France-Isabelle Auzanneau

Prof Auzanneau
Email: 
fauzanne@uoguelph.ca
Phone number: 
519-824-4120 ext. 53809
Office: 
MACN 126
Lab: 
MACN 226/239

Education

B.Sc. (1985), M. Sc. (1986), Ph.D. (1989) Paris-Sud Orsay University

Research Themes

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.

Highlights

  • Synthesis of oligosaccharides, oligosaccharide fragments and analogues
  • Synthesis of neoglycoproteins, glycopeptides, glycolipids
  • Enzymatic synthesis
  • Nuclear Magnetic Resonance of molecules in solution: structural analysis through various 1D and 2D experiments
  • Molecular modeling, molecular dynamic simulations

Instrumentation

  • HPLCs (3): Large-scale Prep, Prep/semiprep, Analytical
  • Chromatotron, immersion chiller and all modern equipment for organic synthesis
  • Workstations: Dell/Vectra Workstations, Octane 2 (SGI)
  • Molecular Modeling Software: Tripos package, MOE2002
  • Fluorescence and UV/VIS plate readers

Group Members (Fall 2019)

Jeffrey Davidson, Ph.D. Candidate
Charles Gauthier-Signore, Ph.D. Candidate
Matisse Pickles,M.Sc. Candidate
Pedram Nasr, M.Sc, Candidate (with Prof. M. Rogers, Food Science)
Esperance Mutoni, Undergraduate Student

Alumni (as of October 2018)

Ph.D. Graduate Students

Mickael Guillemineau (Dec 2012)
Jenifer Hendel (Dec 2010)
An Wang (Feb 2009)
Ari Asnani (Aug 2006)
Liang Liao (Feb 2006)

M.Sc. Graduate Students

Sinthuja Jegatheeswaran (S19)
Andrew Singh (F17)
Jeffrey Davidson (F16)
Ali Nejatie (F15)
Adam Forman (W14)
Gillian Priske (F13)
Deng Kuir (F13)
Christopher Moore (F12)
Serena Singh (S12)
Jo-Wen Wang (F07)
Jenifer Hendel (S07)
Andy Cheng (S06)
Trudy Jackson (S06)
An Wang (F05)

Undergraduate Students

Louis Borrillo (W19)
Timothy McTiernan (W19)
Kurtis Whittaker (W19)
Timothy Lo (S18)
Jarvis Hill (S18)
Vigil Fuentes (W18)
Desmond Gilmour (F17, W18)
Emma Cresswell (S17, F17, W18)
Andrew Xiang (S17)
Natasha Chander (F16)
Katie Philipps (W17)
Chris Wicks (F16, W17)
Charles Gauthier-Singore (F16, W17)
Matthew Fruhstuck (F15, W16)
Sagar Patel (F15, W16)
Margot Boujut (S15)
Charley Carriero (S15)
Taylr Cawte (S15)
Andrew Singh (W15)
Josh Kuikman (S14)
Matthew Deen (W14, S14)
Amanda Spoule F13, W14)
Jeffrey Davidson (F13, W14)
Jordana Bimsingh (S13, F13)
Chris Adair (S13)
Chloe Trinchese (S13)
W. Hol (F11)
A. Forman (F11)
J. Bricker (F11, W12)
R. Shahmohamadloo (S11)
Deng Kuir (S10, S08)
Serena Singh (F09, W10)
Christopher Moore (F09, W10)
Laure Nitschelm (S09)
Yuening Jiao (W09, S09)
Steve Ganter (W09)
Nick Uhlig (S08)
Gilles Caillot (S08)
Dinesh Savundranayagam (F07, W08)
Karolyn Hardmeyer (F07, W08)
Richelle De los Santos (S07)
Mickael Guillemineau (S07)
Vittoria Fonte (F06, W07)
Sherri Grominski (F06, W07)
David Milgrom (S06)
Sylvie Limousin (S06)
Erin Sheepwash (F06, W06)
Kim Colangelo (S05)
Michael Bonin (S05)
Ryan Burton (F03, S04)
Collin Cureatz (S03)
Murray Tong (W03)
Leanne Rowthorn (S02)
Mike Ganton (S01, S02)
Chad Mader (W02)
Mike Moores (W01)
Angela McDermid (W01)

63 Priske*, G., Su, Z., Abbasi, F., Lipkowski, J., & Auzanneau, F. (2019). "Synthesis and Electrochemical Characterization of 4-Thio Pseudo-Glycolipids as Candidate Tethers for Lipid Bilayer Models," Electrochim. Acta. 298, 150-162.

