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David R. Bundle

Refereed Publications

  1. Bundle, D.R. and Shaw, N.  Synthesis of 2-acetamido-6-O-(2-acetamido-2-deoxy-ß-D-glucopyranosyl)-2-deoxy-D-glucopyranose.  Carbohydr. Res., 21, 211-217, 1972.
  2. Bundle, D.R., Jennings, H.J. and Kenny, C.P.  An improved procedure for the isolation of meningococcal, polysaccharide antigens, and the structural determination of the antigen from serogroup X.  Carbohydr. Res., 26, 268-270, 1973.
  3. Bundle, D.R., Jennings, H.J. and Smith, I.C.P.  The carbon-13 nuclear magnetic resonance spectra of 2-acetamido-2-deoxy-D-hexoses and some specifically deuterated, O-acetylated, and phosphorylated derivatives.  Can. J. Chem., 51, 3812-3819, 1973.
  4. Bundle, D.R., Smith I.C.P. and Jennings, H.J.  Determination of the structure and conformation of bacterial polysaccharides by carbon-13 nuclear magnetic resonance. J. Biol. Chem., 249, 2275-2281, 1974.
  5. Bundle, D.R., Jennings, H.J. and Kenny, C.P.  Studies on the group-specific polysaccharide of Neisseria meningitidis serogroup X and an improved procedure for its isolation. J. Biol. Chem., 249, 4797-4801, 1974.
  6. Bundle, D.R. and Jennings, H.J.  The synthesis of 2-acetamido-2-deoxy-a-D-glucopyranose 4-phosphate.  Can. J. Biochem., 52, 723-725, 1974.
  7. Lemieux, R.U., Bundle, D.R. and Baker, D.A.  The properties of a synthetic antigen related to the human blood group Lewis-a.  J. Am. Chem. Soc., 97, 4076-4083, 1975.
  8. Lemieux, R.U., Baker, D.A. and Bundle, D.R.  A methodology for the production of carbohydrate-specific antibody.  Can. J. Biochem., 55, 507-512, 1977.
  9. Jennings, H.J., Bhattacharjee, A.K., Bundle, D.R., Kenny, C.P., Martin, A. and Smith, I.C.P.  Structures of the capsular polysaccharides of Neisseria meningitidis as determined by C-13 nuclear magnetic resonance spectroscopy.  J. Infectious Diseases, 136, S78-S83, 1977.
  10. Lemieux, R.U., Boullanger, P.A., Bundle, D.R., Baker, D.A. and Venot, A.  Binding studies of b-D-galactopyranosyl antibodies. Intramolecular hydrogen bonding effects. Nouveau. J. Chimie, 2, 321-329, 1978
  11. Bundle, D.R. and Josephson, S.  A facile synthesis of methyl 3,6-dideoxy-L-xylo-hexopyranoside (colitose).  Can. J. Chem., 56, 2686-2690, 1978.
  12. Birnbaum, G.I. and Bundle, D.R.  Solution conformation and crystal structure of methyl 3,6-dideoxy-b-D-ribo-hexopyranoside, an immunodominant sugar of O-antigens. Biochim. Biophys. Acta, 582, 515-524, 1979.
  13. Bundle, D.R. and Josephson, S.  Artificial carbohydrate antigen: Synthesis of rhamnose disaccharides common to Shigella flexneri O-antigen determinants.  Can. J. Chem., 57, 662-668, 1979.
  14. Bundle, D.R. and Josephson, S.  Artificial carbohydrate antigens:  The synthesis and conformation of a Shigella flexneri trisaccharide hapten.  J. Chem. Soc., Perkin I, 2736-2739, 1979.
  15. Bundle, D.R.  Displacement of sugar chlorosulphates by bromide, azide and acetate; a facile synthesis of methyl, 3,6-dideoxy-b-D-ribo-hexopyranoside.  J. Chem. Soc., Perkin I, 2751-2755, 1979.
  16. Bundle, D.R.  Antibody to an artificial disaccharide antigen cross-reactive with Neisseria gonorrhoeae lipopolysaccharide.  Can. J. Biochem., 57, 367-371, 1979.
  17. Banoub, J. and Bundle, D.R.  Stannic tetrachloride catalyzed glycosylation of 8-ethoxy-carbonyloctanol by cellobiose, lactose and maltose octaacetates; synthesis of a and b glycosidic linkages. Can. J. Chem., 57,  2085-2090, 1979.
  18. Banoub, J. and Bundle, D.R.  1,2-orthoacetate intermediates in silver trifluoro-methanesulphonate promoted Koenigs-Knorr synthesis of disaccharide glycosides.  Can. J. Chem., 57, 2091-2097, 1979.
  19. Unemura, J., Birnbaum, G.I., Bundle, D.R., Murphy, W.F., Bernstein, H.J. and Mantsch, H.H.  The correlation between O-H stretching frequencies and hydrogen bond distances in a crystalline sugar monohydrate.  Can. J. Chem., 57, 2640-2645, 1979.
  20. Josephson, S. and Bundle, D.R.  Artificial carbohydrate antigens:  The synthesis of the tetrasaccharide repeating unit of Shigella flexneri O-antigen.  Can. J. Chem., 57, 3073-3079, 1979.
  21. Bundle, D.R. and Josephson, S.  Artificial carbohydrate antigens:  The synthesis of tetra-saccharide hapten, a Shigella flexneri O-antigen repeating unit. Carbohydr. Res., 80, 75-85, 1980.
  22. Josephson, S. and Bundle, D.R.  Artificial carbohydrate antigens:  The synthesis of rhamnose trisaccharide and disaccharide haptens common to Shigella flexneri O-antigens.  J. Chem. Soc., Perkin I. 297-301, 1980.
  23. Iversen, T. and Bundle, D.R.  A new and efficient synthesis of β-L-rhamnopyranosides. Carbohydr. Res., 84, C13-C15, 1980.
  24. Bundle, D.R. and Josephson, S.  Chlorosulphation of amino sugars:  Synthesis of methyl 2-acetamido-4-amino-2,4,6-trideoxy-b-D-glucopyranoside (bacillosamine) from a D-glucosamine derivative.  Can. J. Chem., 58, 2679-2685, 1980.
  25. Iversen, T., Josephson, S. and Bundle, D.R.  The synthesis of streptococcal groups A, C and variant-A antigenic determinants.  J. Chem. Soc, Perkin I. 2379-2385, 1981.
  26. Iversen, T. and Bundle, D.R.  Benzyl trichloroacetimidate, a versatile reagent for acid-catalyzed benzylation of hydroxy-groups.  Chem. Comm., 1240-1241, 1981.
  27. Iversen, T. and Bundle. D.R.  A direct and efficient synthesis of β-L-rhamnopyranosides. J. Org. Chem., 46, 5389-5393, 1981.
  28. Neurohr, K.J., Mantsch, H.H., Young, N.M. and Bundle, D.R.  Carbon-13 nuclear magnetic resonance studies on lectin-carbohydrate interactions:  Binding of specifically 13C-labeled methyl b-D-lactoside to peanut agglutinin. Biochemistry, 21, 498-503, 1982.
  29. Perry, M.B., Bundle, D.R. Daoust, V. and Carlo D.J.   The specific capsular polysaccharide of Streptococcus pneumoniae type 15F.  Mol. Immunol., 19, 235-246, 1982.
  30. Bock, K., Josephson, S. and Bundle, D.R.  Lipopolysaccharide solution conformation: Antigen shape inferred from high resolution 1H and 13C nuclear magnetic resonance spectroscopy and hard-sphere calculations.  J. Chem. Soc., Perkin II, 59-70, 1982.
  31. Iversen, T. and Bundle, D.R.  Antigenic Determinants of Salmonella A and D1 synthesis of trisaccharide glycosides for use as artificial antigens.  Carbohydr. Res., 103, 29-40, 1982.
  32. Iversen, T. and Bundle, D.R.  Synthesis of the colitose determinant of Escherichia coli 0111 and 3,6-di-O-(a-D-galactopyranosyl)-a-D-glucopyranoside.  Can. J. Chem., 60, 299-303, 1982.
  33. Neurohr, K.J., Bundle, D.R., Young, N.M. and Mantsch, H.H.  Binding of disaccharides by peanut agglutinin as studied by ultraviolet difference spectroscopy. Eur. J. Biochem., 123, 305-310, 1982.
