Beilstein J. Org. Chem.2022,18, 208–216, doi:10.3762/bjoc.18.24
of Trypanosoma cruzi trans-sialidase (TcTS)
A recombinant T. cruzitrans-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
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Graphical Abstract
Figure 1:
Chemical structures and reported activities of viral (A), human neuraminidases (B) and Trypanosoma ...
Beilstein J. Org. Chem.2014,10, 3073–3086, doi:10.3762/bjoc.10.324
.
Keywords: β-galactopyranosides; multivalent ligands; sialic acid; sugar scaffolds; T. cruzitrans-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
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Graphical Abstract
Scheme 1:
Synthesis of the alkynyl precursors 3, 6 and 8.