Anomeric 1,2,3-triazole-linked sialic acid derivatives show selective inhibition towards a bacterial neuraminidase over a trypanosome trans-sialidase

• Peterson de Andrade,
• Sanaz Ahmadipour and
• Robert A. Field

Beilstein J. Org. Chem. 2022, 18, 208–216, doi:10.3762/bjoc.18.24

• of Trypanosoma cruzi trans-sialidase (TcTS) A recombinant T. cruzi trans-sialidase (TcTS) plasmid containing the pTrcHisA TcTS 6 11/2 expression construct [41] was transformed into E. coli BL21 (DE3) cells and inoculated in 1 L of LB medium containing the transformant and ampicillin (100 μg/mL

Synthesis of divalent ligands of β-thio- and β-N-galactopyranosides and related lactosides and their evaluation as substrates and inhibitors of Trypanosoma cruzi trans-sialidase

• María Emilia Cano,
• Rosalía Agusti,
• Alejandro J. Cagnoni,
• María Florencia Tesoriero,
• José Kovensky,
• María Laura Uhrig and
• Rosa M. de Lederkremer

Beilstein J. Org. Chem. 2014, 10, 3073–3086, doi:10.3762/bjoc.10.324

• . Keywords: β-galactopyranosides; multivalent ligands; sialic acid; sugar scaffolds; T. cruzi trans-sialidase; Introduction Trypanosoma cruzi, the agent of American trypanosomiasis, affects millions of people in Latin America [1][2] and is transmitted to animals, including humans, by triatomine insects. The

• -acetyllactosamine was also evaluated. Results and Discussion As part of our project on the synthesis and biological evaluation of multivalent ligands, two families of mono- and divalent structures were synthesized in order to study their ability as acceptors or inhibitors of the reaction catalyzed by the T. cruzi

• trans-sialidase. Taking into consideration that mainly ester but also glycosidic linkages are labile in biological fluids, we choose amide and thioglycosidic bonds to attach the sugar residues to the platforms. 2,3,4,6-Tetra-O-acetyl-β-D-galactosylamine (1) was obtained by catalytic hydrogenation of the