  34. Bundle, D.R., Gidney, M.A.J., Kassam, N. and Rahman, A.F.R.  Hybridomas specific for carbohydrates; synthetic human blood-group antigens for the production, selection and characterization of monoclonal typing reagents.  J. Immunol., 129, 678-682, 1982.
  35. Bhattacharjee, A.K., Bennett, J.E., Bundle, D.R. and Glaudemans, C.P.J. Anticryptococcal type D antibodies raised in rabbits.  Mol. Immunol., 20, 351-359, 1983.
  36. Kenne, L., Lindberg, B., Soderholm, E., Bundle, D.R. and Griffith, D.W.  Structural studies of the O-antigens from Salmonella greenside and Salmonella adelaide. Carbohydr. Res., 111, 289-296, 1983.
  37. Pinto, B.M. and Bundle, D.R.  Preparation of glycoconjugates for use as artificial antigens: A simplified procedure.  Carbohydr. Res., 124, 313-318, 1983.
  38. Wessel, H.P. and Bundle, D.R.  Artificial carbohydrate antigens:  A block synthesis of a linear tetrasaccharide repeating unit of the Shigella flexneri variant Y polysaccharide. Carbohydr. Res., 124, 301-311, 1983.
  39. Wessel, H.P., Iversen, T. and Bundle, D.R.  Synthesis of the trisaccharide moiety of gangliotriosylceramide, Asialo GM2.  Carbohydr. Res., 130, 5-21, 1984.
  40. Caroff, M., Bundle, D. R. and Perry, M. B.  Structure of the O-chain of the phenol-phase soluble cellular lipopolysaccharide of Yersinia enterocolitica serotype O:9.  Eur. J. Biochem., 139, 195-200, 1984.
  41. Shearman, P.J., Bundle, D.R., Romanowska, E., Lugowski, C. and Bogulska, M. Characterization of anti-Citrobacter 036-specific polysaccharide monoclonal antibodies.  Can. J. Microbiol., 30, 91-97, 1984.
  42. Carlin, N. I. A., Lindberg, A. A., Bock, K. and Bundle, D. R.  The Shigella flexneri  O-antigenic polysaccharide chain:  Nature of the biological repeating unit.  Eur. J. Biochem., 139, 189-194, 1984.
  43. Bock, K., Meldal, M., Bundle, D.R., Iversen, T., Garegg, P.J., Norberg, T., Lindberg, A.A. and Svenson, S.B.  The conformation of Salmonella O-antigenic polysaccharide chains of serogroups A, B and D1 predicted by semi-empirical hard sphere (HSEA) calculations. Carbohydr. Res., 130, 23-34, 1984.
  44. Bock, K., Meldal, M., Bundle, D.R., Iversen, T., Pinto, B.M., Garegg, P.J., Kvanström, I., Norberg, T., Lindberg, A.A. and Svenson, S.B.  The conformation of Salmonella O-antigenic oligosaccharides of serogroups A, B and D1 inferred from 1H and 13C nuclear magnetic resonance spectroscopy.  Carbohydr. Res., 130, 35-53, 1984.
  45. Caroff, M., Bundle, D.R., Perry, M.B., Cherwonogrodsky, J.W. and Duncan, J.R. Antigenic S-type lipopolysaccharide of Brucella abortus 1119-3.  Infect. Immun., 46, 384-388, 1984.
  46. Bundle, D.R., Gidney, M.A.J., Perry, M.B., Duncan, J.R. and Cherwonogrodzky, J.W. Serological confirmation of Brucella abortus and Yersinia enterocolitica O:9 O-antigens by monoclonal antibodies.  Infect. Immun., 46, 389-393, 1984.
  47. Pinto, B.M. and Bundle, D.R.  Antigenic determinant of Salmonella serogroup B. Synthesis of a trisaccharide glycoside for use as an artificial antigen.  Carbohydr. Res., 133, 333-338, 1984.
  48. Birnbaum, G.I. and Bundle, D.R.  Conformation of methyl 3,6-dideoxy-a-D-arabino-hexopyranoside, the immunodominant sugar of Salmonella serogroup D1: Crystal structure, 1H NMR analysis and semi-empirical calculations.  Can. J. Chem., 63, 739-744, 1985.
  49. Gidney, M.A.J., Bundle, D.R., Godard, A. and Griffiths, B.W.  Development and characterization of monoclonal antibodies to pregnancy-specific b1-glycoprotein. Can. J. Biochem., 63, 737-742, 1985.
  50. Wessel, H.P., Iversen, T. and Bundle, D.R.  Acid-catalyzed benzylation and allylation by alkyl trichloroacetimidates.  J. Chem. Soc., Perkin I, 2247-2250, 1985.
  51. Wessel, H.P. and Bundle, D.R.  Strategies for the synthesis of branched oligosaccharides of the Shigella flexneri 5a, 5b and variant X serogroups employing a multifunctional rhamnose precursor.  J. Chem. Soc., Perkin I, 2251-2260, 1985.
  52. Emmrich, F., Bundle, D.R., van der Zee, J., Out, T., Zenke, G. and Eichmann, K.  Two human IgM myeloma proteins with unusual specificities for streptococcal carbohydrate-associated epitopes.  Scand. J. Immunol., 21, 119-126, 1985.
  53. Lemieux, R.U., Venot, A.P., Spohr, U., Bird, P., Mandal, G., Morishima, N., Hindsgaul, O. and Bundle, D.R.  Molecular recognition. V.  The binding of the B human blood group determinant by hybridoma monoclonal antibodies.  Can. J. Chem., 63, 2664-2668, 1985.
  54. Bundle, D.R., Gerken, M. and Perry, M.B.  Two dimensional NMR at 500 MHz:  The structural elucidation of a Salmonella serogroup N polysaccharide antigen.  Can. J. Chem., 64, 255-264, 1986.
  55. Perry, M.B., Bundle, D.R., MacLean, L., Perry, J.A. and Griffith, D.W.  The structure of the antigenic lipopolysaccharide O-chains produced by Salmonella urbana and Salmonella godesbergCarbohydr. Res., 156, 107-122, 1986.
  56. Carlin, N.I.A., Gidney, M.A.J., Lindberg, A.A. and Bundle, D.R.  Characterization of Shigella flexneri specific murine monoclonal antibodies by chemically defined glycoconjugates.  J. Immunol., 137, 2361-2366, 1986.
  57. Pinto, B.M., Morrisette, D.G. and Bundle, D.R.  Synthesis of oligosaccharides corresponding to biological repeating units of Shigella flexneri Y polysaccharide. Part 1.  Overall strategy, synthesis of a key trisaccharide intermediate, and synthesis of a pentasaccharide.  J. Chem. Soc. Perkin I, 9-14, 1987.
  58. Bundle, D.R., Cherwonogrodzky, J.W., Caroff, M. and Perry, M.B.  The lipopolysaccharides of Brucella abortus and B. melitensisAnn. Inst. Pasteur/Microbiol., 138,  92-98, 1987.
  59. Sugden, E.A., Samagh, B.S., Bundle, D.R. and Duncan, J.R.  Lipoarabinomannan and lipid-free arabinomannan antigens of Mycobacterium paratuberculosisInfect. Immun.. 55, 762-770, 1987.
  60. Bundle, D.R., Cherwonogrodzky, J.W. and Perry, M.B.  The structure of the lipopolysaccharide O-chain (M antigen) and polysaccharide B produced by Brucella melitensis 16M.  FEBS Letters, 216, 261-264, 1987.
  61. Carlin, N.I.A., Bundle, D.R. and Lindberg, A.A.  Characterization of five Shigella flexneri variant Y - specific monoclonal antibodies using defined saccharides and glycoconjugate antigens.  J. Immunol., 138, 4419-4427, 1987.
  62. Cherwonogrodzky, J.W., Perry, M.B. and Bundle, D.R.  Identification of the A and M antigens of Brucella as the O-polysaccharides of smooth lipopolysaccharides. Can. J. Microbiol., 33, 979-981, 1987.
  63. Altman, E., Brisson, J.-R., Bundle, D.R. and Perry, M.B.   Structural studies of the O-chain of the phenol-phase soluble lipopolysaccharide from Haemophilus pleuropneumoniae serotype 2.  Biochem. Cell Biol., 65, 876-889, 1987.
