Published January 10, 2001
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Journal Article
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Total Syntheses of Tumor-Related Antigens N3: Probing the Feasibility Limits of the Glycal Assembly Method
Abstract
The total syntheses of two octasaccharide antigens isolated from human milk, 1 and 2, and their corresponding allyl glycosides, 3 and 4, have been achieved by utilizing the glycal method. Convergent assembly of the core hexasaccharides and concurrent introduction of two α-l-fucosyl moieties at the late stage of the syntheses provided these complex carbohydrates in a concise manner. With synthetic material obtained, biological evaluations of these antigens as potential gastrointestinal cancer immunotherapeutic agents have been initiated.
Additional Information
© 2001 American Chemical Society. Received 23 June 2000. Published online 14 December 2000. Published in print 1 January 2001. This work was supported by the National Institutes of Health (Grant No. CA28824). H.M.K. gratefully acknowledges the U.S. Army for a Department of Defense Breast Cancer Predoctoral/Graduate Fellowship (No. DAMD 17-97-1-7119). We thank Dr. George Sukenick for providing mass spectral and NMR analyses (SKI Core Grant No. CA-08748).Attached Files
Supplemental Material - ja0022730_s.pdf
Supplemental Material - ja0022730_sa.pdf
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Additional details
- Eprint ID
- 76521
- DOI
- 10.1021/ja0022730
- Resolver ID
- CaltechAUTHORS:20170411-151704722
- CA28824
- NIH
- DAMD 17-97-1-7119
- Department of Defense Breast Cancer Research Program
- CA-08748
- NIH
- Created
-
2017-04-12Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field