Synthesis of alpha-D-Galf-(1-2)-D-Gal and alpha-D-Galf-(1-2)[ß-D-Galf-(1-3)]-D-Gal, constituents of Bacteroides cellulosolvens glycoproteins

LUCÍA, GANDOLFI-DONADÍO; GABRIEL, GOLA; ROSA, M. DE LEDERKREMER; CAROLA, GALLO-RODRÍGUEZ

Glasgow

Simposio; 22nd International Carbohydrate Symposium; 2004

Royal Society of Chemistry

Galactose in the b-furanosic configuration is commonly found in fungi, bacteria and protozoa.1 On the contrary, the a-configuration is only described in few microorganisms as Bacteroides and Clostridium and the structures have never been confirmed by synthesis. In this work, we present the syntesis of a-D-Galf-(1-2)-D-Galol (1), and the progress made in the synthesis of a-D-Galf-(1-2)[b-D-Galf-(1-3)]-D-Galol (2), that have been isolated by reductive b-elimination from glycoproteins of Bacteroides cellulosolvens.2 Compound 1 was also obtained from Clostridium thermocellum.2