  64. Di Fabio, J.L., Perry, M.B. and Bundle, D.R.  Analysis of the lipopolysaccharide of Pseudomonas maltophilia 555.  Biochem. Cell. Biol., 65, 968-977, 1987.
  65. Bundle, D.R., Cherwonogrodzky, J.W. and Perry, M.B.   Structural elucidation of the Brucella melitensis M antigen by high resolution NMR at 500 MHz.  Biochemistry, 26, 8717-8726, 1987.
  66. Gerken, M. and Bundle, D.R.  Synthesis of immunologically active oligosaccharide determinants of the Brucella A antigen:  utilization of intermediates derived from methyl 4-azido-4,6-dideoxy-a-D-mannopyranoside. Tet. Lett., 28, 5067-5070, 1987.
  67. Peters, T. and Bundle, D.R.  Synthesis of 4,6-dideoxy-4-formamido-a-D- mannose containing tri- tetra- and pentasaccharides, antigenic determinants of the Brucella A and M antigens.  J. Chem. Soc. Chem. Comm., 1648-1650, 1987.
  68. Bundle, D.R., Gerken, M. and Peters, T.  Synthesis of antigenic determinants of the Brucella A antigen utilizing methyl 4-azido-4,6-dideoxy-a-D-mannopyranoside efficiently derived from D-mannose.  Carbohydr. Res., 174, 239-251, 1988.
  69. Bundle, D.R., Cherwonogrodzky, J.W. and Perry, M.B.  Characterization of Brucella polysaccharide B.  Infect. Immun., 56, 1101-1106, 1988.
  70. Kramer, J.K.G., Sauer, F.D. and Bundle, D.R.  The presence of tightly bound Na+ or K+ in glycolipids in Methanobacterium thermoautotrophicumBiochim.  Biophys. Acta., 961, 285-292, 1988.
  71. Todd, E.C.D., Szabo, R.A., Peterkin, P., Sharpe, A.N, Parrington, L., Bundle, D.R., Gidney, M.A.J. and Perry, M.B.  Rapid hydrophobic grid membrane filter -enzyme labeled antibody procedure for identification and enumeration of Escherichia coli 0157 in foods.  Applied and Environmental Microbiology, 54, 2536-2540, 1988.
  72. Perry, M.B., Bundle, D.R., Gidney, M. A. J. and Lior, H.  Identification of Escherichia coli serotype 0157 strains by using monoconal antibody.  J. Clin. Microbiol., 26, 2391-2394, 1988.
  73. Kulakowska, M., Lugowski, C., Romanowska, E. and Bundle, D.R.  The comparison of monoclonal-antibodies specific for 2 general epitopes located on citrobacter-036 lipopolysaccharide.  Carbohydr. Res., 178, 233-241, 1988.
  74. Zygmunt, M.S., Dubray, G., Bundle, D.R. and Perry, M.B.  Purified native haptens of Brucella abortus B19 and B. melitensis 16 M reveal the lipopolysaccharide origin of the antigens.  Ann. Inst. Pasteur/Microbiol., 139, 421-433, 1988.
  75. Bundle, D.R.  Antibody combining sites and oligosaccharide determinants studied by competitive binding, sequencing and X-ray crystallography.  Pure and Applied Chem., 61, 1171-1180, 1989.
  76. Peters, T. and Bundle. D.R.  Synthetic antigenic determinants of the Brucella A polysaccharide; a disaccharide thioglycoside for block synthesis of pentasaccharide and lower homologues of a1,2-linked 4,6-dideoxy-4-formamido-a-D-mannose. Can. J. Chem., 67, 491-496, 1989.
  77. Peters, T. and Bundle, D.R.  Block synthesis of two pentasaccharide determinants of the Brucella M antigen using thioglycoside methodologies. Can. J. Chem., 67, 497-502, 1989.
  78. Pinto, B.M., Reimer, K.B., Morissette, D.G. and Bundle, D.R.  Oligosaccharides corresponding to biological repeating units of Shigella flexneri variant Y polysaccharide.  Synthesis and two-dimensional NMR analysis of a hexasaccharide hapten.  J. Org. Chem., 54, 2650-2656, 1989.
  79. Nielsen, K., Cherwonogrodzky, J.W., Duncan, J.R. and Bundle, D.R.  Enzyme-linked immunosorbent assay for differentiation of the antibody response of cattle naturally infected with Brucella abortus or vaccinated with strain 19.  Am. J. Vet. Res., 50, 5-9, 1989.
  80. Bundle, D.R., Cherwonogrodzky, J.W., Gidney, M.A.J., Meikle, P.J., Perry, M.B. and Peters, T.  Definition of Brucella A and M epitopes by monoclonal typing reagents and synthetic oligosaccharides.  Infect. Immun., 57, 2829-2836, 1989.
  81. Meikle, P.J., Perry, M.B., Cherwonogrodzky, J.W. and Bundle, D.R.  Fine structure of A and M antigens from Brucella biovars.  Infect. Immun., 57, 2820-2828, 1989.
  82. Pinto, B.M., Reimer, K.B., Morissette, D.G. and Bundle, D.R.  Oligosaccharides corresponding to biological repeating units of Shigella flexneri variant Y polysaccharide:  Part III.  Synthesis and 2D NMR analysis of a heptasaccharide hapten.  J. Chem. Soc. Perkin I, 293-299, 1990.

  83. Pinto, B.M., Reimer, K.B., Morissette, D.G. and Bundle, D.R.  Synthesis and 2D-n.m.r. analysis of a pentasaccharide glycoside of the biological repeating units of Shigella flexneri variant Y polysaccharide and the preparation of a synthetic antigen. Carbohydr. Res., 196, 156-166, 1990.
  84. Perry, M.B. and Bundle, D.R.  Antigenic relationships in the lipopolysaccharides of strains of Escherichia hermannii with Escherichia coli 0157:H7, Brucella melitensis and Brucella abortusInfect. Immun. 58, 1391-1395, 1990.
  85. Peters, T., Brisson, J.-R. and Bundle, D.R.  Conformational analysis of key disaccharide components of Brucella A and M antigens.  Can. J. Chem., 68, 979-988, 1990.
  86. Kihlberg, J.O., Leigh, D.A. and Bundle, D.R.  The in situ activation of thioglycosides with bromine:  An improved glycosylation method.  J. Org. Chem., 55, 2860-2863, 1990.
  87. Anand, N.N., Dubuc, G., Mandal, S., Phipps, J., Gidney, M.A.J., Sinnott, B., Young, N.M., MacKenzie, C.R., Bundle, D.R. and Narang, S.A.  Synthesis and expression in Escherichia coli of DNA encoding the murine l1 chain of a monoclonal antibody specific for Salmonella serotype B O-antigen.  Protein Engineering, 3, 541-546, 1990.
  88. Beynon, L.M., Bundle, D.R. and Perry, M.B.  The structure of the antigenic lipopolysaccharide O-chain produced by Escherichia hermanii ATCC 33650 and 33652.  Can. J. Chem., 68, 1456-1466, 1990.
  89. Vorberg, E. and Bundle, D.R.  Carbohydrate-enzyme conjugates for competitive EIA. J. Immunol. Meth., 132, 81-89, 1990.
  90. Meikle, P.J. and Bundle, D.R.  Preparation of polysaccharide enzyme conjugates for competitive binding assays.  Glycoconjugate J., 7, 207-218, 1990.
  91. Meikle, P.J., Young, N.M. and Bundle, D.R.  O-antigen biotin conjugates:  Preparation and use in direct competitive enzyme immunoassays. J. Immunol. Meth., 132, 255-261, 1990.
  92. Rose, D.R., Cygler, M., To, R.J., Przybylska, M., Sinnott, B. and Bundle, D.R. Preliminary crystal structure determination of an Fab specific for a Salmonella O-polysaccharide antigen.  J. Mol. Biol., 215, 489-492, 1990.
  93. Kihlberg, J., Eichler, E. and Bundle, D.R.  The design and synthesis of antibody binding site probes:  three pentasaccharide analogues of the Brucella A antigen prepared by in situ activation of thioglycosides with bromine.  Carbohydr. Res., 211, 59-75, 1991.
