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Synthesis of D-galactofuranose-containing molecules: design of galactofuranosyl acceptors.

Abstract
D-Galactofuranose (D-Galf) is present in glycoconjugates of several pathogenic microorganisms but is absent in mammals, so it is a good target for the development of chemotherapeutic agents for the treatment of microbial infections. This fact has increased interest in the synthesis of D-Galf-containing molecules for corresponding glycobiological studies. The synthesis of oligosaccharides, glycoconjugates, and mimetics of D-Galf requires specific methods for the preparation of galactose derivatives in the furanosic configuration, the synthesis of appropriate acceptors, and efficient glycosylation methods for the construction of α- and β-D-Galf linkages. This review summarizes the different strategies developed for the preparation of partially protected derivatives of D-Galf, suitable as acceptors for the construction of (1→2), (1→3), (1→5), and (1→6) link- ages, and describes recent applications.
AuthorsCarla Marino, Luciana Baldoni
JournalChembiochem : a European journal of chemical biology (Chembiochem) Vol. 15 Issue 2 Pg. 188-204 (Jan 24 2014) ISSN: 1439-7633 [Electronic] Germany
PMID24420700 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Review)
CopyrightCopyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Chemical References
  • Glycoconjugates
  • Polysaccharides
  • Galactose
Topics
  • Chemistry Techniques, Synthetic (methods)
  • Drug Design
  • Galactose (chemistry)
  • Glycoconjugates (chemical synthesis, chemistry)
  • Glycosylation
  • Polysaccharides (chemical synthesis, chemistry)

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