62 Singh*, A., Auzanneau, F., Corradini, M. G., Grover, G., Weiss, R. G., M A. Rogers (2017). Molecular Nuances Governing the Self-Assembly of 1,3:2,4-Dibenzylidene‑D‑sorbitol. Langmuir, 33, 10907-10916

61 Singh*, A., Auzanneau, F., & Rogers, M. A. (2017). Advances in edible oleogel technologies – A decade in review. Food Research International, 97, 307-317

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-Fungal Natural 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)

45 Wang, J.-W.; Asnani, A.; Auzanneau,* F.-I. (2010)
Synthesis of a BSA-Lex glycoconjugate and recognition of Lex analogues by the anti-Lex Monoclonal antibody SH1: the identification of a non-cross reactive analogue. Bioorg. Med. Chem., 18, 7174–7185. (NSERC)

44 Wang, A.; Auzanneau,* F.-I. (2010)
Synthesis of LeaLex fragments and efficient one-step deprotection. Carbohydr. Res., 345, 1216–1221. (NSERC)

43 Wang, A.; Hendel, J. L.; Auzanneau,* F.-I. (2010)
Convergent syntheses of Lex analogues. Upon invitation by T. Lindhorst, Thematic series 7: Synthesis in the glycosciences. Beilstein J. Org. Chem., 6, article 17, 10 pages [doi:10.3762/bjoc.6.17 - published 22 Feb 2010]. (NSERC)

42 Hendel, J. L.; Wang, J-W.; Jackson, T. A.; Hardmeier, K.; De Los Santos, R.; Auzanneau, F.-I.* (2009) How the Substituent at O-3 of N-Acetylglucosamine Impacts Glycosylation at O-4: A Comparative Study. J. Org. Chem., 74, 8321-8331. (NSERC)

41 Jackson, T. A.; Robertson, V.;  Imberty, A.; Auzanneau, F.-I.* (2009) The flexibility of the LeaLex Tumor Associated Antigen central fragment studied by systematic and stochastic searches as well as dynamic simulations. Bioorg. Med. Chem.,17, 1514-1526. (NSERC)

40 Hendel, J. L.; Cheng, A.; Auzanneau, F.-I.* (2008) Application and limitation of the methyl imidate protection strategy of N acetylglucosamine for glycosylations at O-4: Synthesis of Lewis A and Lewis X trisaccharide analogues. Carbohydr. Res. 343, 2914-2923. (NSERC, PREA)

39 Cheng, A. ; Hendel, J. L. ; Colangelo, K. ; Bonin, M. ; Auzanneau, F.-I. (2008) Convenient Temporary Methyl Imidate Protection of N-Acetylglucosamine and Glycosylation at O-4. J. Org. Chem., 73, 7574-7579.

38 Asnani, A.; Auzanneau, F.-I. (2008) Synthesis of Lewis X and three Lewis X trisaccharide analogues in which glucose and rhamnose replace N-acetylglucosamine and fucose, respectively. Carbohydr. Res., 343, 1653-1664.

 

37 Wang, A.; Auzanneau, F.-I. (2007) Selective Protection Of 2-Azido-Lactose And In Situ Ferrier Rearrangement During Glycosylation: The Synthesis Of A Dimeric Lewis X Fragment. J. Org. Chem., 72, 3585-3588. (NSERC, World Bank)

36 Liao, L.; Auzanneau,* F.-I. (2006) Synthesis of Lewis A trisaccharide analogues in which D-glucose and L-rhamnose replace D-galactose and L-fucose, respectively. Carbohydr. Res. 341, 2426-2433. (NSERC, Res. Corp., OGS)

35 Hand, C. E.; Auzanneau, F.-I.; Honek, J. F. (2006)  Conformational analyses of mycothiol, a critical intracellular glycothiol in Mycobacteria. Carbohydr. Res. 341, 1164-1173.