  94. Sigurskjold, B.W., Altman, E. and Bundle, D.R.  Sensitive titration microcalorimetric study of the binding of Salmonella O-antigenic oligosaccharide by a monoclonal antibody.  Eur. J. Biochem., 197, 239-246, 1991.
  95. Oomen, R., Young, N.M. and Bundle, D.R.  Molecular modeling of antibody-antigen complexes between the Brucella abortus O-chain polysaccharide and a specific monoclonal antibody.  Protein Engineering, 4, 427-433, 1991.
  96. Auzanneau, F.-I. and Bundle, D.R.  Incidence and avoidance of stereospecific 1,2-thioethyl migration during the synthesis of ethyl 1-thio-a-L-rhamnopyranoside 2,3-orthoester.  Carbohydr. Res., 212, 13-24, 1991.
  97. Eichler, E., Kihlberg, J. and Bundle, D.R.  Access to fluorescent probes via allyl glycosides; the synthesis of a Brucella trisaccharide epitope linked to a coumarin. Glycoconjugate J., 8, 69-74, 1991.
  98. Kihlberg, J. and Bundle, D.R.  The synthesis of antibody binding site probes:  A hexasaccharide and two pentasaccharides related to the Brucella A antigen prepared by in situ activation of thioglycosides with bromine.  Carbohydr. Res., 216, 67-78, 1991.
  99. Anand, N.N., Dubuc, G., Phipps, J., MacKenzie, C.R., Sadowska, J., Young, N.M., Bundle, D.R. and Narang, S.A.  Synthesis and expression in Escherichia coli of cistronic DNA encoding an antibody fragment specific for a Salmonella serotype B O-antigen.  Gene, 100, 39-44, 1991.
  100. Cygler, M., Rose, D.R. and Bundle, D.R.  Recognition of a cell surface oligosaccharide epitope of pathogenic Salmonella by an antibody Fab fragment.  Science, 253, 442-446, 1991.
  101. Anand, N.N., Mandal, S., MacKenzie, C.R., Sadowska, J., Sigurskjold, B., Young, N.M., Bundle, D.R. and Narang, S.A.  Bacterial Expression and Secretion of Various Single-Chain Fv Genes Encoding Proteins Specific for a Salmonella Serotype B O-Antigen.  J. Biol. Chem., 266, 21874-21879, 1991.
  102. Narang, S.A., Brummell, D.A., Sharma, V., Bilous, D., Dubuc, G., MacKenzie, C.R., Michniewicz, J., Sadowska, J., Anand, N.N., Young, N.M. and Bundle, D.R.  Scanning of key residues in antibody binding sites by two saturation-mutagenesis approaches.  Nucleic Acid Res., 24, 173-179, 1991.
  103. Sigurskjold, B. and Bundle, D.R.  Thermodynamics of oligosaccharide binding to a monoclonal antibody specific for a Salmonella O-antigen point to hydrophobic interactions in the binding site.  J. Biol. Chem., 267, 8371-8376, 1992.
  104. Reimer, K.B., Gidney, M.A.J., Bundle, D.R. and Pinto, B.M.  Immunochemical characterization of polyclonal and monoclonal streptococcus group A antibodies by chemically defined glycoconjugates and synthetic oligosaccharides.  Carbohydr. Res., 232, 131-142, 1992.
  105. Hanna, H.R. and Bundle, D.R.  Antibody-oligosaccharide interactions: The synthesis of 2-deoxy-a-L-rhamnose containing oligosaccharide haptens related to Shigella flexneri variant Y antigen.  Can. J. Chem., 71, 125-134, 1993.
  106. Auzanneau, F.-I., Hanna, H.R. and Bundle, D.R.  The synthesis of chemically modified disaccharide derivatives of the Shigella flexneri Y polysaccharide antigen.  Carbohydr. Res., 240, 161-181, 1993.
  107. Brummell, D.A., Sharma, V.P., Anand, N.N., Bilous, D., Dubuc, G., Michniewicz, J., MacKenzie, C.R., Sadowska, J., Sigurskjold, B.W., Sinnott, B., Young, N.M., Bundle, D.R., Narang, S.A.  Probing the combining site of an anti-carbohydrate antibody by saturation-mutagenesis: role of the heavy chain CDR3 residues. Biochemistry, 32, 1180-1187, 1993.

  108. Vyas, M.N., Vyas, N.K. Meikle, P.J., Sinnott, B., Pinto, B.M., Bundle, D.R. and Quiocho, F.A.  Preliminary crystallographic analysis of a Fab specific for the O-antigen of Shigella flexneri cell surface lipopolysaccharide with and without bound saccharides. J. Mol. Biol., 231, 133-136, 1993.
  109. Auzanneau, F.-I. and Bundle, D. R.  Application of thioglycoside chemistry to the synthesis of trisaccharides and deoxy-trisaccharides related to the Shigella flexneri Y polysaccharide.  Can. J. Chem., 71, 534-548, 1993.
  110. Baumann, H., Altman, E. and Bundle, D. R.  Controlled acid hydrolysis of an O-antigen fragment yields univalent heptasaccharide haptens containing one 3,6-dideoxyhexose epitope. Carbohydr. Res., 247, 347-354, 1993.
  111. Auzanneau, F.-I. and Bundle, D.R.  Synthesis of chlorodeoxy trisaccharides related to the Shigella flexneri Y polysaccharide. Carbohydr. Res., 247, 195-209, 1993.
  112. Rose, D.R., Przybylska, M., To, R.J., Kayden, C.S., Oomen, R. P., Vorberg, E., Young, N.M. and Bundle, D.R.  Crystal structure to 2.45Å resolution of a monoclonal Fab specific for the Brucella A cell wall polysaccharide antigen.  Protein Science, 2, 1106-1113, 1993.
  113. Uhrin, D., Brisson, J.-R. and Bundle, D.R.  Pseudo-3D NMR spectroscopy: Application to oligo- and polysaccharides.  J. Biomolecular NMR, 3, 367-373, 1993.
  114. Bundle, D.R., Eichler, E., Gidney, M.A.J., Meldal, M., Ragauskas, A., Sigurskjold, B.W., Sinnott, B., Watson, D.C., Yaguchi, M. and Young, N.M.  Molecular Recognition of a Salmonella Trisaccharide Epitope by Monoclonal Antibody SE155-4.  Biochemistry, 33, 5172-5182, 1994.
  115. Bundle, D.R., Baumann, H., Brisson, J.-R., Gagne, S.M., Zdanov, A. and Cygler, M.  The Solution Structure of a Trisaccharide-Antibody Complex:  Comparison of NMR Measurements with a Crystal Structure. Biochemistry, 33, 5183-5192, 1994.
  116. Deng, S.-J., MacKenzie, C.R., Sadowska, J., Michniewicz, J., Young, N.M., Bundle, D.R. and Narang, S.A.  Selection of antibody single-chain Fvs with improved carbohydrate-binding by phage display. J. Biol. Chem., 269, 9533-9538, 1994.
  117. MacKenzie, C.R., Sharma, V., Brummell, D.A., Bilous, D., Dubuc, G., Sadowska, J., Young, N.M., Bundle, D.R. and Narang, S.A.  Effect of Cl-Ck domain switching on Fab activity and yield in Escherichia coli: synthesis and expression of genes encoding two anti-carbohydrate Fabs. Bio/technology, 12, 390-395, 1994.
  118. Zdanov, A., Li, Y., Bundle, D.R., Deng, S.-J., MacKenzie, C.R., Narang S.A., Young, N.M. and Cygler, M.  Structure of a single-chain Fv fragment complexed with a carbohydrate antigen at 1.7Å resolution. Proc. Natl. Acad. Sci (USA), 91, 6423-6427, 1994.
  119. Evans, S.V., Rose, D.R., To, R., Young, N.M. and Bundle, D.R.  Exploring the mimicry of polysaccharide antigens by anti-idiotypic antibodies: The crystallization, molecular replacement and refinement to 2.8Å resolution of an idiotope-anti-idiotope-Fab complex and of the unliganded-anti-idiotype Fab. J. Mol. Biol., 241, 691-705, 1994.

