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Synthesis of D ‐Galactofuranose‐Containing Molecules: Design of Galactofuranosyl Acceptors
Author(s) -
Marino Carla,
Baldoni Luciana
Publication year - 2014
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201300638
Subject(s) - glycoconjugate , glycosylation , chemistry , molecule , stereochemistry , combinatorial chemistry , galactose , rational design , biochemistry , nanotechnology , organic chemistry , materials science
D ‐Galactofuranose ( D ‐Gal f ) 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 ‐Gal f ‐containing molecules for corresponding glycobiological studies. The synthesis of oligosaccharides, glycoconjugates, and mimetics of D ‐Gal f 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 ‐Gal f linkages. This review summarizes the different strategies developed for the preparation of partially protected derivatives of D ‐Gal f , suitable as acceptors for the construction of (1→2), (1→3), (1→5), and (1→6) link‐ ages, and describes recent applications.