On the emerging role of chemistry in the fashioning of biologics: Synthesis of a bidomainal fucosyl GM1-based vaccine for the treatment of small cell lung cancer Journal Article


Authors: Nagorny, P.; Kim, W. H.; Wan, Q.; Lee, D.; Danishefsky, S. J.
Article Title: On the emerging role of chemistry in the fashioning of biologics: Synthesis of a bidomainal fucosyl GM1-based vaccine for the treatment of small cell lung cancer
Abstract: (Chemical Equation Presented) The synthesis of the novel small cell lung cancer (SCLC) fucosyl GM1-based vaccine construct, featuring insertion of the HLA-DR binding 15 amino acid sequence derived from Plasmodium falciparum, is described. The resultant glycopeptide has been synthesized in an efficient manner. Finally, successful conjugation of the glycopeptide to the keyhole limpet hemocyanin (KLH) carrier protein completed the preparation of the vaccine. © 2009 American Chemical Society.
Keywords: unclassified drug; antineoplastic agent; protein binding; drug structure; drug synthesis; lung small cell cancer; amines; amino acid sequence; protein synthesis; carrier proteins; hla dr antigen; cell membranes; amino acids; organic acids; plasmodium falciparum; biological organs; chemical equations; synthesis (chemical); glycopeptide; vaccines; keyhole limpet hemocyanins; small cell lung cancers; small-cell lung cancer; fucosylganglioside gm1; keyhole limpet hemocyanin; piperidine
Journal Title: Journal of Organic Chemistry
Volume: 74
Issue: 15
ISSN: 0022-3263
Publisher: American Chemical Society  
Date Published: 2009-08-07
Start Page: 5157
End Page: 5162
Language: English
DOI: 10.1021/jo900918m
PROVIDER: scopus
PMCID: PMC2736353
PUBMED: 19555091
DOI/URL:
Notes: --- - "Cited By (since 1996): 2" - "Export Date: 30 November 2010" - "CODEN: JOCEA" - "Source: Scopus"
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MSK Authors
  1. Woo Han Kim
    8 Kim
  2. Qian Wan
    23 Wan
  3. Dongjoo Lee
    6 Lee