Development of α-D-Galp-(1→3)-β-D-Galp containing neoglycoconjugates for Chagas disease serodiagnosis

GIORGI, M. EUGENIA; LOPEZ, LAURA ROSANA; DUCREY, IVANA; MELGAREJO, LINDA TORO

San Martin

Simposio; 3rd Argentinian Symposium on Glycobiology; 2019

The immunodominant epitope α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcNAc, expressed in the mucins of the infective trypomastigote stage of Trypanosoma cruzi has been proposed for multiple clinical applications, from serodiagnosis of protozoan caused diseases to xenotransplantation or cancer vaccinology. It was previously shown that the analogue trisaccharide, with Glc in the reducing end instead of GlcNAc, was as efficient as the natural trisaccharide for recognition of chagasic antibodies. Here we describe the synthesis of α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp functionalized as the 6-aminohexyl glycoside (1) and its conjugation to BSA using the squarate method. The conjugate of 6-aminohexyl α-D-Galp-(1→3)-β-D-Galp was also prepared. Both neoglycoconjugates were recognized by serum samples of T. cruzi-infected individuals and thus, are promising tools for the improvement of Chagas disease diagnostic applications.