Synthesis of a derivative of α-D-Glcp(1->2)-D-Galf suitable for further glycosylation and of α-D-Glcp(1->2)-D-Gal, a disaccharide fragment obtained from varianose

• Carla Marino,
• Carlos Lima,
• Karina Mariño and
• Rosa M. de Lederkremer

Beilstein J. Org. Chem. 2012, 8, 2142–2148, doi:10.3762/bjoc.8.241

• monitor the natural disaccharide released from varianose by mild acid degradation. The synthesis, performed by the glycosylaldonolactone approach, involved a glucosylgalactofuranose derivative, suitable for the synthesis of higher oligosaccharides with an internal D-Galf. Keywords: α-D-galactofuranose

• ; glucosylgalactofuranose; glycosylaldonolactone; Penicillium varians; varianose; Introduction Carbohydrates are involved in a wide range of biological processes; they play important roles in host–pathogen interactions and in the immune response, where protein–glycan interactions mediate a variety of biological processes

• -Galf (8) and α-D-Glcp (1→2)-D-Gal (1) D-Galactono-1,4-lactone has long been used in our laboratory as a good precursor of the galactofuranosyl units in disaccharides, by using the glycosylaldonolactone approach. This method has the advantage of providing selectively substituted derivatives of the