Search results for: David R. Bundle

Items from 1 to 20 out of 55 results

chapter

Synthesis of oligosaccharides related to bacterial O-antigens

David R. Bundle

Topics in Current Chemistry > Carbohydrate Chemistry > 1-37

The O-polysaccharides of bacterial lipopolysaccharides are in general regular, periodic polymers with diverse structures that contain, in many instances, comparatively rare monosaccharides. The oligosaccharides that constitute the repeating units of these polysaccharide antigens provide a demanding challenge in terms of glycoside synthesis, an objective which is particularly important since these...

article

Synthesis of a 1,3 β-glucan hexasaccharide designed to target vaccines to the dendritic cell receptor, Dectin-1

Hassan R.H. Elsaidi, Eugenia Paszkiewicz, David R. Bundle

Carbohydrate Research > 2015 > 408 > Complete > 96-106

Transformation of 3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-d-glucofuranose into 2,4,6-tri-O-benzoyl-3-O-benzyl glucopyranosyl imidate proceeded efficiently via crystalline benzyl and per-benzoylated derivatives. This imidate glycosylated di-O-isopropylidene-α-d-glucofuranose in high yield and glycosylation of the disaccharide after removal of the 3′-O-benzyl ether afforded the β1,3 linked trisaccharide...

article

Synthesis of antifungal vaccines by conjugation of β-1,2 trimannosides with T-cell peptides and covalent anchoring of neoglycopeptide to tetanus toxoid

Jonathan Cartmell, Eugenia Paszkiewicz, Sebastian Dziadek, Pui-Hang Tam, more

Carbohydrate Research > 2015 > 403 > Complete > 123-134

Selective strategies for the construction of novel three component glycoconjugate vaccines presenting Candida albicans cell wall glycan (β-1,2 mannoside) and polypeptide fragments on a tetanus toxoid carrier are described. The first of two conjugation strategies employed peptides bearing an N-terminal thiopropionyl residue for conjugation to a trisaccharide equipped with an acrylate linker and a C-terminal...

article

Discovery of Inhibitors of Shiga Toxin Type 2 by On‐Plate Generation and Screening of a Focused Compound Library

Somnath Dasgupta, Pavel I. Kitov, Joanna M. Sadowska, David R. Bundle

Angewandte Chemie > 126 > 6 > 1536 - 1541

A new microtiter‐plate‐based method for the rapid generation and evaluation of focused compound libraries was developed and applied to screening ligand analogues for the E. coli Shiga‐like toxin Stx2a. The method is general, it mitigates the masking of intrinsic affinity gains by multivalency and enables the discovery of potential hits when starting from ligands that exhibit extremely low affinity...

article

Discovery of Inhibitors of Shiga Toxin Type 2 by On‐Plate Generation and Screening of a Focused Compound Library

Somnath Dasgupta, Pavel I. Kitov, Joanna M. Sadowska, David R. Bundle

Angewandte Chemie International Edition > 53 > 6 > 1510 - 1515

article

Synthesis of modified Trichinella spiralis disaccharide epitopes and a comparison of their recognition by chemical mapping and saturation transfer difference NMR

Lina Cui, Chang-Chun Ling, Joanna Sadowska, David R. Bundle

Carbohydrate Research > 2014 > 383 > Complete > 1-13

A rat monoclonal antibody 9D4 raised against the cell surface N-glycan of the parasite Trichinella spirallis protects rats against further infection. The terminal disaccharide β-d-Tyvp(1→3)β-d-GalNAcp (2) represents the immunodominant portion of the antigenic determinant. Chemical mapping of the antibody binding site by functional group modification employing monodeoxy and mono-O-methyl congeners...

article

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

Ithayavani Iynkkaran, David R. Bundle

Carbohydrate Research > 2013 > 378 > Complete > 26-34

2-Azido-4-benzylamino-4N,3-O-carbonyl-2,4,6-trideoxy-d-galactopyranosyl trichloroacetimidate 2 conveniently prepared in six steps from 6-deoxy-d-glucal glycosylated a selectively protected α1,3 linked methyl galabioside to afford the trisaccharide skeleton of a repeating unit of the Sp1 zwitterionic capsular polysaccharide. Lithium hydroxide hydrolysis of the 3,4-cyclic carbamate permitted the creation...

article

The synthesis of a multivalent heterobifunctional ligand for specific interaction with Shiga toxin 2 produced by E. coli O157:H7

Jared M. Jacobson, Pavel I. Kitov, David R. Bundle

Carbohydrate Research > 2013 > 378 > Complete > 4-14

Hemolytic uremic syndrome is a potentially fatal complication of food poisoning caused by Escherichia coli O157:H7, especially those strains that produce the Stx2 Shiga toxin. Multivalent inhibitors based on the P ^k trisaccharide are most effective against Stx1 the less dangerous of the two Shiga toxins. Inhibitors containing a terminal 2-acetamido-2-deoxy-α-d-galactopyranosyl residue in place...

