A practical total synthesis of globo-H for use in anticancer vaccines (Q34470586)

2 August 2017

title

A practical total synthesis of globo-H for use in anticancer vaccines (English)

1 reference

alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-beta-D-Glc-(1->1')-Cer

2 August 2017

main subject

1 reference

alpha-L-Fucp-(1->2)-beta-D-Galp-(1->3)-beta-D-GlcpNAc

ChEBI release 2020-05-28

ChEBI ID

62649

1 reference

ChEBI release 2020-05-28

Insik Jeon

1

1 reference

2 August 2017

Karthik Iyer

series ordinal

2

1 reference

2 August 2017

Samuel J Danishefsky

series ordinal

3

1 reference

2 August 2017

language of work or name

English

0 references

publication date

1 November 2009

1 reference

Journal of Organic Chemistry

2 August 2017

published in

1 reference

2 August 2017

volume

74

1 reference

2 August 2017

issue

21

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2 August 2017

page(s)

8452-8455

1 reference

Synthesis of Human Cancer Associated Globo-H (MBr1) Glycosylamino Acid: Some Mechanistic and Conformational Reinvestigations

2 August 2017

cites work

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Biologics through chemistry: total synthesis of a proposed dual-acting vaccine targeting ovarian cancer by orchestration of oligosaccharide and polypeptide domains.

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Expression of Globo H and SSEA3 in breast cancer stem cells and the involvement of fucosyl transferases 1 and 2 in Globo H synthesis

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen Globo-H based on preactivation of thioglycosyl donors

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Most early disseminated cancer cells detected in bone marrow of breast cancer patients have a putative breast cancer stem cell phenotype

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Preparation and evaluation of unimolecular pentavalent and hexavalent antigenic constructs targeting prostate and breast cancer: a synthetic route to anticancer vaccine candidates

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Prospects for total synthesis: a vision for a totally synthetic vaccine targeting epithelial tumors

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Immunization of metastatic breast cancer patients with a fully synthetic globo H conjugate: a phase I trial

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

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

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Augmenting the immunogenicity of carbohydrate tumor antigens

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Synthesis of a tri- and a hepta-saccharide which contain alpha-L-fucopyranosyl groups and are part of the complex type of carbohydrate moiety of glycoproteins

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Displacement reactions of a 1,2-anhydro-alpha-D-hexopyranose: installation of useful functionality at the anomeric carbon

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

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

6 July 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Selection of tumor antigens as targets for immune attack using immunohistochemistry: I. Focus on gangliosides.

27 October 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

Generation of monoclonal antibodies reacting with normal and cancer cells of human breast

27 October 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=3016894

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

27 October 2018

1 reference

12 December 2020

A second generation synthesis of the MBr1 (globo-H) breast tumor antigen: new application of the n-pentenyl glycoside method for achieving complex carbohydrate protein linkages

1 reference

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

1 reference

12 December 2020

Stereoselective alpha-Sialylation with Sialyl Xanthate and Phenylsulfenyl Triflate as a Promotor

1 reference

12 December 2020

Automated synthesis of the tumor-associated carbohydrate antigens Gb-3 and Globo-H: incorporation of alpha-galactosidic linkages

1 reference

12 December 2020

A Fully Synthetic Globo H Carbohydrate Vaccine Induces a Focused Humoral Response in Prostate Cancer Patients: A Proof of Principle

1 reference

12 December 2020

Mouse myeloma tumor stem cells: a primary cell culture assay

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

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

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

1 reference

12 December 2020

Identifiers

DOI

10.1021/JO901682P

1 reference

2 August 2017

1 reference

2 August 2017

1 reference