Total synthesis and proof of structure of a human breast tumor (globo-H) antigen Journal Article


Authors: Park, T. K.; Kim, I. J.; Hu, S.; Bilodeau, M. T.; Randolph, J. T.; Kwon, O.; Danishefsky, S. J.
Article Title: Total synthesis and proof of structure of a human breast tumor (globo-H) antigen
Abstract: The total synthesis of the Hakomori MBr1 antigen, heavily expressed on human breast tumors, is related. The construction involved the assembly of four glycals: (17 (twice), 18, 20, and 26) and an L-fucose derivative, 34. The sensitivity of the stereochemistry of sulfonamido galactosylation by a terminal galactose ring as a function of the state of protection status of its C4 alcohol was exploited in a key step. The synthesis served to confirm the Hakomori assignment of structure, and paves the way for immunoconjugation.
Keywords: breast cancer; in vitro study; antigen; protein synthesis; protein structure; human; article
Journal Title: Journal of the American Chemical Society
Volume: 118
Issue: 46
ISSN: 0002-7863
Publisher: American Chemical Society  
Date Published: 1996-11-20
Start Page: 11488
End Page: 11500
Language: English
DOI: 10.1021/ja962048b
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 22 November 2017 -- Source: Scopus
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  1. In Jong Kim
    10 Kim
  2. Tae-Kyo Park
    12 Park