David R. Bundle
Refereed Publications
205 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., in press, accepted 17th April 2008.
204 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., in press, 2008, 10.1002/chem.200800352.
203 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., in press, 2008, 10.1002/chem.200800065.
202 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.
201 Townson, K., Greenshields, K. N., Veitch,
J., Nicholl, D., Eckhardt, M., Galanina, O., Bovin, N., Samain, E.,
Antoine, T., Bundle, D. R., Zhang, P., Ling, C.-C., and Willison,
H. J. Sulfatide binding properties of murine and human antiganglioside
antibodies. Glycobiology, 17, 1156 – 1166, 2007.
200 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.
199 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.
198 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
197 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.
196 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.
195 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.
194 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.
193 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.
192 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.
191 Kanda, V. Kitov, P.I., Bundle, D.R. McDeermott,
M.T. Surface Plasmon Resonance Imaging Measurements of the Inhibition
of Shiga-Like
Toxin by Synthetic Multivalent Inhibitors. Anal. Chem. Submitted
10th March, accepted 18th August 2005.
190 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., submitted June 30th 2005 189 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., submitted June 29th 2005
188 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? Chemistry a European
Journal, submitted May 2005 187 Wu, X., and Bundle, D.R. Synthesis of
glycoconjugate vaccines for Candida albicans using novel linker methodology.
J. Org. Chem.,
submitted May 27
186 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.,
accepted subject to revision May 2005 185 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 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 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 Rich, J., and Bundle, D.R. S-Linked Ganglioside
Analogues for Use in Conjugate Vaccines. Org. Lett., 6(6), 897-900,
2004. 181 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. 180 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. 179 Rich, J.R., Szpacenko, A., Palcic, M.M.,
and Bundle, D.R. Glycosyltransferase Catalyzed Synthesis of Thiooligosaccharides
Angew. Chem. Int. Ed.,
43(5): 613-615, 2004 178 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 (25): 15023-15028, 2003. 177 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.
176 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(43): 13058-13062, 2003.
175 Kmath, 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, in press,
2003.
174 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.
173 Mulvey, G.L., Marcato, P., Kitov, P.I., Sadowska, J., Bundle,
D.R., Armstrong, G.D. Assessment in Mice of the Therapeutic Potential
of tailored, Multivalent Shiga Toxin Carbohydrate Ligands. J.
Infectious Diseases, 187: 640-649, 2003
172 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(47): 13980-13981, 2002.
171 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.
170 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
169 D. Uhrín, A.
V. K. Prasad, J.-R. Brisson and D. R. Bundle Carbohydrate-Antibody
Interactions by
NMR. Antibody interactions by NMR. Canad. J.
Chem. 80: 904-907, 2002.
168 H. N. Yu, C.-C. Ling and D. R. Bundle Probing Carbohydrate-Antibody
Interactions: Synthesis of Three Salmonella Epitopes for SPR
Studies. Canad. J. Chem. 80: 1131-1140 2002.
167 T. Lowary, E. Eichler and D. R. Bundle. Oligosaccharide recognition
by antibodies: synthesis and evaluation of talose oligosaccharide
analogues. Canad. J. Chem. 80: 1112-1130, 2002.
166 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.
165 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.
164 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.
163 Nitz, M., Ling, C. C., Otter, A., Cutler, J. E. and Bundle,
D. R. The unique solution structure and immunochemistry of the Candida
albicans β-1,2-mannopyranan cell wall antigen. J. Biol.
Chem. 277, 3440-3446, 2002.
162 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).
161 Nitz, M. and
Bundle, D.R. Synthesis of di- to hexasaccharide 1,2-linked β-mannopyranan
oligomers, a terminal S-linked
tetrasaccharide congener and the corresponding BSA glycoconjugates. J.
Org. Chem., 66, 8411- 8423, 2001.
160 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.
159 Kitov, P.I. and Bundle, D.R. Mild oxidative one-pot allyl group
cleavage. Org. Let., 3, 2835-2838, 2001.
158 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.
157 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.
156 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.
