Authors: | Young, S. C.; Wan, Q.; Danishefsky, S. J. |
Article Title: | Organic synthesis in pursuit of immunology: Large-scale synthesis of peracetylated GM2 glycosylamino acid for preparation of a multiantigenic prostate cancer vaccine |
Abstract: | We describe herein the stereocontrolled, large-scale synthesis of peracetylated GM2 glycosylamino acid. Key features of the synthesis include a newly modified [1 + 3] coupling reaction and an olefin cross-metathesis- hydrogenation sequence. The GM2 glycosylamino acid is now ready for incorporation into a hexavalent prostate cancer vaccine construct. © 2005 Elsevier Ltd. All rights reserved. |
Keywords: | unclassified drug; prostate cancer; prostatic neoplasms; immunology; molecular sequence data; cancer vaccine; cancer vaccines; magnetic resonance spectroscopy; amino acids; synthesis; carbohydrate sequence; acetylation; spectrophotometry, infrared; glycosylamino acid; hydrogenation; alkene; amino acid derivative |
Journal Title: | Bioorganic & Medicinal Chemistry |
Volume: | 13 |
Issue: | 17 |
ISSN: | 0968-0896 |
Publisher: | Pergamon-Elsevier Science Ltd |
Date Published: | 2005-09-01 |
Start Page: | 5259 |
End Page: | 5266 |
Language: | English |
DOI: | 10.1016/j.bmc.2005.06.018 |
PUBMED: | 16006132 |
PROVIDER: | scopus |
DOI/URL: | |
Notes: | --- - "Cited By (since 1996): 3" - "Export Date: 24 October 2012" - "CODEN: BMECE" - "Source: Scopus" |