article

Rücktitelbild: Design and Synthesis of a Universal Antigen to Detect Brucellosis (Angew. Chem. 28/2013)

Julie Guiard, Eugenia Paszkiewicz, Joanna Sadowska, David R. Bundle

Angewandte Chemie > 125 > 28 > 7464 - 7464

Brucellose ist eine seuchenhafte Erkrankung bei Rindern, die unter anderem Fehlgeburten auslöst. Das Zellwand‐Lipopolysaccharid‐O‐Antigen von Brucella‐Spezies ist ein Homopolymer von 4,6‐Didesoxy‐4‐formamido‐α‐D‐mannose, das 1,2‐ oder 1,3‐verknüpft A‐ bzw. M‐antigene Determinanten erzeugt. In der Zuschrift auf S. 7322 ff. beschreiben D. R. Bundle et al. ein Glycokonjugat mit beiden Antigenmerkmalen...

article

Design and Synthesis of a Universal Antigen to Detect Brucellosis

Julie Guiard, Eugenia Paszkiewicz, Joanna Sadowska, David R. Bundle

Angewandte Chemie > 125 > 28 > 7322 - 7326

Verbesserte Diagnostik: Ein universelles Antigen für den Nachweis von Brucellose wird vorgestellt, das bei jeder Brucella‐Spezies als Krankheitsauslöser funktioniert, die ein glattes Lipopolysaccharid exprimiert. Dieses Nonasaccharid, das Brucella‐A‐ und ‐M‐Epitope umfasst, ist ausschließlich durch chemische Synthese erhältlich.

article

Back Cover: Design and Synthesis of a Universal Antigen to Detect Brucellosis (Angew. Chem. Int. Ed. 28/2013)

Julie Guiard, Eugenia Paszkiewicz, Joanna Sadowska, David R. Bundle

Angewandte Chemie International Edition > 52 > 28 > 7322 - 7322

Brucellose causes contagious abortion in cattle. The cell‐wall lipopolysaccharide O‐antigen of Brucella species is a homopolymer of 4,6‐dideoxy‐4‐formamido‐α‐D‐mannose joined by 1,2 and 1,3 linkages to create A‐ and M‐antigenic determinants, respectively. In their Communication on page 7181 ff., D. R. Bundle and co‐workers describe a glycoconjugate with both antigenic features. This antigen (red)...

article

Design and Synthesis of a Universal Antigen to Detect Brucellosis

Julie Guiard, Eugenia Paszkiewicz, Joanna Sadowska, David R. Bundle

Angewandte Chemie International Edition > 52 > 28 > 7181 - 7185

Upgrading diagnostics: A universal antigen has been prepared for the detection of brucellosis caused by any Brucella species that express a smooth lipopolysaccharide. This nonasaccharide, which encompasses Brucella A‐ and M‐antigenic determinants, is uniquely available only by chemical synthesis.

article

A β-mannan trisaccharide conjugate vaccine aids clearance of Candida albicans in immunocompromised rabbits

Tomasz Lipinski, Xiangyang Wu, Joanna Sadowska, Erin Kreiter, more

Vaccine > 2012 > 30 > 44 > 6263-6269

A β-(1→2)-linked mannose trisaccharide epitope that is the optimal inhibitor of two protective monoclonal antibodies specific for the Candida albicans cell wall phosphomannan was used to create a synthetic conjugate vaccine. Two injections of the trisaccharide-tetanus toxoid conjugate administered with alum induced a robust secondary antibody response in rabbits with trisaccharide specific IgG ELISA...

article

Synthesis of three trisaccharide congeners to investigate frame shifting of β1,2-mannan homo-oligomers in an antibody binding site

Casey Costello, David R. Bundle

Carbohydrate Research > 2012 > 357 > Complete > 7-15

Homopolysaccharides such as the protective β1,2-mannan present in the cell wall of Candida albicans have the capability to bind to antibody in numerous frame shifted modes. A protective monoclonal antibody C3.1 binds this antigen and exhibits a unique binding profile where di and trisaccharides are the most potent inhibitors, while the intrinsic affinities of tetrasaccharide and larger oligomers dramatically...

article

Substrate Recognition of the Membrane-Associated Sialidase NEU3 Requires a Hydrophobic Aglycone

Mahendra S. Sandbhor, Naoto Soya, Amgad Albohy, R. Blake Zheng, more

Biochemistry > 2011 > 50 > 32 > 6753 - 6762

article

“Double‐Click” Protocol for Synthesis of Heterobifunctional Multivalent Ligands: Toward a Focused Library of Specific Norovirus Inhibitors

