Chemical glycosylation in the synthesis of glycoconjugate antitumour vaccines (Q36802325)

16 August 2017

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title

Chemical glycosylation in the synthesis of glycoconjugate antitumour vaccines (English)

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16 August 2017

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Danica P Galonić

1

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PMCID

2631661

16 August 2017

David Y Gin

series ordinal

2

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PMCID

2631661

16 August 2017

language of work or name

English

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publication date

1 April 2007

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16 August 2017

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16 August 2017

446

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16 August 2017

1000-1007

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16 August 2017

7139

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https://scigraph.springernature.com/pub.10.1038/nature05813

16 August 2017

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Polypeptide GalNAc-transferases, ST6GalNAc-transferase I, and ST3Gal-transferase I expression in gastric carcinoma cell lines.

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Recombinant MUC1 probe authentically reflects cell-specific O-glycosylation profiles of endogenous breast cancer mucin. High density and prevalent core 2-based glycosylation

29 September 2017

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Adventures in Carbohydrate Chemistry: New Synthetic Technologies, Chemical Synthesis, Molecular Design, and Chemical Biology A list of abbreviations can be found at the end of this article. Telemachos Charalambous was an inspiring teacher at the Pan

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From the Laboratory to the Clinic: A Retrospective on Fully Synthetic Carbohydrate-Based Anticancer Vaccines Frequently used abbreviations are listed in the appendix

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Induction of antibodies against GD3 ganglioside in melanoma patients by vaccination with GD3-lactone-KLH conjugate plus immunological adjuvant QS-21.

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Carbohydrate vaccines in cancer: immunogenicity of a fully synthetic globo H hexasaccharide conjugate in man.

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Approaches to augmenting the immunogenicity of melanoma gangliosides: from whole melanoma cells to ganglioside-KLH conjugate vaccines

29 September 2017

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27 June 2018

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Demonstration by monoclonal antibodies that carbohydrate structures of glycoproteins and glycolipids are onco-developmental antigens

27 June 2018

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Active specific immunotherapy of a murine mammary adenocarcinoma using a synthetic tumor-associated glycoconjugate.

27 June 2018

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Synthetic studies of complex immunostimulants from Quillaja saponaria: synthesis of the potent clinical immunoadjuvant QS-21Aapi.

27 June 2018

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Chemoselective assembly and immunological evaluation of multiepitopic glycoconjugates bearing clustered Tn antigen as synthetic anticancer vaccines.

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Vaccination of patients with small-cell lung cancer with synthetic fucosyl GM-1 conjugated to keyhole limpet hemocyanin

5 September 2018

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Biomimetic synthesis of the tumor-associated (2,3)-sialyl-T antigen and its incorporation into glycopeptide antigens from the mucins MUC1 and MUC4.

5 September 2018

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A fully synthetic therapeutic vaccine candidate targeting carcinoma-associated Tn carbohydrate antigen induces tumor-specific antibodies in nonhuman primates

5 September 2018

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Fully synthetic carbohydrate-based vaccines in biochemically relapsed prostate cancer: clinical trial results with alpha-N-acetylgalactosamine-O-serine/threonine conjugate vaccine

5 September 2018

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Highly efficient preparation of tumor antigen-containing glycopeptide building blocks from novel pentenyl glycosides

5 September 2018

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Linear synthesis of the tumor-associated carbohydrate antigens Globo-H, SSEA-3, and Gb3.

5 September 2018

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5 September 2018

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A stereoselective approach for the synthesis of alpha-sialosides

5 September 2018

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C2-acyloxyglycosylation with glycal donors

5 September 2018

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Towards a Fully Synthetic Carbohydrate-Based Anticancer Vaccine: Synthesis and Immunological Evaluation of a Lipidated Glycopeptide Containing the Tumor-Associated Tn Antigen

5 September 2018

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GD3 vaccines for melanoma: superior immunogenicity of keyhole limpet hemocyanin conjugate vaccines

4 December 2018

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12 December 2020

Recent Advances inO-Sialylation

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12 December 2020

Selection of tumor antigens as targets for immune attack using immunohistochemistry: II. Blood group-related antigens

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12 December 2020

Acetamidoglycosylation with Glycal Donors: A One-Pot Glycosidic Coupling with Direct Installation of the Natural C(2)-N-Acetylamino Functionality

