Synthesis and characterization of α-d-Galp-(1 → 3)-β-d-Galp epitope-containing neoglycoconjugates for chagas disease serodiagnosis

GIORGI, M. EUGENIA; BALOUZ, VIRGINIA; BUSCAGLIA, CARLOS A.; LOPEZ, ROSANA; DUCREY, IVANA; CÁMARA, MARÍA DE LOS MILAGROS; MARINO, CARLA; MELGAREJO, LINDA TORO; GONZÁLEZ-SALAS, DIEGO; DE LEDERKREMER, ROSA M.; GIORGI, M. EUGENIA; BALOUZ, VIRGINIA; BUSCAGLIA, CARLOS A.; LOPEZ, ROSANA; DUCREY, IVANA; CÁMARA, MARÍA DE LOS MILAGROS; MARINO, CARLA; MELGAREJO, LINDA TORO; GONZÁLEZ-SALAS, DIEGO; DE LEDERKREMER, ROSA M.

CARBOHYDRATE RESEARCH

ELSEVIER SCI LTD

Año: 2019 vol. 478 p. 58 - 67

0008-6215

The immunodominant epitope α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcNAc, expressed in the mucins of the infectivetrypomastigote stage of Trypanosoma cruzi has been proposed for multiple clinical applications, from serodiagnosis ofprotozoan caused diseases to xenotransplantation or cancer vaccinology. It was previously shown that the analoguetrisaccharide, with glucose in the reducing end instead of GlcNAc, was as efficient as the natural trisaccharide forrecognition of chagasic antibodies. Here we describe the synthesis of α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcpfunctionalized as the 6-aminohexyl glycoside and its conjugation to BSA using the squarate method. The conjugate of6-aminohexyl α-D-Galp-(1→3)-β-D-Galp was also prepared. Both neoglycoconjugates were recognized by serumsamples of Trypanosoma cruzi-infected individuals and thus, are promising tools for the improvement of Chagasdisease diagnostic applications.