Julie Guiard, Brigitte Fiege, Pavel I. Kitov, Thomas Peters, more

Chemistry – A European Journal > 17 > 27 > 7438 - 7441

Click, click, hooray! A convenient “double‐click” protocol for the conjugation of two different ligands to multivalent scaffolds was developed. The protocol involves activation of the second attachment site as an azide for the second click reaction (see scheme). This method was used to synthesize potent inhibitors for norovirus‐like particles.

article

Targeting Norovirus Infection—Multivalent Entry Inhibitor Design Based on NMR Experiments

Christoph Rademacher, Julie Guiard, Pavel I. Kitov, Brigitte Fiege, more

Chemistry – A European Journal > 17 > 27 > 7442 - 7453

Noroviruses attach to their host cells through histo blood group antigens (HBGAs), and compounds that interfere with this interaction are likely to be of therapeutic or diagnostic interest. It is shown that NMR binding studies can simultaneously identify and differentiate the site for binding HBGA ligands and complementary ligands from a large compound library, thereby facilitating the design of potent...

article

Supramolecular Complexing of Membane Siglec CD22 Mediated by a Polyvalent Heterobifunctional Ligand that Templates on IgM

Lina Cui, Pavel I. Kitov, Gladys C. Completo, James C. Paulson, more

Bioconjugate Chemistry > 2011 > 22 > 4 > 546 - 550

article

Synthesis and Immunogenicity of a Glycopolymer Conjugate

Tomasz Lipinski, Pavel I. Kitov, Adam Szpacenko, Eugenia Paszkiewicz, more

Bioconjugate Chemistry > 2011 > 22 > 2 > 274 - 281

article

A structurally diversified linker enhances the immune response to a small carbohydrate hapten

Tomasz Lipinski, Thanh Luu, Pavel I. Kitov, Adam Szpacenko, more

Glycoconjugate Journal > 2011 > 28 > 3-4 > 149-164

The tether employed to covalently attach β-mannan disaccharide glycoconjugates influences the specificity of rabbit antibodies that protect against Candida albicans. Two glycoconjugates containing (1 → 2)-β-mannan disaccharides linked to chicken serum albumin (CSA) either via a structurally uniform or via a stereodiversified spacer were prepared and evaluated in immunization trials in mice and rabbits...

Publication date

Set your own date range

INFONA - science communication portal

Search results for: David R. Bundle

Synthesis of oligosaccharides related to bacterial O-antigens

Synthesis of a 1,3 β-glucan hexasaccharide designed to target vaccines to the dendritic cell receptor, Dectin-1

Synthesis of antifungal vaccines by conjugation of β-1,2 trimannosides with T-cell peptides and covalent anchoring of neoglycopeptide to tetanus toxoid

Discovery of Inhibitors of Shiga Toxin Type 2 by On‐Plate Generation and Screening of a Focused Compound Library

Discovery of Inhibitors of Shiga Toxin Type 2 by On‐Plate Generation and Screening of a Focused Compound Library

Synthesis of modified Trichinella spiralis disaccharide epitopes and a comparison of their recognition by chemical mapping and saturation transfer difference NMR

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

The synthesis of a multivalent heterobifunctional ligand for specific interaction with Shiga toxin 2 produced by E. coli O157:H7

Rücktitelbild: Design and Synthesis of a Universal Antigen to Detect Brucellosis (Angew. Chem. 28/2013)

Design and Synthesis of a Universal Antigen to Detect Brucellosis

Back Cover: Design and Synthesis of a Universal Antigen to Detect Brucellosis (Angew. Chem. Int. Ed. 28/2013)

Design and Synthesis of a Universal Antigen to Detect Brucellosis

A β-mannan trisaccharide conjugate vaccine aids clearance of Candida albicans in immunocompromised rabbits

Synthesis of three trisaccharide congeners to investigate frame shifting of β1,2-mannan homo-oligomers in an antibody binding site

Substrate Recognition of the Membrane-Associated Sialidase NEU3 Requires a Hydrophobic Aglycone

“Double‐Click” Protocol for Synthesis of Heterobifunctional Multivalent Ligands: Toward a Focused Library of Specific Norovirus Inhibitors

Targeting Norovirus Infection—Multivalent Entry Inhibitor Design Based on NMR Experiments

Supramolecular Complexing of Membane Siglec CD22 Mediated by a Polyvalent Heterobifunctional Ligand that Templates on IgM

Synthesis and Immunogenicity of a Glycopolymer Conjugate

A structurally diversified linker enhances the immune response to a small carbohydrate hapten

Filter options

Publication date

Content availability

Publication type

Publication language

Keywords

Data set

Journal

INFONA - science communication portal

Search results for: David R. Bundle

Add recipient

Sending message cancelled

Are you sure you want to cancel sending this message?

Send message

Filter options

Publication date

Date range setting

Set the date range to filter the displayed results. You can set a starting date, ending date or both. You can enter the dates manually or choose them from the calendar.

Content availability

Publication type

Publication language

Keywords

Data set

Journal

Reporting an error / abuse

Sending the report failed

Accessibility options