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 |