  120. Bundle, D.R. and Eichler, E.  Modulation of antibody affinity by synthetic modifications of the most exposed pyranose residue of a trisaccharide epitope. Bioorgan. Med. Chem., 2, 1221-1229, 1994.
  121. Lowary, T.L. and Bundle, D.R.  Nucleophile Induced Rearrangements of Thioglycosides: Formation of 6-Thio Glycosides and 1,6 Thioanhydrosugars Tetrahedron: Asymmetry, 5, 2397-2404, 1994.
  122. Marsden, B.J., Bundle, D.R. and Perry, M.B.  Serological and structural relationships between Escherichia coli O:98 and Yersinia enterocolitica O:11,23 and O:11,24 lipopolysaccharide O-antigens. Biochem. Cell Biol., 72, 163-168, 1994.
  123. Stangier, P., Palcic, M.M. and Bundle, D.R.  2-(Dimethyloctylsilyl)ethyl lactoside: a versatile intermediate for chemical and enzymic ganglioside synthesis. Carbohydr. Res., 267, 153-159, 1995.
  124. Evans, S.V., Sigurskjold, B.W., Jennings, H.J., Brisson, J.-R., To, R., Altman, E., Frosch, M., Weisgerber, C., Kratzin, H., Klebert, S., Vaesen, M., Bitter-Suermann, D., Rose, D.R., Young, N.M. and Bundle, D.R.  The 2.8Å resolution structure, and thermodynamics of ligand binding, of an Fab specific for a(2®8)-polysialic acid. Biochemistry, 34, 6737-6744, 1995.
  125. Deng, S.-J., MacKenzie, C.R., Hirama, T., Brousseau, R., Lowary, T., Young, N.M., Bundle, D.R. and  Narang S.A.  Basis for selection of improved carbohydrate-binding single-chain antibodies from synthetic gene libraries.  Proc. Natl. Acad. Sci (USA), 92, 4992-4996, 1995.
  126. Otter, A., Hindsgaul, O. and Bundle, D. R. Gradient-enhanced homonuclear 2D NMR techniques applied to oligosaccharides containing manno-hexoses provide improved correlations for protons coupled by small 3J. Carbohydr. Res., 275, 381-389, 1995.
  127. Otter A. and Bundle, D.R., Long Range 4J and 5J Including Inter-Glycosidic Correlations in Gradient-Enhanced Homonuclear COSY Experiments of Oligosaccharides. J. Mag. Reson. Ser. B, 109, 194-201, 1995.
  128. Lowary, T., Eichler, E. and Bundle, D.R. Synthesis of a pentasaccharide epitope for the investigation of carbohydrate-protein interactions. J. Org. Chem., 60, 7316-7327, 1995.
  129. MacKenzie, C.R., Clark, I.D., Evans, S.V., Hill, I.E., MacManus, J.P., Dubuc, G., Bundle, D.R., Narang S.A., Young, N.M. and Szabo, A.G. Bifunctional fusion proteins consisting of a single-chain antibody and an engineered lanthanide-binding protein. Immunotechnology, 1, 139-150, 1995.
  130. Seto, N.O.L., Palcic, M.M., Hindsgaul, O., Bundle, D.R. and Narang, S.A.  Expression of a recombinant human glycosyltransferase from a synthetic gene and its utilization for synthesis of the human blood group B trisaccharide. Eur. J. Biochem., 234, 323-328, 1995.
  131.      MacKenzie, C.R., Hirama, T., Deng, S.-J., Bundle, D.R., Narang S.A. and Young, N.M.  Analysis by surface plasmon resonance of the influence of valence on the ligand binding affinity and kinetics of an anti-carbohydrate antibody. J. Biol. Chem., 271, 1527-1533, 1996.
  132. Zhang, J., Otter A. and Bundle D.R.  Synthesis and Conformational Studies of the Tyvelose Capped, Lewis-x Like Tetrasaccharide Epitope of Trichinella spiralis. Bioorgan. Med. Chem., 4, 1989-2001, 1996.
  133. Probert, M.A., Zhang, J. and Bundle D.R.  Synthesis of a-and b-linked Tyvelose Epitopes of the Trichinella spiralis glycan; 2-Acetamido-2-deoxy-3-O-(3,6-dideoxy-D-arabino-hexopyranosyl)-b-D-galactopyranosides. Carbohydr. Res., 296, 149-170, 1996.
  134. Ellis, L.A., McVay, C.S., Probert, M.A., Zhang, J., Bundle, D.R. and Appleton J.A. Terminal b-linked tyvelose creates unique epitopes in Trichinella spiralis glycan antigens. Glycobiology, 7, 383-390, 1997
  135. Seto, N.O.L., Palcic, M.M., Compston, C.A., Li, H., Bundle, D.R. and Narang, S.A. Sequential interchange of four amino acids from blood group B to blood group A glycosyltransferase boosts catalytic activity and progressively modifies substrate recognition in human recombinant enzymes. J. Biol. Chem.,272, 14133-14138, 1997.
  136. Stangier, K., Palcic, M.M., Bundle, D.R., Hindsgaul, O. and Thiem, J. Fucosyltransferase-catalyzed formation of L-galactosylated Lewis structures. Carbohydr. Res., 305, 511-515, 1998.
  137. Kitov, P.I., Railton, C. and Bundle, D.R.  The synthesis of 16-mercaptohexadecanyl glycosides for biosensor applications. Carbohydr. Res., 307, 361-369, 1998.
  138. Bundle, D.R., Alibes, R., Nilar, S., Otter, A., Warwas, M. and Zhang, P. Thermodynamic and conformational implications of glycosidic rotamers pre-organized for binding. J. Am. Chem. Soc., 120, 5317-5318, 1998.
  139. Alibes, R. and Bundle, D.R. Synthesis of tethered trisaccharides to probe inter-saccharide flexibility in carbohydrate-protein interactions. J. Org. Chem., 63, 6288-6301, 1998.
  140. Otter, A., Lemieux, R.U., Ball, R.G., Venot, A.P., Hindsgaul, O. and Bundle, D.R. Crystal State and Solution Conformation of the Blood Group B Trisaccharide a-L-Fucp-(1®2)-[ a -D-Galp]-(1 ® 3)]-b-D-Galp-OCH3  Eur. J. Biochem., 259, 295-303, 1999.
  141. Schriemer, D.C., Bundle, D.R., Li, L. and Hindsgaul, O.  Micro-scale frontal affinity chromatography: a new method for screening of compound libraries. Angew. Chem. Int. Ed. 37, 3383-3387, 1999.
  142. Milton, M.J. and Bundle D.R.  Observation of the anti- conformation of a glycosidic linkage in an antibody bound oligosaccharide. J. Am. Chem. Soc., 120, 10547-10548, 1998.
  143. Seto, N.O.L., Compston, C.A., Evans, S. V., Bundle, D.R., Narang, S.A. and Palcic, M.M.  Donor Substrate Specificity of Recombinant Human Blood Group A, B and Hybrid A/B Glycosyltransferases Expressed In Escherichia coli. Eur. J. Biochem. 259, 770-775, 1999.
  144. Young, N.M., Gidney, M.A.J., Gudmundsson, B.M.E., MacKenzie, C.R., To, R., Watson, D.C. and Bundle, D.R.  Molecular basis for the lack of mimicry of Brucella polysaccharide antigens by Ab2g antibodies.  Mol. Immunol., 36, 339-347, 1999.
  145. Wacowich-Sgarbi, S.A. and Bundle, D.R.  Constrained H-Type 2 Blood Group Trisaccharide Synthesized in a Bioactive Conformation via Intramolecular Glycosylation,
    J. Org. Chem., 64, 9080-9089, 1999.
  146. Yu, H.N., Zhang, P., Ling, C.-C. and Bundle, D.R.  A practical route to 3,6-dideoxyhexoses. Tetrahedron Asymmetry, 11, 465-479, 2000.
  147. Kitov, P.I., Sadowska, J.M., Mulvey, G., Armstrong, G.D., Ling, H., Pannu, N.S., Read, R.J. and Bundle, D.R.  Shiga-like toxins neutralized by tailored multivalent carbohydrate ligands. Nature, 403, 669-672, 2000.
