Literature DB >> 10602219

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

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Abstract

The assembly of six readily available building blocks in five glycosylation steps affords the tumor-associated Globo-H hexasaccharide 1 without the need for any intermediate protecting group manipulations. The aminopropyl spacer is employed for conjugation to carrier proteins.

Entities:  

Year:  1999        PMID： 10602219     DOI： 10.1002/(sici)1521-3773(19991203)38:23<3495::aid-anie3495>3.0.co;2-x

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  14 in total

1.  Chemical Synthesis of the Tumor-Associated Globo H Antigen.

Authors:  Satadru S Mandal; Guochao Liao; Zhongwu Guo
Journal:  RSC Adv       Date:  2015-01-01       Impact factor: 3.361

2.  Carbohydrate microarray for profiling the antibodies interacting with Globo H tumor antigen.

Authors:  Cheng-Yuan Huang; Desiree A Thayer; Aileen Y Chang; Michael D Best; Julia Hoffmann; Steve Head; Chi-Huey Wong
Journal:  Proc Natl Acad Sci U S A       Date:  2005-12-22       Impact factor: 11.205

Review 3.  Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors:  Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

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

Authors:  Jianglong Zhu; Qian Wan; Guangbin Yang; Ouathek Ouerfelli; Samuel J Danishefsky
Journal:  Heterocycles       Date:  2009-04-01       Impact factor: 0.831

5.  4-(pyridin-2-yl)thiazol-2-yl thioglycosides as bidentate ligands for oligosaccharide synthesis via temporary deactivation.

Authors:  Papapida Pornsuriyasak; Nigam P Rath; Alexei V Demchenko
Journal:  Chem Commun (Camb)       Date:  2008-10-01       Impact factor: 6.222

6.  Thio-arylglycosides with various aglycon para-substituents: a probe for studying chemical glycosylation reactions.

Authors:  Xiaoning Li; Lijun Huang; Xiche Hu; Xuefei Huang
Journal:  Org Biomol Chem       Date:  2008-10-20       Impact factor: 3.876

7.  A practical total synthesis of globo-H for use in anticancer vaccines.

Authors:  Insik Jeon; Karthik Iyer; Samuel J Danishefsky
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

Review 8.  Chemical glycosylation in the synthesis of glycoconjugate antitumour vaccines.

Authors:  Danica P Galonić; David Y Gin
Journal:  Nature       Date:  2007-04-26       Impact factor: 49.962

9.  Probing the influence of a 4,6-O-acetal on the reactivity of galactopyranosyl donors: verification of the disarming influence of the trans-gauche conformation of C5-C6 bonds.

Authors:  Myriame Moumé-Pymbock; Takayuki Furukawa; Sujit Mondal; David Crich
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

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

Authors:  Zhen Wang; Luyuan Zhou; Kheireddine El-Boubbou; Xin-shan Ye; Xuefei Huang
Journal:  J Org Chem       Date:  2007-07-21       Impact factor: 4.354
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