34 Loureiro Morais, L.; Yuasa, H.; Bennis, K.; Ripoche,* I.; Auzanneau,* F.-I. (2006) Chemoenzymatic synthesis of thio-nod factor intermediates: enzymatic transfer of glucosamine on thiochitobiose derivatives. Can. J. Chem., 84, 587-596. Invited to honor W. Szarek 65th birthday. (FCRF, NSERC, CFI/OIT).

33 Liao, L.; Robertson, V.; Auzanneau,* F.-I. (2005)  Unusual conformational behavior of trisaccharides containing N-acetylglucosamine. Carbohydr. Res. 340, 2826-2832. (NSERC, Res. Corp., OGS)

32 Michon, F.; Moore, S.L.; Kim, J.; Blake, M.S.; Auzanneau, F.-I.; Johnston, B.D.; Johnson, M.A.; Pinto,* B.M. (2005) The Doubly-Branched Hexasaccharide Epitope on the Cell-Wall Polysaccharide of Group A Streptococcus. Recognized by Human and Rabbit Antisera. Infect. Immun., 73, 6383-6389.

31 Liao, L.; Auzanneau,* F.-I. (2005) The amide group in N-acetylgucosamine glycosyl acceptors affects glycosylation outcome. J. Org. Chem., 70, 6265-6273. (Res. Corp., CFI/OIT, NSERC).

30 Reid, C.W.; Blackburn, N.T.; Legaree, B.A.; Auzanneau, F.-I.; Clarke,* A.J. (2004) Inhibition of membrane-bound lytic transglycosylase B by NAG-thiazoline. FEBS Lett., 575, 73-79.

29 Liao, Liang; Auzanneau, F.-I. (2003) Glycosylation of N-acetyl-glucosamine: Imidate Formation and Unexpected Conformation. Org. Let., 5, (2003) 2607-2610.

28 Loureiro Morais, L.; Bennis, K.; Ripoche, I.; Liao, L.; Auzanneau, F.-I.; Gelas, J. (2003) Synthesis of S-linked thiooligosaccharides analogues of Nod factors. Part 3 [1]: synthesis of new protected thiodisaccharide and thiotrisaccharide intermediates. Carbohyd. Res., 308, 1369-1379.

27 Asnani, A; Auzanneau, F.-I. (2003) Synthesis of Lewis X trisaccharide analogues in which glucose and rhamnose replace N-acetylglucosamine and fucose, respectively. Carbohyd. Res. , 308, 1045-1054.

26 Auzanneau, F.-I.; Sourial, E.; Schmidt J.M.; Feher, M. (2002) Stochastic conformational search on the Lewis X (Lex) trisaccharide and three Lex analogues. Can. J. Chem., 80, 1088-1094.

25 Muñoz, J.L.; Gracía-Herrero, A.; Asensio, J.L.; Auzanneau, F.-I.; Cañada, F.J.; Jiménez-Barbero, J. (2001) Conformational selection of non-hydrolyzable glycomimetics: the conformation of N,N’- diacetylthiochitobiose bound to wheat germ agglutinin. J. Chem. Soc., Perkin Tran. 1, 867-872.

24 Pitner, J.B.; Beyer, W.F.; Venetta, T.M.; Nycz, C.; Mitchell, M.J.; Harris, S.L.; Marino-Albernas, J.R.; Auzanneau, F.-I.; Forooghian, F.; Pinto, B.M. (2000) Bivalency and Epitope Specificity of a High Affinity IgG3 Monoclonal Antibody to the Streptococcus group A Carbohydrate Antigen. Molecular Modeling of a Fv Fragment. Carbohydr. Res., 324, 17-29.

23 Auzanneau, F.-I.; Mialon, M.; Promé, D.; Promé, J.-C.; and Gelas, J. (1998) Synthesis of S-linked thiooligosaccharide analogues of Nod factors. Part 2: Synthesis of an intermediate thiotrisaccharide. J. Org. Chem., 63, 6460-6465.

22 Auzanneau, F.-I.; Bennis, K.; Fanton, E.; Promé, D.; Defaye, J.; and Gelas, J. (1998) Synthesis of S-linked thiooligosaccharide analogues of Nod factors. Part 1: Selectively N-protected 4-thiochitobiose precursors. J. Chem Soc. Perkin Trans. 1, 21, 3629-3636.

