Organic synthesis in pursuit of immunology: Large-scale synthesis of peracetylated GM2 glycosylamino acid for preparation of a multiantigenic prostate cancer vaccine Journal Article


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"
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  1. Young Shin Cho
    12 Cho
  2. Qian Wan
    23 Wan