155 Yu, H.N., Ling, C.-C. and Bundle D.R.
Efficient stereoselective synthesis of 1-thio-β-mannopyranosides. JCS
Perkin 1, 832-837, 2001.
154 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.
153 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.
152 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.
151 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.
150 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.
149 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.
148 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.
147 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. Molecular Immunology, 36,
339-347, 1999.
146 Seto, N.O.L., Compston, C.A., Evans, S. V., Bundle, D.R., Narang,
S.A. and Palcic, M.M. Donor Specificity of Recombinant Human
Blood Group A, B and Hybrid A/B Glycosyltransferases Expressed In Escherichia
coli. Eur. J. Biochem. 259, 770-775, 1999.
145 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.
144 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.
143 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 α-L-Fucp-(1→2)-[α -D-Galp]-(1→3)]-β-D-Galp-OCH3 Eur.
J. Biochem., 259:295-303, 1999.
142 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.
141 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.
140 Kitov, P.I., Railton, C. and Bundle, D.R. The synthesis
of 16-mercaptohexadecanyl glycosides for biosensor applications. Carbohydr.
Res., 307:
361-369, 1998.
139 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.
138 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.
137 Ellis, L.A.,
McVay, C.S., Probert, M.A., Zhang, J., Bundle, D.R., and Appleton
J.A. Terminal -linked
tyvelose creates unique epitopes in Trichinella spiralis glycan antigens. Glycobiology, 7:
383-390, 1997)
136 Probert, M.A.,
Zhang, J. and Bundle D.R. Synthesis of α and βlinked
Tyvelose Epitopes of the Trichinella spiralis glycan; 2-Acetamido-2-deoxy-3-O-
(3,6-dideoxy-D-arabino-hexopyranosyl)-β-D-galactopyranosides. Carbohydr.
Res., 296:
149-170, 1996.
135 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.
134 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.
133 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.
132 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.
131 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.
130 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.
129 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.
128 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.
127 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 α (2→8)-polysialic
acid. Biochemistry, 34: 6737-6744, 1995.
126 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.
125 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.
124 Lowary, T.L., and Bundle, D.R. Nucleophile Induced Rearrangements
of Thioglycosides: Formation of 6-Thio Glycosides and 1,6 Thioanhydrosugars Tetrahedron:
Assymetry, 5: 2397-2404, 1994.
123 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.
122 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.
121 Altman, E., and Bundle, D.R. Polysaccharide Affinity
Columns for Purification of Lipopolysaccharide-Specific Murine Monoclonal
Antibodies. Meth. Enzymol., 242: 243-253, 1994.
120 Bundle, D.R., and Sigurskjold, B.W. Determination of
Accurate Thermodynamics of Binding by Titration Microcalorimetry. Meth.
Enzymol., 242:
288-305, 1994.
119 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.
118 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 Cλ-Cκ 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.
117 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.
116 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.
115 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.
114 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.
113 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.
112 Auzanneau, F.-I., and Bundle, D.R. Synthesis of chlorodeoxy
trisaccharides related to the Shigella flexneri Y polysaccharide. Carbohydr.
Res., 247:
195-209, 1993.
111 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.
110 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.
109 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.
108 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.
107 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.
106 Hanna, H.R
and Bundle, D.R. Antibody-oligosaccharide interactions: The synthesis
of 2-deoxy-α-L-rhamnose containing
oligosaccharide haptens related to Shigella flexneri variant
Y antigen. Can. J. Chem., 71: 125-134, 1993.
105 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.
104 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.
103 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.
102 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.
101 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.
100 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.
99 Kihlberg, J., and Bundle, D.R. The synthesis of antibody
binding site probes: A exasaccharide and two pentasaccharides
related to the Brucella A antigen prepared by in situ activation
of thioglycosides with bromine. Carbohydr. Res., 216:
67-78, 1991.
98
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.
97 Auzanneau, F.-I., and Bundle, D.R.
Incidence and avoidance of stereospecific 1,2-thioethyl migration
during the synthesis of
ethyl 1-thio-α-L-rhamnopyranoside 2,3-orthoester. Carbohydr.
