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Accueil > Les équipes > Glycochimie Organique Biologique et Supramoléculaire (GOBS) > Thèmes de recherche

Sugars

Solving biological problems with Sugar mimics

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Gem-difluoro-carbadisaccharides : restoring the exo-anomeric effect, Angew. Chem. Int. Ed. 2014, 53, 9597-9602

Non-specific accumulation of glycosphingolipids in GNE myopathy, J. Inherit. Metab. Dis. 2014, 37, 297-308

Total synthesis of a sialyl Lewisx derivative for the diagnosis of cancer, Carbohydr. Res. 2014, 383, 89-96

Synthesis and Cytotoxicity Assay of Four Ganglioside GM3 Analogues, Eur. J. Med. Chem. 2014, 75, 247-257

Efficient synthesis of chloro‐derivatives of sialosyllactosylceramide, and their enhanced inhibitory effect on epidermal growth factor receptor activation, Oncology Letters 2014, 7, 933-940

Novel imino sugar -glucosidase inhibitors as antiviral compounds, Bioorg. Med. Chem. 2013, 21, 4831-4838

Fluoro-C-Glycosides and Fluoro-Carbasugars, Hydrolitically Stable and Synthetically Challenging Glycomimetics, Chem. Soc. Rev. 2013, doi:10.1039/C2CS35403A

Efficient access to peptidyl-RNA conjugates for picomolar inhibition of non-ribosomal FemXWv aminoacyl-transferase, Chem. Eur. J. 2013, 19, 1357 – 1363

Synthesis and conformational analysis of bicyclic mimics of α and -β-D-glucopyranosides adopting the biologically relevant 2,5B conformation Carbohydr. Res. 2012, 361, 219–224

Conformational analysis of seven-membered 1-N-iminosugars by NMR and molecular modelling, New J. Chem., 2012, 36, 1008-1013

Synthesis of branched seven-membered 1-N-iminosugars and their evaluation as glycosidase inhibitors, Carbohydr. Res. 2012, 356, 110-114

Towards a stable noeuromycin analog with a D-manno configuration : Synthesis and glycosidase inhibition of D-manno-like tri- and tetrahydroxylated Azepanes, Bioorg. Med. Chem., 2012, 20, 641–649

Analogues de nucleosides pour le traitement d’une infection virale, demande de brevet FR 1159622 du 24 octobre 2011

Imino-Sugar C-Glycosides, Preparation and Use Thereof, EP 11305942.2, 20 July 2011

Selection of the biological activity of DNJ neoglycoconjugates through click length variation of the side chain, Org. Biomol. Chem., 2011, 9, 5373-5388

Direct experimental evidence for the high chemical reactivity of α- and β- xylopyranosides adopting a 2,5B conformation in glycosyl transfer, Chem. Eur. J. 2011, 17, 7345-7356 L. Amorim, F. Marcelo, C. Rousseau, L. Nieto, J. Jiménez-Barbero, J. Marrot, A. P. Rauter, M. Sollogoub, M. Bols, Y. Blériot

Analysis of the reaction coordinate of α–L fucosidases : a combined structural and quantum mechanical approach
J. Am. Chem. Soc., 2010, 132, 1804-1806

Molecular Basis for Inhibition of GH84 Glycoside Hydrolases by Substituted Azepanes :
Conformational Flexibility Enables Probing of Substrate Distortion

J. Am. Chem. Soc., 2009, 131, 5390–5392

Design and synthesis of acetamido tri- and tetra-hydroxyazepanes : potent and selective β-N-acetylhexosaminidase inhibitors
Bioorg. Med. Chem. 2009, 17, 5598-5604

Hemi-Carbasucrose : Turning off exoanomeric effect induces less flexibility
Chem. Asian J. 2008, 3, 51-58

Stereochemical Assignment and First Synthesis of the Core of Miharamycin Antibiotics
Chem. Eur. J. 2008, 14, 10066-10073

First Synthesis of 5-Fluoro-(+)-MK7607, its 1-Epimer and 6-Deoxy Derivative
Tetrahedron Lett., 2008, 49, 5548-5550

Transition-state mimicry in mannoside hydrolysis : characterisation of twenty-six
inhibitors and insight into binding from linear free energy relationships and 3-D
structure

Nat. Chem. Biol. 2008, 4, 306-312

Phenylenediamine catalysis of “click glycosylations” in water : practical and direct access to unprotected neoglycoconjugates Org. Biomol. Chem., 2008, 6, 1898-1901

New Synthetic Seven-Membered 1-Azasugars Displaying Potent Inhibition Towards
Glycosidases and Glucosylceramide Transferase

ChemBioChem 2008, 9, 253-260

gem-Difluorocarbasugars, the cases of mannose and galactose
Carbohydr. Res. 2007, 342, 1689-1703

Tandem Staudinger–azaWittig mediated ring expansion : rapid access to new
isofagomine-tetrahydroxyazepane hybrids

Chem. Commun., 2007, 183-185

Alkylalanes and methyl furanosides : regioselective de-O-benzylation or acetal cleavageCarbohydr. Res. 2006, 341, 2135-3144

Pd-catalysed Capping Removal on a Tri-differentiated α -Cyclodextrin Chem. Lett., 2006, 35, 534-535

The First Synthesis of gem-Difluoro-Carba-D-Glucose, a Step Further in Sugar Mimesis
Angew. Chem., Int. Ed. Engl., 2004, 43, 6680-6683

The first synthesis of substituted azepanes mimicking monosaccharides : a new class of potent glycosidase inhibitors
Org. Biomol. Chem., 2004, 2, 1492-1499

Trimethylaluminium (TMAL) promoted rearrangements of unsaturated sugars into
cyclohexanes

Tetrahedron : Asymm., 2004, 15, 699-703

Diisobutylaluminium hydride (DIBAL-H) as a molecular scalpel : a new mechanistic proposal for a spiroketal rearrangement
Tetrahedron Lett. 2004, 45, 8165-8168

Triisobutylaluminium and diisobutylaluminium hydride as molecular scalpels :
the regioselective stripping of perbenzylated sugars and cyclodextrins

Chem. Eur. J., 2004, 10, 2960-2971


Cycloheptanic sugar mimetics, bridging the gap in the homologous series of carbocyclic analogues
Tetrahedron, 2002, 58, 10189-10196

From Glucose to Cyclooctanic Carba-glucose : a New Class of Carbohydrate Mimetics
Angew. Chem., Int. Ed. Engl., 2000, 39, 2466-2467

Carbocyclic Ring Closure of Unsaturated S-, Se- and C- Aryl Glycosides
Angew. Chem., Int. Ed. Engl., 2000, 39, 362-364