  148. Alexander, J., del Guercio, M-F., Maewal, A., Qiao, L., Filkes, J. Chesnut, R.W., Paulson, J.C., Bundle, D,R., DeFrees, S. and Sette, A.  Linear PADRE T Helper Epitope and Carbohydrate B Cell Epitope Conjugates Induce Specific High Titer IgG Antibody Responses.  J. Immunol. 164, 1625-1633, 2000.
  149. Nitz, M. and Bundle, D.R. Efficient synthesis of 3,6-dideoxy-b-D-arabinohexopyranosyl terminated LacdiNac glycan chains of the Trichinella spiralis parasite. J. Org. Chem.,65, 3064-3073, 2000.
  150. Nitz, M., Purse B.W. and Bundle, D.R. Synthesis of a b1,2-mannopyranosyl tetrasaccharide found in the phosphomannan antigen of Candida albicans. Org. Let.,2, 2939-2942, 2000.
  151. Zhang, P. and Bundle, D.R. Synthesis of three tethered trisaccharides to probe entropy contributions in carbohydrate-protein interactions. Israel J. Chem., 40, 189-207, 2000.
  152. Yu, H.N., Ling, C.-C. and Bundle, D.R. Efficient stereoselective synthesis of 1-thio-b-mannopyranosides. JCS Perkin 1, 832-837, 2001.
  153. Kitov, P.I. and Bundle, D.R. Synthesis and structure-activity relationships of di- and trisaccharide inhibitors for Shiga-like toxin Type 1. JCS Perkin 1, 838-853, 2001.
  154. Kitova, E.N., Kitov, P.I., Bundle D.R. and Klassen, J.S. The observation of multivalent complexes of Shiga-like toxin with globotrioside and the determination of their stoichiometry by nanoelectrospray Fourier-transform ion cyclotron resonance mass spectrometry. Glycobiology, 11, 605-611, 2001.
  155. Wacowich-Sgarbi, S.A., Ling, C.C., Otter, A. and Bundle, D.R. A tethered disaccharide trapped as its anti conformer calibrates the Karplus relationship for 3JC,H coupling constants. J. Am. Chem. Soc., 123, 4362-4363, 2001.
  156. Kitov, P.I. and Bundle, D.R. Mild oxidative one-pot allyl group cleavage. Org. Let.,3, 2835-2838, 2001.
  157. G. Mulvey, P.I. Kitov, P. Marcato, D.R. Bundle and G.D. Armstrong. Glycan mimicry as a basis for novel anti-infective drugs.  Biochimie, 83, 841-847, 2001.
  158. Nitz, M. and Bundle, D.R. Synthesis of di- to hexasaccharide 1,2-linked b-mannopyranan oligomers, a terminal S-linked tetrasaccharide congenerand the corresponding BSA glycoconjugates. J. Org. Chem., 66, 8411- 8423, 2001.
  159. Appleton, J.A., Dell, A., Nitz, M. and Bundle, D.R. Novel N-glycans of the parasitic nematode Trichinella spiralis. Trends in Glycoscience and Glycotechnology, 13, 481-492 (2001).
  160. Nitz, M., Ling, C. C., Otter, A., Cutler, J. E. and Bundle, D. R. The unique solution structure and immunochemistry of the Candida albicans b-1,2-mannopyranan cell wall antigen. J. Biol. Chem. 277, 3440-3446, 2002.
  161. Soltyk, A. M., MacKenzie, C. R., Wolski, V. M., Hirama, T., Kitov, P. I., Bundle, D. R. and Brunton, J. L. A mutational analysis of the globotriaosylceramide binding sites of verotoxin VT1. J. Biol Chem., 277, 5351-5359, 2002.
  162. Kitova, E.N., Bundle, D.R. and Klassen, J.S. Thermal Dissociation of Protein-Oligosaccharide Complexes in the Gas Phase: Mapping the Intrinsic Intermolecular Interactions. J. Am. Chem. Soc., 124, 5902-5913, 2002.
  163. Zhang, P., Appleton, J.A., Ling, C.C. and Bundle, D.R. Synthesis of disaccharide congeners of the Trichinella spiralis glycan and binding site mapping of two protective antibodies. Canad. J. Chem. 80, 1141-1161, 2002.
  164. Lowary, T.L., Eichler, E. and Bundle, D.R.. Oligosaccharide recognition by antibodies: synthesis and evaluation of talose oligosaccharide analogues. Canad. J. Chem. 80, 1112-1130, 2002.
  165. Yu, H.N., Ling, C.-C. and Bundle, D.R. Probing Carbohydrate-Antibody Interactions: Synthesis of Three Salmonella Epitopes for SPR Studies. Canad. J. Chem. 80, 1131-1140 2002.
  166. Uhrín, D., Prasad, A.V.K., Brisson, J.R. and Bundle, D.R. Carbohydrate-Antibody Interactions by NMR. Antibody interactions by NMR. Canad. J. Chem. 80, 904-907, 2002.
  167. Vyas, N.K., Vyas, M.N., Chervenak, M.C., Johnson, M.A., Pinto, B.M., Bundle, D.R. and Quiocho, F.A. Molecular Recognition of Oligosaccharide Epitopes by a Monoclonal Fab Specific for Shigella flexneri Y Lipopolysaccharide: X-ray Structures and Thermodynamics. Biochemistry 41, 13575-13586, 2002.
  168. Kitova, E.N., Bundle, D.R. and Klassen, J.S.  Evidence for the Preservation of Specific Intermolecular Interactions in Gaseous Protein-Oligosaccharide Complexes.  J. Am. Chem. Soc., 124, 9340-9341, 2002.
  169. Kitova, E.N., Wang, W., Bundle, D.R. and Klassen, J.S.  Retention of Bioactive Ligand Conformation in a Gaseous Protein-Trisaccharide Complex. J. Am. Chem. Soc., 124, 13980-13981, 2002.
  170. Mulvey, G.L., Marcato, P., Kitov, P.I., Sadowska, J., Bundle, D.R. and Armstrong, G.D. Assessment in Mice of the Therapeutic Potential of tailored, Multivalent Shiga Toxin Carbohydrate Ligands. J. Infect. Dis., 187, 640-649, 2003.
  171. Kitov, P.I., Shimizu, H., Homans, S.W. and Bundle, D.R. Optimization of Tether Length in non-Glycosidically Linked Bivalent Ligands that Target Sites 2 and 1 of Shiga-like Toxin. J. Am. Chem. Soc., 125, 3284-3294, 2003.
  172. Kamath, V., Sadowska, J., Nilar, S., Bundle, D.R., Hindsgaul, O. Synthetic analogs of the Lewisb-tetrasaccharide and their binding to the lectin GS-IV – Part 1. Synlett, 1327-1330, 2003.
  173. Yung, A.,Turnbull, B., Kalverda, A., Thompson, G., Homans, S., Kitov, P.I. and Bundle, D.R. Large scale millisecond inter-subunit dynamics in the B subunit homopentamer of the toxin derived from E. coli O157. J. Am. Chem. Soc., 125, 13058-13062, 2003.
  174. Kitov, P.I. and Bundle, D.R. On the Nature of the Multivalency Effect: A Statistical Thermodynamic Model J. Am. Chem. Soc., 125, 16271-16284, 2003.
  175. Vyas, N.K., Vyas, M.N., Chervenak, M.C., Bundle, D.R., Pinto, B.M. and Quiocho, F.A. Structural basis of peptide-carbohydrate mimicry in an antibody-combining site. Proc. Natl. Acad. Sci (USA), 100, 15023-15028, 2003.
  176. Rich, J.R., Szpacenko, A., Palcic, M.M. and Bundle, D.R. Glycosyltransferase catalyzed synthesis of thiooligosaccharides.  Angew. Chem. Int. Ed., 43, 613-615, 2004.
  177. Willison, H.J., Townson, K., Veitch, J., Boffey, J., Isaacs, N. Andersen, S., Zhang, P., Ling, C.-C. and Bundle, D.R. Synthetic disialylgalactose immunoadsorbents deplete anti-GQ1b antibodies from neuropathy sera. Brain,127, 680-691, 2004.
  178. Andersen, S., Ling, C.-C., Zhang, P., Townson, K., Willison, H.J. and Bundle, D.R. Synthesis of ganglioside epitopes for oligosaccharide specific immunoadsorption therapy of Guillian Barré syndrome. Org. Biomol. Chem., 2, 1199 – 1212, 2004. 