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12 December 2020

Synthesis of the glycosyl amino acids N alpha-Fmoc-Ser[Ac4-beta-D-Galp-(1-->3)-Ac2-alpha-D-GalN3p]-OPfp and N alpha-Fmoc-Thr[Ac4-beta-D-Galp-(1-->3)-Ac2-alpha-D-GalN3p]-OPfp and the application in the solid-phase peptide synthesis of multiply glycos

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12 December 2020

New globoseries glycosphingolipids in human teratocarcinoma reactive with the monoclonal antibody directed to a developmentally regulated antigen, stage-specific embryonic antigen 3

1 reference

12 December 2020

Thomsen-Friedenreich (TF) antigen as a target for prostate cancer vaccine: clinical trial results with TF cluster (c)-KLH plus QS21 conjugate vaccine in patients with biochemically relapsed prostate cancer

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Development of semisynthetic triterpenoid saponin derivatives with immune stimulating activity

1 reference

12 December 2020

A Two-Directional and Highly Convergent Approach for the Synthesis of the Tumor-Associated Antigen Globo-H

1 reference

12 December 2020

Stereocontrolled glycosyl transfer reactions with unprotected glycosyl donors

1 reference

12 December 2020

Solid-phase synthesis of a glycosylated hexapeptide of human sialophorin, using the trichloroacetimidate method

1 reference

12 December 2020

Photo amidoglycosylation of an allal azidoformate. Synthesis of beta-2-amido allopyranosides

1 reference

12 December 2020

Anomeric-oxygen activation for glycoside synthesis: the trichloroacetimidate method

1 reference

12 December 2020

Solid-phase synthesis of an O-linked glycopeptide based on a benzyl-protected glycan approach

1 reference

12 December 2020

GM2-KLH conjugate vaccine: increased immunogenicity in melanoma patients after administration with immunological adjuvant QS-21

1 reference

12 December 2020

Separation and characterization of saponins with adjuvant activity from Quillaja saponaria Molina cortex

1 reference

12 December 2020

Characterization of a glycosphingolipid antigen defined by the monoclonal antibody MBr1 expressed in normal and neoplastic epithelial cells of human mammary gland

1 reference

12 December 2020

Improved survival in stage III melanoma patients with GM2 antibodies: a randomized trial of adjuvant vaccination with GM2 ganglioside

1 reference

12 December 2020

Consistent antibody response against ganglioside GD2 induced in patients with melanoma by a GD2 lactone-keyhole limpet hemocyanin conjugate vaccine plus immunological adjuvant QS-21

1 reference

12 December 2020

Structure of the saponin adjuvant QS-21 and its base-catalyzed isomerization product by 1H and natural abundance 13C NMR spectroscopy

1 reference

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Density-dependent recognition of cell surface GM3 by a certain anti-melanoma antibody, and GM3 lactone as a possible immunogen: requirements for tumor-associated antigen and immunogen

1 reference

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Convergent total synthesis of a tumour-associated mucin motif

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12 December 2020

Antibodies against mucin-associated sialyl-Tn epitopes correlate with survival of metastatic adenocarcinoma patients undergoing active specific immunotherapy with synthetic STn vaccine

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12 December 2020

Synthesis of the Globo H Hexasaccharide Using the Programmable Reactivity-Based One-Pot Strategy This research was supported by the National Institutes of Health. F.B. thanks the Deutsche Forschungsgemeinschaft for a fellowship

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A fully synthetic vaccine consisting of a tumor-associated glycopeptide antigen and a T-cell epitope for the induction of a highly specific humoral immune response

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12 December 2020

The azidonitration of tri-O-acetyl-D-galactal

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Crossref

https://api.crossref.org/works/10.1038%2FNATURE05813

7 January 2021

inferred from DOI database lookup

Tuning glycoside reactivity: New tool for efficient oligosaccharide synthesis

1 reference

Crossref

https://api.crossref.org/works/10.1038%2FNATURE05813

7 January 2021

inferred from DOI database lookup

A Novel Allylic Anchor for Solid-Phase Synthesis—Synthesis of Protected and Unprotected O-Glycosylated Mucin-Type Glycopeptides

1 reference

Crossref

https://api.crossref.org/works/10.1038%2FNATURE05813

7 January 2021

inferred from DOI database lookup

Identifiers

DOI

10.1038/NATURE05813

1 reference

16 August 2017

1 reference

16 August 2017

1 reference

PMCID

2631661