21 Auzanneau, F.-I.; Christensen, M.K.; Harris, S.L.; Meldal, M.; and Pinto, B.M. (1998) Synthesis and characterization of polyethylene Glycol polyacrylamide copolymer (PEGA) resins containing carbohydrate ligands. Evaluation as supports for affinity chromatography. Can. J. Chem., 76, 1109-1118.

20 Wu X.; Mariño-Albernas, J.R.; Auzanneau, F.-I.; Verez-Bencomo, V.; and Pinto, B.M. (1998) Synthesis and NMR analysis of 13C labeled oligosaccharides corresponding to the major glycolipid  from Mycobacterium leprae. Carbohydr. Res., 306, 493-503.

19 Harris, S.L.; Craig, L.; Mehroke, J.S.; Rashed, M.; Zwick, M.B.; Kenar, K.; Toone, E.J.; Greenspan, N.; Auzanneau, F.-I.; Mariño-Albernas, J.R.; Pinto, B.M.; and Scott, J.K. (1997)
Exploring the basis of peptide:carbohydrate cross-reactivity: Evidence for idiotype-specific recognition of anti-carbohydrate antibodies by peptides. Proc. Natl. Acad. Sci. USA., 94, 2454-2459.

18 Auzanneau, F.-I. and Pinto, B.M. (1996) Preparation of antigens and immunoadsorbents corresponding to the Streptococcus group A cell-wall polysaccharide. Bioorg. Med. Chem., 4, 2003-2010.

17 Auzanneau, F.-I.; Forooghian, F.; and Pinto, B.M. (1996) Efficient, convergent syntheses of oligosaccharide allylglycosides corresponding to the Streptococcus group A cell-wall polysaccharide. Carbohydr. Res., 291, 21-41.

16 Auzanneau, F.-I.; Meldal, M.; and Bock, K. (1995) Synthesis, characterization and biocompatibility of PEGA resins. J. Peptide Sci., 1, 31-44.

15 Meldal, M.; Auzanneau, F.-I.; Hindsgaul, O.; and Palcic, M.M. (1994) A PEGA resin for use in the solid phase chemical/enzymatic synthesis of glycopeptides. J. Chem Soc., Chem. Commun., 1849-1850.

14 Meldal, M.; Svendsen, I.; Breddam, K.; and Auzanneau, F.-I. (1994) Portion-mixing subsite libraries of quenched fluorogenic substrates for complete mapping of endoprotease specificity. Proc. Natl. Acad. Sci. USA, 91, 3314-3318.

13 Bundle, D.R.; Altman, E.; Auzanneau, F.-I,; Baumann, H.; Eichler, E.; and Sigurskjold, B.W. (1994) The structure of oligosaccharide-antibody complexes and improved inhibitors of carbohydrate-protein binding. 1994, Complex Carbohydrates In Drug Research; Structural and Functional Aspects, Ed: K.Bock, H.Clausen,  Munksgaard, Copenhagen, 36, 168-181.

12 Auzanneau, F.-I. and Bundle, D.R. (1993)
Synthesis of chloro-deoxy-trisaccharides related to the Shigella flexneri Y polysaccharide. Carbohydr. Res., 247, 195-209.

11 Auzanneau, F.-I. and Bundle, D.R. (1993) Application of thioglycoside chemistry for the synthesis of trisaccharides and deoxy trisaccharides related to the Shigella flexneri Y polysaccharide. Can. J. Chem., 71, 534-548.

10 Auzanneau, F.-I.; Hanna, H.R.; and Bundle, D.R. (1993) Synthesis of chemically modified disaccharide derivatives of the Shigella flexneri Y polysaccharide antigen. Carbohydr. Res., 240, 161-181.

9 Auzanneau, F.-I.; Mondange, M.; Charon, D.; and Szabo L. (1992)   Chemistry of Bacterial endotoxins. Part 8. Synthesis of allyl 6-O-(3-deoxy-a-, and b-D-manno-oct-2-ulopyranosylonic acid)-2-deoxy-[(3R)-3-hydroxytetradecanamido]-b-D-glucopyranoside 4-phosphate and of the copolymer of the a- anomer with acrylamide. Carbohydr. Res., 228, 37-45.

8 Auzanneau, F.-I. and Bundle, D.R. (1991) Incidence and avoidance of stereospecific 1,2 thioethyl migration during the synthesis of ethyl 1-thio-?-L-rhamnopyranoside 2,3-orthoester. Carbohydr. Res., 212, 13-24.