Res., 212:
13-24, 1991.
96 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.
95 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.
94 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
93 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.
92 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.
91 Meikle, P.J., and Bundle, D.R. Preparation of polysaccharide
enzyme conjugates for competitive binding assays. Glycoconjugate
J., 7: 207-218, 1990.
90 Vorberg, E., and Bundle, D.R. Carbohydrate-enzyme conjugates
for competitive EIA. J. Immunol. Meth., 132: 81-89,
1990.
89 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.
88 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 1 chain of a monoclonal antibody
specific for Salmonella serotype B O-antigen. Protein
Engineering, 3: 541-546, 1990.
87 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.
86 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.
85 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 abortus. Infect.
Immun. 58: 1391-1395, 1990.
84 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.
83 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.
82 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.
81 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.
80 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.
79 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.
78 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.
77 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 α1,2-linked
4,6-dideoxy-4-formamido-α-D-mannose. Can. J. Chem., 67:
491-496, 1989.
76 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.
75 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.
74 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.
73 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.
72 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 labelled antibody procedure for identification
and enumeration of Escherichia coli 0157 in foods. Applied
and Environmental Microbiology, 54: 2536-2540, 1988.
71 Kramer, J.K.G., Sauer, F.D., and Bundle, D.R. The presence
of tightly bound Na+ or K+ in glycolipids in Methanobacterium
thermoautotrophicum. Biochim. Biophys.
Acta., 961: 285-292, 1988.
70 Bundle, D.R., Cherwonogrodzky, J.W., and Perry, M.B. Characterization
of Brucella polysaccharide B. Infect. Immun., 56:
1101-1106, 1988.
69 Bundle, D.R., Gerken, M., and Peters, T. Synthesis of
antigenic determinants of the Brucella A antigen utilizing
methyl 4-azido-4,6-dideoxy-α-D-mannopyranoside efficiently derived
from D-mannose. Carbohydr. Res., 174:
239-251, 1988.
68 Peters, T., and Bundle, D.R. Synthesis
of 4,6-dideoxy-4-formamido-α-D-
mannose containing tri- tetra- and pentasaccharides, antigenic determinants
of the Brucella A and M antigens. J. Chem. Soc. Chem.
Comm., 1648-1650, 1987.
67 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-α-D-mannopyranoside. Tet.
Lett., 28:5067-5070,
1987.
66 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.
65 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.
64 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.
63 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.
62 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.
61 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.
60 Sugden, E.A., Samagh, B.S., Bundle, D.R., and Duncan, J.R. Lipoarabinomannan
and lipid-free arabinomannan antigens of Mycobacterium paratuberculosis. Infect.
Immun.. 55: 762-770, 1987.
59 Bundle, D.R., Cherwonogrodzky, J.W., Caroff, M., and Perry,
M.B. The lipopolysaccharides of Brucella abortus and B.
melitensis. Ann. Inst. Pasteur/Microbiol., 138: 92-98,
1987.
58 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.
57 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.
56 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 godesberg. Carbohydr.
Res., 156:
107-122, 1986.
55 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.
54 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.
53 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.
52 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.
51 Wessel, H.P., Iversen, T., and Bundle, D.R. Acid-catalysed
benzylation and allylation by alkyl trichloroacetimidates. J.
Chem. Soc., Perkin I, 2247-2250, 1985.
50 Gidney, M.A.J., Bundle, D.R., Godard,
A., and Griffiths, B.W. Development and characterization of monoclonal
antibodies to pregnancy-specific α1-glycoprotein. Can.
J. Biochem., 63 (7): 737-742, 1985.
49 Birnbaum, G.I., and Bundle, D.R.
Conformation of methyl 3,6-dideoxy-α-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.
48 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.
47 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 0:9 O-antigens by monoclonal antibodies. Infect.
Immun., 46: 389-393, 1984.
46 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.
45 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.
44 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.
43 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.
42 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.
41 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 0:9. Eur. J.
Biochem., 139: 195-200, 1984.
