tetrahedron, 1992
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Iminoheptitols as glycosidase inhibitors: Synthesis of α-homomannojirimycin, 6-epi-α-homomannojirimycin and of a highly substituted pipecolic acid
George Fleet
Tetrahedron, 1992
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Synthesis of isofagomine and some new azasugars as glycosidase inhibitors from d-mannitol derived nitroolefins
Yashwant Vankar
Tetrahedron: Asymmetry, 2013
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Synthesis and evaluation as glycosidase inhibitors of 2,5-imino-d-glucitol and 1,5-imino-d-mannitol related derivatives
Matthias Böhm
Bioorganic & Medicinal Chemistry, 2000
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N-Heteroarylmethyl-5-hydroxy-1,2,5,6-tetrahydropyridine-3-carboxylic acid a novel scaffold for the design of uncompetitive α-glucosidase inhibitors
Stefano Biondi
Bioorganic & Medicinal Chemistry, 2013
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Intermediates for incorporation of tetrahydroxypipecolic acid analogues of α- and β-d-mannopyranose into combinatorial libraries: unexpected nanomolar-range hexosaminidase inhibitors. Synthesis of α- and β-homomannojirimycin
Ana Winters
Tetrahedron: Asymmetry, 1998
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Metabolic oligosaccharide engineering with N-Acyl functionalized ManNAc analogs: Cytotoxicity, metabolic flux, and glycan-display considerations
shivam shah
Biotechnology and Bioengineering, 2011
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Hybrid sugars as glycosidase inhibitors en route to 2-deoxy-2-amino C-glycosyl amino acids
Yashwant Vankar
Tetrahedron Letters, 2006
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Synthesis of the α-Mannosidase inhibitors swainsonine [(1S, 2R, 8R, 8aR)-1,2,8-trihydroxyoctahydroindolizine] and 1,4-dideoxy-1,4-imino-d-mannitol from mannose
Bharat Bashyal, George Fleet
Tetrahedron, 1987
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Developing a Library of Mannose-Based Mono- and Disaccharides: A General Chemoenzymatic Approach to Monohydroxylated Building Blocks
Teodora Bavaro
Molecules
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Synthesis of Pyrrolidine-Based Imino Sugars as Glycosidase Inhibitors
Yashwant Vankar
European Journal of Organic Chemistry, 2007
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Synthetic studies in butenonyl C-glycosides: Preparation of polyfunctional alkanonyl glycosides and their enzyme inhibitory activity
Rama P Tripathi
Bioorganic & Medicinal Chemistry Letters, 2009
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Reductive Amination of Glycosyl Aldoses: Synthesis of N‐Glycosylated β‐Glycosyl Amino Alcohols and their Enzyme Inhibitory Effect
Rama P Tripathi
Cheminform, 2006
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Efficient access to azadisaccharide analogues
Christine Gravier-pelletier
Tetrahedron Letters, 2001
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Improved cellular inhibitors for glycoprotein processing α-glucosidases: biological characterisation of alkyl- and arylalkyl-N-substituted deoxynojirimycins
raymond dwek
Tetrahedron: Asymmetry, 2009
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Molecular Engineering of Fungal GH5 and GH26 Beta-(1,4)-Mannanases toward Improvement of Enzyme Activity
Jean-guy Berrin
PLoS ONE, 2013
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