研究领域

Carbohydrates constitute the most abundant class of natural products. In addition to being a source of energy, numerous oligo- and poly- saccharides have functional roles in various biological events such as cell-cell interactions, immune reactions, and molecular signaling. Specific Carbohydrate Antigens are expressed in at the surface of tumor cells, non-host cells (i.e. red blood cells in transfusions) or bacteria and can be involved in antigen specific immune responses. Such immune reactions are mostly resulting in the production of antibodies that bind specifically to a three-dimensional Carbohydrate Epitope displayed within the antigen by a di- or tri- saccharide fragment of the antigen. In that context, I am interested in the identification of such Epitopes displayed at the surface of tumor cells (TACEs) or bacteria and their use as immunotherapeutics in the fight against cancer or bacterial infection. Such research interests involve the development of a variety of expertise.

NMR and Cheminformatics Nuclear Magnetic Resonance of molecules in solution: structural analysis through various 1D and 2D experiments Molecular modeling, molecular dynamic simulations... * Immunochemistry

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60 Forman* A, Auzanneau F-I. (2016). Orthoesters Formation Leading to Mismatched Helfrich Glycosylations at O-3 of N-trichloroacetylated Glucosamine Residues. Carbohydr Res, 425, 10–21. 59 Kamel Mousa W, Schwan A L, Davidson* J, Strange P, Liu L, Zhou T, Auzanneau FI, Raizada, M N.(2015). An Endophytic Fungus Isolated from Finger Millet (Eleucine coracona) Produces Anti-FungalNatural Products That Combat Pathogenic Fusarium Species. Frontiers. Frontiers Microbiol., 6 (1157). 58 Guillemineau* M, Lyczko J, Gabryelski W, Auzanneau F-I. (2015). Synthesis of Tumor-Associated LeALeX hexasaccharides: Instability of a Thiol containing oligosaccharide in Mass Spectrometry and Hyper-metalation detected by ESI FAIMS. J. Org. Chem., 80 (16), 8073–8083. 57 Kuir D, Guillemineau M, Auzanneau FI. (2015). Aggregation of a Tetrasaccharide Acceptor Observed by NMR: Synthesis of Pentasaccharide Fragments of the LeALeX Tumor-Associated Hexasaccharide. J. Org. Chem., 80, 5004−5013. 56 Singh, S. ; Su, Z.; Grossutti, M.; Auzanneau, F.-I.* (2014) Attempts to prepare tethered bilayer lipid membranes using synthetic thioglycolipid anchors: synthesis of 6”-thiotrisaccharide glycolipid analogues and applications. Carbohydr. Res., 390, 50–58. 55 Jackson, T. A.; Robertson, V.; Auzanneau, F.-I.* (2014) Evidence for two populated conformations for the dimeric LeX and LeALeX tumor associated carbohydrate antigens. J. Med. Chem., 57 (3), 817–827 54 Moore, C.; Auzanneau, F.-I.* (2013) Understanding the recognition of Lewis X by anti-Lex monoclonal antibodies. J. Med. Chem. 56 (20), 8183–8190. 53 Auzanneau, F.-I.; Borelli, S.; Pinto, B. M.* (2013) Synthesis and Immunological Activity of an Oligosaccharide-conjugate as a Vaccine Candidate Against Group A Streptococcus. Bioorg. Med. Chem. Lett., In press 52 Guillemineau, M.; Auzanneau, F.-I. (2012) Challenging Deprotection Steps During the Synthesis of Tetra- and Pentasaccharide Fragments of the LeaLex Tumor-Associated Hexasaccharide Antigen. Accepted as a Featured Article J. Org. Chem., 77, 8864–8878. (1 citation) 51 Auzanneau,* F.-I.; Jackson, T. A.; Liao, L. (2012) Stochastic searches and NMR experiments on four Lewis A analogues: NMR experiments support some flexibility around the fucosidic bond. Bioorg. Med. Chem., 20, 5085–5093. (1 citation) 52 Guillemineau, M.; Auzanneau, F.-I. (2012) Challenging Deprotection Steps During the Synthesis of Tetra- and Pentasaccharide Fragments of the LeaLex Tumor-Associated Hexasaccharide Antigen. J. Org. Chem., 77, 8864–8878, Featured article 51 Auzanneau,* F.-I.; Jackson, T. A.; Liao, L. (2012) Stochastic searches and NMR experiments on four Lewis A analogues: NMR experiments support some flexibility around the fucosidic bond. Bioorg. Med. Chem., 20, 5085–5093. 50 Moore, C.; Auzanneau,* F.-I. (2012) Synthesis of 4” manipulated Lewis X trisaccharide analogues. Invited to contribute to the Thematic series: Synthesis in the glycosciences II. Beilstein J. Org. Chem., 8, 1134–1143. DOI: 10.3762/bjoc.8.126 49 Zaccheus, M.; Pendrill, R.; Jackson, T. A., Wang, A.; Auzanneau, F.-I. Wildmalm, G.* (2012) Conformational dynamics of a central trisaccharide fragment of the LeaLex tumor associated antigen studied by NMR spectroscopy and molecular dynamic simulations. Eur. J. Org. Chem., 4705–4715. 48 Guillemineau, M.; Auzanneau,* F.-I. (2012) Matched and Mismatched Acceptor/donor Pairs in the Glycosylation of a Trisaccharide Diol Free at O-3 of Two N-Acylated Glucosamine Residues. Carbohydr. Res., 357, 132–138. 47 Hendel, J.L .; Auzanneau,* F.-I. (2011) Convergent Preparation of DimLex Hexasaccharide Analogues. Eur. J. Org. Chem., 6864–6876. Selected cover picture Eur. J. Org. Chem. 2011, 6807 46 Guillemineau, M.; Singh, S.; Grossutti, M.; Auzanneau,* F.-I. (2010) Synthesis of 6-thio pseudo glycolipids and their orientation on a gold slide studied by IRRAS. Carbohydr. Res., 345, 2723–2730 (NSERC)