40 Wessel, H.P., Iversen, T., and Bundle, D.R. Synthesis
of the trisaccharide moiety of gangliotriosylceramide, Asialo GM2. Carbohydr.
Res., 130: 5-21, 1984.
39 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.
38 Pinto, B.M., and Bundle, D.R. Preparation of glycoconjugates
for use as artificial antigens: A simplified procedure. Carbohydr.
Res., 124: 313-318, 1983.
37 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.
36 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.
35 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.
34 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.
33 Iversen, T., and Bundle, D.R. Synthesis of the colitose
determinant of Escherichia coli 0111 and 3,6-di-O-(α-D-galactopyranosyl)-α-D-glucopyranoside. Can.
J. Chem., 60: 299-303, 1982.
32 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-?,
1982.
31 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.
30 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.
29 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-labelled methyl β-D-lactoside
to peanut agglutinin. Biochemistry, 21:498-503, 1982.
28 Iversen, T., and Bundle. D.R. A
direct and efficient synthesis of β-L-rhamnopyranosides. J. Org. Chem., 46: 5389-?,
1981.
27 Iversen, T., and Bundle, D.R. Benzyl trichloroacetimidate,
a versatile reagent for acid-catalyzed benzylation of hydroxy-groups. Chem.
Comm., 1240-1241, 1981.
26 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.
25 Bundle, D.R., and Josephson, S.
Chlorosulphation of amino sugars: Synthesis of methyl 2-acetamido-4-amino-2,4,6-trideoxy-α-D-glucopyranoside
(bacillosamine) from a D-glucosamine derivative. Can. J.
Chem., 58: 2679-2685, 1980.
24 Iversen, T., and Bundle, D.R. A
new and efficient synthesis of β-L-rhamnopyranosides. Carbohydr. Res., 84:
C13-C15, 1980.
23 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.
22 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.
21 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.
20 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.
19 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.
18 Banoub, J., and Bundle, D.R. Stannic
tetrachloride catalysed glycosylation of 8-ethoxy-carbonyloctanol
by cellobiose, lactose
and maltose octacetates; synthesis of and glycosidic
linkages. Can. J. Chem., 57: 2085-2090,
1979.
17 Bundle, D.R. Antibody to an artificial disaccharide antigen
cross-reactive with Neisseria gonorrhoeae lipopolysaccharide. Can.
J. Biochem., 57: 367-371, 1979.
16 Bundle, D.R. Displacement of sugar
chlorosulphates by bromide, azide and acetate; a facile synthesis
of methyl, 3,6-dideoxy-β-D-ribo-hexopyranoside. J.
Chem. Soc., Perkin I, 2751-2755, 1979.
15 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-?,
1979.
14 Bundle, D.R., and Josephson, S. Artificial carbohydrate
antigen: Synthesis of rhamnose disaccarides common to Shigella flexneri
O-antigen determinants. Can. J. Chem., 57:
662-668, 1979.
13 Birnbaum, G.I., and Bundle, D.R.
Solution conformation and crystal structure of methyl 3,6-dideoxy-β-D-ribo-hexopyranoside,
an immunodominant sugar of O-antigens. Biochim. Biophys. Acta, 582:
515-524, 1979.
12 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.
11 Lemieux, R.U., Boullanger, P.A.,
Bundle, D.R., Baker, D.A., and Venot, A. Binding studies of β-D-galactopyranosyl
antibodies. Intramolecular hydrogen bonding effects. Nouveau.
J. Chimie, 2: 321, 1978
10 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.
9 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.
8 Bundle, D.R., and Lemieux, R.U. Determination of anomeric
configuration by NMR. Methods in Carbohydr. Chem., 7:
79-86, 1976.
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.
6 Bundle, D.R., and Jennings, H.J.
The synthesis of 2-acetamido-2-deoxy-α-D-glucopyranose
4-phosphate. Can. J. Biochem., 52: 723-725,
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.
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.
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.
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.
1 Bundle, D.R., and Shaw, N. Synthesis of 2-acetamido-6-O-(2-acetamido-2-
deoxy-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose. Carbohydr.
Res., 21: 211-, 1972.
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