  179. Kitova, E., Bundle, D.R. and Klassen, J.S. Partitioning of solvent effects and intrinsic interactions in biological recognition. Angew. Chem. Int. Ed., 43, 4183-4186, 2004.
  180. Rich, J. and Bundle, D.R. S-Linked ganglioside analogues for use in conjugate vaccines. Org. Lett., 6(6), 897-900, 2004.
  181. Wu, X., Ling, C.-C. and Bundle, D.R. A New Homobifunctional p-Nitro Phenyl Ester Coupling Reagent for the Preparation of Neoglycoproteins. Org. Lett., 6(24), 4407-4410, 2004.
  182. Gagne, R.A., McGavin, R.S., Chervenak, M.C. and Bundle, D.R. The design, synthesis and evaluation of high affinity macrocyclic carbohydrate inhibitors. Org. Biomol. Chem., 3, 2723-2732, 2005.
  183. McGavin, R.S. and Bundle, D.R. Developing high affinity oligosaccharide inhibitors: conformational pre-organization paired with functional group modification. Org. Biomol. Chem., 3, 2733-2740, 2005.
  184. Ho, J.G.S., Kitov, P.I., Paszkiewicz, E., Sadowska, J., Bundle, D.R. and. Ng, K.K.-S. Ligand-assisted aggregation of proteins: dimerization of serum amyloid P component by bivalent ligands. J. Biol. Chem., 280, 31999-32008, 2005.
  185. Wu, X. and Bundle, D.R. Synthesis of glycoconjugate vaccines for Candida albicans using novel linker methodology. J. Org. Chem., 70, 7381-7388, 2005.
  186. Cai, Y., Ling, C.-C. and Bundle, D. R. A facile approach to 2-acetamido-deoxy-b-D-glucopyranosides via the furanosyl oxazoline. Org. Lett., 7, 4021-4024, 2005.
  187. Solomon, D., Kitov, P. I., Paszkiewicz, E., Grant, G. A., Sadowska, J. M.. and Bundle, D. R.  Hetero-bifunctional multivalent inhibitor-adaptors mediate specific aggregation between shiga toxin and a pentraxin. Org. Lett., 7, 4369-4372, 2005.
  188. Kanda, V. Kitov, P.I., Bundle, D.R. and McDermott, M.T. Surface plasmon resonance imaging measurements of the inhibition of Shiga-like toxin by synthetic multivalent inhibitors. Anal. Chem. 77, 7497-7504, 2005.
  189. Bundle, D.R. Rich, J.R., Jacques, S., Yu, H.N., Nitz, M. and Ling, C.-C. Thio-oligosaccharide conjugate vaccines evoke antibodies specific for native antigens. Angew. Chem. Int. Ed., 44, 7725-7729, 2005.
  190. Rich, J.R., Wakarchuk, W.W. and Bundle, D.R. Chemical and chemoenzymatic synthesis of S-linked ganglioside analogues and their protein conjugates.  Immunogens with improved in vivo availability? Chem. Eur.  J., 12, 845-858, 2006.
  191. Jacques, S., Rich, J.R., Ling, C.-C. and Bundle, D.R. Chemoenzymatic synthesis of GM3 and GM2 gangliosides containing a truncated ceramide functionalized for glycoconjugate synthesis and solid phase applications. Org. Biomol. Chem., 4, 142-154, 2006.
  192. Cai, Y., Ling, C.-C. and Bundle, D.R. A general, efficient and stereospecific route to sphingosine, sphinganines, phytosphingosines and their analogs. Org. Biomol. Chem.4, 1140-1146, 2006.
  193. Bundle, D.R. Nitz, M., Wu, X. and Sadowska, J.M. A uniquely small, protective carbohydrate epitope may yield a conjugate vaccine for Candida albicans. Amer. Chem. Soc., Symp. Ser., 989, 163-183, 2007.
  194. Townson, K., Boffey, J., Nicholl, D., Veitch, J.,  Bundle, D.R.,  Zhang, P., Samain, E., Antoine, T., Bernardi, A., Arosio, D., Sonnino, S., Isaacs, N. and Willison, H.J. Solid phase immunoadsorption for therapeutic and analytical studies on neuropathy-associated anti-GM1 antibodies. Glycobiology, 17, 294–303, 2007.
  195. Kitova, E.N., Kitov, P.I., Paszkiewicz, E., Kim, J., Mulvey, G.L., Armstrong, G.D., Bundle, D.R. and Klassen, J.S. Affinities of Shiga Toxins 1 and 2 for Univalent and Oligovalent Pk Trisaccharide Analogs Measured by Electrospray Ionization Mass Spectrometry. Glycobiology, 17, 1156-1166, 2007.
  196. Wu, X., Lipinski, T., Carrell, F., Bailey, J. J.,  and Bundle, D. R. Synthesis and Immunochemical Studies on a Candida albicans Clustered Glycoconjugate Vaccine. Org. Biomol. Chem.,  5, 3477 – 3485, 2007.
  197. Moore, S. L., Uitz, C., Ling, C.-C., Bundle, D. R., Fusco P. C. and Michon, F. Epitope Specificities of the Groups Y and W-135 Polysaccharides of Neisseria meningitides. Clinical and Vaccine Immunology, 14, 1311-1317, 2007.
  198. Kitov, P. I., Lipinski, T., Paszkiewicz, E., Solomon, D., Sadowska, J. M., Grant, G. G. A., Mulvey, G. L., Kitova, E. N., Klassen, J. S., Armstrong, G. D. and Bundle, D. R. An Entropically Efficient Supramolecular Inhibition Strategy for Shiga Toxins. Angew. Chemie Intl. Ed., 47, 672-676, 2008.
  199. O’Reilly,  M. K., Collins, B. E., Han, S., Liao, L., Rillahan, C.  Kitov, P. I., Bundle, D. R. and Paulson, J. C. Bi-functional CD22 ligands use multimeric immunoglobulins as protein scaffolds in assembly of immune complexes on B cells. J. Am. Chem. Soc., 130, 7736-7745, 2008.
  200. Dziadek,S., Jacques, S. and Bundle, D. R.  A novel linker methodology for the synthesis of tailored conjugate vaccines composed of complex carbohydrate antigens and specific TH-cell peptide epitopes. Chem. Eur. J., 14, 5908-5917, 2008.
  201. Wu, X., Lipinski, T., Paszkiewicz, E. and Bundle, D. R. Synthesis and immunochemical characterization of S-linked glycoconjugate vaccines against Candida albicans
    Chem. Eur. J., 14, 6474-6482, 2008.
  202. Xin , H., Dziadek, S., Bundle, D. R.  and Cutler, J. Synthetic glycopeptide vaccines combining β-mannan and peptide epitopes induce protection against candidiasis. Proc. Natl. Acad. Sci (USA), 105, 13526-13531, 2008.
  203. Kitov, P. I.,  Mulvey, G. L., Griener, T., Lipinski, T., Solomon, D., Paszkiewicz, E., Jacobson, J. , Sadowska, J. M., Suzuki, M., Yamamura, K., Armstrong, G. D. and Bundle, D. R. In vivo supramolecular templating enhances the activity of multivalent ligands: A potential therapeutic against the E. coli O157 AB5 toxins. Proc. Natl. Acad. Sci (USA), 105, 16837-16842, 2008.
  204. Grant, C.F., Kanda, V., Yu, H., Bundle, D.R. and McDermott, M.T. Optimization of Immobilized Bacterial Disaccharides for Surface Plasmon Resonance Imaging Measurements of Antibody Binding. Langmuir, 24,14125–14132, 2008.
  205. Cai, Y., Ling, C.-C. and Bundle, D.R. Concise and efficient synthesis of 2-acetamido-2-deoxy-β-D-hexopyranosides of diverse aminosugars from 2-acetamido-2-deoxy-β-D-glucose. J. Org. Chem., 74, 580–589, 2009.
  206. Nycholat, C.M.,  and Bundle, D.R. Synthesis of mono-deoxy and mono-O-methyl congeners of methyl β-D-mannopyranosyl-(1®2)-β-D-mannopyranoside for epitope mapping of anti-Candida albicans antibodies. Carbohydr. Res., 344, 555-569, 2009.
