A potentially valuable advance in the synthesis of carbohydrate-based anticancer vaccines through extended cycloaddition chemistry Journal Article

  

Authors:	Wan, Q.; Chen, J.; Chen, G.; Danishefsky, S. J.
Article Title:	A potentially valuable advance in the synthesis of carbohydrate-based anticancer vaccines through extended cycloaddition chemistry
Abstract:	An advance in the long-term problem of joining complex oligosaccharides to polypeptides and even proteins is described herein. The key method involves equipping the oligosaccharide sector with an azide and the polypeptide with pendant alkynyl functionality. The two sectors are joined through a "click-like" cycloaddition. The method encompasses oligosaccharide constructs with several azide linkages which undergo concurrent cycloaddition to peptide-based acetylenes. This technology could well prove to be useful in the construction of fully synthetic vaccines. © 2006 American Chemical Society.
Keywords:	antineoplastic agent; drug structure; drug synthesis; cancer vaccine; cancer vaccines; cyclization; technology; synthesis (chemical); carbohydrates; vaccines; carbohydrate derivative; cycloaddition; oligosaccharide; conjugation; polypeptides; polypeptide; acetylene; nitrogen compounds; azide; addition reactions; acetylene derivative; alkynyl group; anticancer vaccines; azide linkages; cycloaddition chemistry
Journal Title:	Journal of Organic Chemistry
Volume:	71
Issue:	21
ISSN:	0022-3263
Publisher:	American Chemical Society
Date Published:	2006-10-13
Start Page:	8244
End Page:	8249
Language:	English
DOI:	10.1021/jo061406i
PUBMED:	17025318
PROVIDER:	scopus
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-33749989262&partnerID=40&md5=714c23b3d533677b7a1d7f1ec44ab7d1
Notes:	--- - "Cited By (since 1996): 50" - "Export Date: 4 June 2012" - "CODEN: JOCEA" - "Source: Scopus"

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