Synthesis of QS-21-xylose: Establishment of the immunopotentiating activity of synthetic QS-21 adjuvant with a melanoma vaccine Journal Article


Authors: Deng, K.; Adams, M. M.; Damani, P.; Livingston, P. O.; Ragupathi, G.; Gin, D. Y.
Article Title: Synthesis of QS-21-xylose: Establishment of the immunopotentiating activity of synthetic QS-21 adjuvant with a melanoma vaccine
Abstract: (Chemical Equation Presented) A helping hand: The adjuvant QS-21-xylose (see structure; the xylose residue is shown in red) was obtained in pure form by chemical synthesis. When combined with its synthetic apiose isomer to furnish synthetic QS-21 (sQS-21), the saponin combination was shown to aid the production of antibodies in mice when injected with a melanoma vaccine. The preparation of sQS-21 provides access to pure, functional saponin adjuvants of defined composition. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords: mouse; animal; animals; mice; skin neoplasms; mice, inbred c57bl; c57bl mouse; skin tumor; immunology; chemistry; cancer vaccine; cancer vaccines; glycosylation; experimental melanoma; melanoma, experimental; immunological adjuvant; adjuvants, immunologic; chemical reactions; synthesis; total synthesis; synthesis (chemical); antibody formation; antibody production; vaccines; complexation; saponins; amides; amide; adjuvants; qs 21; gangliosides; ganglioside; natural products; saponin; ganglioside gd3 amide congener; qs 21 xylose; qs-21-xylose
Journal Title: Angewandte Chemie - International Edition
Volume: 47
Issue: 34
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2008-01-01
Start Page: 6395
End Page: 6398
Language: English
DOI: 10.1002/anie.200801885
PUBMED: 18624313
PROVIDER: scopus
PMCID: PMC2602848
DOI/URL:
Notes: --- - "Cited By (since 1996): 13" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus"
Altmetric Score
MSK Authors
  1. Kai Deng
    6 Deng
  2. Govindaswami Ragupathi
    133 Ragupathi
  3. David Y Gin
    41 Gin
  4. Payal Damani
    9 Damani
  5. Michelle M Adams
    6 Adams