  207. Cai, Y., Ling, C.-C. and Bundle, D.R. Efficient Synthesis of D-xylo and D-ribo-Phytosphingosines from methyl 2-amino-2-deoxy-β-D-hexopyranosides. Carbohydr. Res., 344, 2120-2126, 2009.
  208. Hu, J., Huang, X., Ling, C.-C., Bundle, D.R. and Cheung, N.K. Reducing Epitope Spread during Affinity Maturation of an Anti-Ganglioside GD2 Antibody. J. Immunol., 183, 5748 – 5755, 2009.
  209. Wu, X., Cui, L., Lipinski, T. and Bundle, D.R. Synthesis of monomeric and
    dimeric repeating units of the zwitterionic type 1 capsular polysaccharide
    from Streptococcus pneumoniae. Chem. Eur. J., 16, 3476-3488, 2010.
  210. Iynkkaran, I. and Bundle, D. R., A novel glycosyl donor for synthesis of 2-acetamido-4-amino-2,4,6-trideoxy-α-D-galactopranosides. Carbohydr. Res., 345, 2323-2327, 2010.
  211. Huang, J., Motto D. G., Bundle, D. R. and Sadler, J. E. Shiga toxin B subunits induce VWF secretion by human endothelial cells and thrombotic microangiopathy in ADAMTS13-deficient mice. Blood, 116, 3653-3659, 2010.
  212. Lipinski, T., Kitov, P., Szpacenko, A., Paszkiewicz, E. and Bundle, D. R. Synthesis and Immunogenicity of a Glycopolymer Conjugate. Bioconjug. Chem., 22, 274-281, 2011.
  213. Tran, H.-A., Kitov,P. I., Paszkiewicz, E., Sadowska, J. M. and Bundle, D. R. Multifunctional multivalency: a focused library of polymeric cholera toxin antagonists. Org. Biomol. Chem., 9, 3658-3671, 2011.
  214. Guiard, J., Langpap, B., Kitov, P., Peters, P. and Bundle, D. R. “Double-Click” Protocol for Synthesis of Heterobifunctional Multivalent Ligands: Toward a Focused Library of Specific Norovirus Inhibitors. Chem. Eur. J., 17, 7438-7441, 2011.
  215. Rademacher, C., Guiard, J., Kitov, P., Langpap, B., Dalton, K. P., Parra, F., Bundle, D. R. and Peters, P. Targeting Norovirus Infection – Multivalent Entry Inhibitor based on NMR Data. Chem. Eur. J., 17, 7442-7453, 2011.
  216. Cui, L., Kitov, P. I., Completo, G. C., Paulson, J. C. and Bundle. D. R. Supramolecular Complexing of Membane Siglec CD22 Mediated by a Polyvalent Heterobifunctional Ligand that Templates on IgM. Bioconjug. Chem., 22, 546-550, 2011.
  217. Lipinski, T., Luu, T., Kitov, P. I., Szpacenko, A. and Bundle, D. R. A structurally diversified linker enhances the immune response to a small carbohydrate hapten. Glycoconj. J., 28, 149-164, 2011.
  218. Sandbhor, M. S., Soya, N, Albohy, A., Zheng, R. B., Cartmell, J.,  Bundle, D. R., Klassen,  J. S. and Cairo, C. W. Substrate recognition of the membrane-associated sialidase NEU3 requires a hydrophobic aglycone. Biochemistry, 50, 6753-5762, 2011.
  219. Kitov, P. I., Paszkiewicz, E., Sadowska, J .M., Deng, Z., Ahmed, M., Narain, R., Griener, T., Mulvey, G. L., Armstrong, G. D., Bundle, D. R. Impact of the nature and size of the polymeric backbone on the ability of heterobifunctional ligands to mediate Shiga toxin and serum amyloid P component ternary complex formation. Toxins, 3, 1065-1088, 2011.
  220. Zhang,P., Razi, N., Eugenio, L., Fentabil, M., Kitova, E.N., Klassen, J. S., Bundle, D.R., Ng, K.K.-S. and Ling, C.-C. Unexpected structure of a Clostridium difficile toxin A ligand necessitates an annotation correction in a popular screening library. Chem. Comm. 47, 12397-12399, 2011.
  221. Costello, C. and Bundle, D. R. Synthesis of three trisaccharide congeners to investigate frame shifting of β1,2-mannan homo-oligomers in an antibody binding site. Carbohydr. Res., 357, 7-15, 2012.
  222. Xin, H., Cartmell, J., Bailey, J. J., Dziadek, S., Bundle, D. R. and Cutler, J. E. Self -adjuvanting Glycopeptide Conjugate Vaccine against Disseminated Candidiasis. PLoS One 7, e35106, 2012.
  223. Johnson, M. A., Cartmell, J., Weisser, N. E., Woods, R. J., and Bundle, D. R.  Molecular recognition of Candida albicans (1→2)-β-mannan oligosaccharides by a protective monoclonal antibody reveals the immunodominance of internal saccharide residue. J. Biol. Chem. 287, 18078-18090, 2012.
  224. Lipinski, T., Wu, X., Sadowska, J., Kreiter, E., Yasui, Y., Cheriaparambil, S., Rennie, R. and Bundle, D. R. A trisaccharide conjugate vaccine induces high titer β-mannan specific antibodies that aid clearance of Candida albicans in immunocompromised rabbits. Vaccine, 30, 6263-6269, 2012.
  225. Bundle, D. R., Nycholat, C., Costello, C., Rennie, R. and Lipinski, T.   Design of a Candida albicans disaccharide conjugate vaccine by reverse engineering a protective monoclonal antibody. ACS Chem. Biol. 7, 1754–1763, 2012. 
  226. Dang, A.-T., Johnson, M. A. and Bundle, D. R. Synthesis of a Candida albicans tetrasaccharide spanning the β1,2-mannan phosphodiester α-mannan junction. Org. Biomol. Chem., 10, 8348 – 8360, 2012.
  227. Johnson, M. A. and Bundle, D. R. Designing a new antifungal glycoconjugate vaccine. Chem. Soc. Rev., 42, 4327 – 4344, 2013.
  228. Lipinski, T., Fitieh, A., St. Pierre, J., Ostergaard, H. L., Bundle, D. R. and Touret, N. Enhanced Immunogenicity of a tricomponent mannan tetanus toxoid conjugate vaccine targeted to DCs via Dectin-1 by incorporating β-glucan. J. Immunol190, 4116-4128, 2013.
  229. Iynkkaran, I. and Bundle, D. R. Synthesis of a trisaccharide repeat of the zwitterionic Sp1 capsular polysaccharide utilizing 2-azido-4-benzylamino-4N,3-O-carbonyl-2,4,6-trideoxy-D-galactopyranosyl trichloroacetimidate. Carbohydr. Res., doi:http://dx.doi.org/10.1016/j.carres.2013.05.005. Published online 21 May 2013.
  230. Jacobson, J. M., Kitov, P. I. and Bundle, D. R. The Synthesis of a Multivalent Heterobifunctional Ligand for Specific Interaction with Shiga toxin 2 produced by E. coli O157:H7. Carbohydr. Res.,  doi: http://dx.doi.org/10.1016/j.carres.2013.05.010. Published online 28 May 2013.
  231. Guiard, J., Paszkiewicz, E., Sadowska, J .M. and Bundle, D. R. Design and Synthesis of a Universal Antigen to Detect Brucellosis. Angew. Chem. Int. Ed., http://dx.doi.org/10.1002/anie.201302303.Published online 7th June 2013.
  232. Kitov PI, Kotsuchibashi Y, Paszkiewicz E, Wilhelm D, Narain R, Bundle DR. Poly(N-vinyl-2-pyrrolidone-co-vinyl alcohol), a Versatile Amphiphilic Polymeric Scaffold for Multivalent Probes. Org Lett, Oct 7, 2013.
  233. Jacobson JM, Kitov PI, Bundle DR. The synthesis of a multivalent heterobifunctional ligand for specific interaction with Shiga toxin 2 produced by E. coli O157:H7. Carbohydr Res. 2013 Aug 30;378:4-14. doi: 10.1016/j.carres.2013.05.010. Epub 2013 May 28.

     

 

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David R. Bundle

 

 

Bundle Research Group Department of Chemistry University of Alberta