7 Auzanneau, F.-I.; Charon, D.; Szilagyi, L.; and Szabo, L. (1991) Chemistry of bacterial endotoxins. Part 6. Synthesis of [allyl 5-O-(a-D-mannopyranosyl)-3-deoxy-a-D- manno-2-octulopyranosid]onic acid and of [allyl 5-O-(a-D-mannopyranosyl)-3-deoxy-a-D-manno- 2-octulopyranosid] onic acid 4-phosphate. J. Chem. Soc. Perkin Trans. 1, 803-809.

6 Auzanneau, F.-I.; Charon, D.; and Szabo, L. (1991) Phosphorylated sugars. Part. 27. Synthesis and reaction in acidic medium of 5-O-substituted methyl 3-deoxy-a-D-manno-2-octulopyranosidonic acid 4-phosphate. J. Chem. Soc. Perkin Trans., 1, 509-517.

5 Auzanneau, F.-I.; Charon, D.; and Szabo, L. (1990) Phosphorylated sugars. Part. 26. Synthesis of 3-deoxy-D-manno-2-octulosonic acid 7-phosphate. J. Chem. Soc. Perkin Trans., 1, 2831-2834.

4 Tahri-Jouti, M.-A.; Mondange, M.; Le Dur, A.; Auzanneau, F.-I.; Girard, R.; and Chaby, R. (1990) Specific binding of lipopolysaccharides to mouse macrophages. II. Involvement of dinstinct lipid A substructures. Mol. Immunol., 27, 763-770.

3 Auzanneau, F.-I.; Charon, D.; and Szabo, L. (1990) Formation of methyl (2,7-anhydro-3-deoxy-a-D-manno-2-octulofuranos)onate upon methanolysis of methyl (2,4,7,8-tetra-O-acetyl-3-deoxy-a-D-manno-2-octulo-pyranosid)onate. Carbohydr.Res., 201, 337-341.

2 Auzanneau, F.-I.; Charon, D.; Szabo, L.; and Mérienne, C. (1988) Chemistry of bacterial endotoxins. Part 5. Synthesis of 1,5 lactones of 3-deoxy-D-manno-2-octulopyranosonic acid. Carbohydr. Res., 179, 125-136.

1 Charon, D.; Auzanneau, F.-I.; Mérienne, C.; and Szabo, L. (1987) Formation of 1,5-lactones from 3-deoxy-D-manno-2-octulosonic acid. Tetrahedron Lett., 1393-1397.

Proceedings

Meldal, M.; Auzanneau, F.-I.; and Bock, KPEGA, characterization and application of a new type of resin for peptide and glycopeptide synthesis. Innovation and Perspectives in Solid Phase Synthesis, Biological and Biomedical Applications. Ed.: R. Epton 1994, 259-266.

Talks Given

Challenges of Carbohydrate Chemistry a Chalk Talk. Auzanneau F.-I., Invited to the Organic and Bioorganic Workshop for Leading, Young Canadian Chemists, May 26th, 2004, London, ON. Canada.

Synthesis and Conformational Analysis of the Lewis Blood Group Antigen LeaLex Related Oligosaccharides. Liao L., Auzanneau F.-I. Abstract 346, Oral communication at the 87th Canadian Society for Chemistry Conference, May 2004, London, ON, Canada.

Stochastic Conformational Searches and Chemical Synthesis of Lewis A Trisaccharide Analogues. Auzanneau F.-I. September 5th, 2003, University of Manitoba, Winnipeg, Canada.

Synthesis And Conformational Analysis Of Lewis Antigens Trisaccharide Analogues, Auzanneau F.-I. Oral Communication, XIIth European Carbohydrate Conference (Eurocarb), July 8th, 2003, Grenoble, France.

Molecular Modeling and Chemical Synthesis of Lewis X Analogues: An Approach to Vaccine Design, Auzanneau F.-I. invited by the Department of Chemistry, University of Western Ontario, January 29th, 2003.

Stochastic Conformational Search and Chemical Synthesis of Lewis X Trisaccharide Analogues, Auzanneau F.-I. invited by the Department of Chemistry, University of Waterloo, January 21st, 2003.

Carbohydrates and Vaccine Design, Auzanneau F.-I. invited by the Department of Pathobiology, Ontario Veterinary College, November 22nd, 2002, Guelph, Canada.

Stochastic Conformational Search of Lewis X Trisaccharide Analogues. Auzanneau F.-I. 85th Canadian Society for Chemistry Conference, June 5th, 2002, Abs.962 invited (to replace 1207), Vancouver, Canada.

Stochastic Conformational Search Methods: Applications to Vaccine Design. Auzanneau F.-I. Université Laval, March 14th, 2002, Quebec, Canada.

Synthetic Carbohydrates: Applications to Biochemical Studies. Auzanneau F.-I. Concordia University, November 9th, 2001, Montreal, Canada.

Synthetic strategies for the preparation of thioanalogues of nodulation factors. Auzanneau F.-I. Seminars of the Carlsberg Laboratory, Chemistry Department, November 25th, 1998, Copenhagen, Denmark.

Poster Presentations

T.A. Jackson, F.-I. Auzanneau. Synthesis of LeaLex Carbohydrate Substructure. Abstract 462 87th Canadian Society for Chemistry Conference, May 2004, London, ON, Canada.

A. Wang, F.-I. Auzanneau. Synthesis of an Oligosaccharide Fragment of the Tumor Associated Carbohydrate Antigen Dimeric LeX. Abstract 465, 87th Canadian Society for Chemistry Conference, May 2004, London, ON, Canada.

A. Asnani, F.-I. Auzanneau. Synthesis and Conformational Analysis of Lewis X Analogues. Abstract 466, 87th Canadian Society for Chemistry Conference, May 2004, London, ON, Canada.

C.W. Reid, D. Brewer, F.-I. Auzanneau, A.J. Clarke. Active Site Characterization of the Membrane Bound Lytic Transglycosylases B from Pseudomonas aeruginosa. Abstract 468, 87th Canadian Society for Chemistry Conference, May 2004, London, ON, Canada.

L. Liao, F.-I. Auzanneau. Synthesis of Oligosaccharides with 2-N-Acetylacetamido Glucosamine Derivative. 86th Canadian Society for Chemistry Conference/IUPAC, August 2003, Ottawa, Canada.

L. Loureiro Morais, K. Bennis, I. Ripoche and F.-I. Auzanneau. Synthesis of Thiooligosaccharide Analogues of Nodulation Factors. Abstract PB156, XII Eurocarb, July 8th, 2003, Grenoble, France

A. Asnani, M. H. Lau, F.-I. Auzanneau, Synthesis of Lewis X and Dimeric Lewis X oligosaccharide fragments. (GWC)2 2003 poster session for graduate students, April 25th, 2003, Guelph

L. Liao, F.-I. Auzanneau, Glycosylation with N-acetylglucosamine derivative: formation of an imidate and conformational change of the product. (GWC)2 2003 poster session for graduate students, April 25th, 2003, Guelph.

A. Asnani, F.-I. Auzanneau. Synthesis of Lewis X Trisaccharide Analogs. 85th Canadian Society for Chemistry Conference, June 1-5, 2002, Abs.963, Vancouver, Canada.

L. Loureiro Morais, K. Bennis, I. Ripoche, F.-I. Auzanneau, and J. Gelas. Synthèse de thioanalogues de Facteurs Nod. XVIIIèmes Journées de la Chimie et de la Biochimie des Glucides, May 20-24, 2002, Albé, France.

L. Loureiro-Morais, F. I. Auzanneau K. Bennis, J. Gelas, I. Ripoche, Y. Troin. Synthèse de thiooligosaccharides analogues de facteurs de nodulation 2eme Symposium de Chimie Organique en Centre-Auvergne-Limousin (SyCOCAL), Vassivière, octobre 2002.

L. Loureiro-Morais, F. I. Auzanneau K. Bennis, I. Ripoche, Y. Troin. Synthèse de thiooligosaccharides analogues de Facteurs Nod. 2ème Colloque Franco-Roumain de Chimie Appliquée (COFrRoCA 2002), Bacàu (Roumanie), octobre 2002.

A. Asnani, F.-I. Auzanneau. Synthesis of Lewis X Analogs. (GWC)2 2002 poster session for graduate students, April 26th, 2002, Waterloo.