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Literature summary for 3.2.1.18 extracted from

  • Carvalho, I.; Andrade, P.; Campo, V.L.; Guedes, P.M.; Sesti-Costa, R.; Silva, J.S.; Schenkman, S.; Dedola, S.; Hill, L.; Rejzek, M.; Nepogodiev, S.A.; Field, R.A.
    Click chemistry synthesis of a library of 1,2,3-triazole-substituted galactose derivatives and their evaluation against Trypanosoma cruzi and its cell surface trans-sialidase (2010), Bioorg. Med. Chem., 18, 2412-2427.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R/S)-1-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-propan-1-ol 13% inhibition at 1 mM Trypanosoma cruzi
(1R/S)-1-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-propan-1-ol 29% inhibition at 1 mM Trypanosoma cruzi
(2R/S)-1-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-propan-2-ol 14% inhibition at 1 mM Trypanosoma cruzi
(2R/S)-1-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-propan-2-ol 10% inhibition at 1 mM Trypanosoma cruzi
1,3-bis[1-[(beta-D-galactopyranosyl)]-1H-1,2,3-triazol-6-yl]-propane 8% inhibition at 1 mM Trypanosoma cruzi
1,3-bis{1-[(methyl 6-deoxy-beta-D-galactopyranos-6-yl)]-1H-1,2,3-triazol-6-yl}-propane 16% inhibition at 1 mM Trypanosoma cruzi
1-(beta-D-galactopyranosyl)-1H-1,2,3-[triazol-4-yl]-methanol 11% inhibition at 1 mM Trypanosoma cruzi
2,3-dehydro-2-deoxy-N-acetylneuraminic acid 33% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-aniline 30% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-bromobenzene 33% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-N-phthalimidylmethane 25% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-phenylethane 16% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-pyridine 13% inhibition at 1 mM Trypanosoma cruzi
2-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 14% inhibition at 1 mM Trypanosoma cruzi
2-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-aniline 24% inhibition at 1 mM Trypanosoma cruzi
2-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-bromobenzene 29% inhibition at 1 mM Trypanosoma cruzi
2-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-pyridine 14% inhibition at 1 mM Trypanosoma cruzi
2-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 11% inhibition at 1 mM Trypanosoma cruzi
3-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-propan-1-ol 27% inhibition at 1 mM Trypanosoma cruzi
3-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-pyridine 15% inhibition at 1 mM Trypanosoma cruzi
3-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 31% inhibition at 1 mM Trypanosoma cruzi
3-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-propan-1-ol 24% inhibition at 1 mM Trypanosoma cruzi
3-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-pyridine 20% inhibition at 1 mM Trypanosoma cruzi
3-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 3% inhibition at 1 mM Trypanosoma cruzi
4-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-aniline 19% inhibition at 1 mM Trypanosoma cruzi
4-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-butan-1-ol 26% inhibition at 1 mM Trypanosoma cruzi
4-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-butanoic acid 10% inhibition at 1 mM Trypanosoma cruzi
4-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 9% inhibition at 1 mM Trypanosoma cruzi
4-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-aniline 34% inhibition at 1 mM Trypanosoma cruzi
4-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-bromobenzene 3% inhibition at 1 mM Trypanosoma cruzi
4-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-butan-1-ol 27% inhibition at 1 mM Trypanosoma cruzi
4-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-trifluoromethylbenzene 10% inhibition at 1 mM Trypanosoma cruzi
methyl [1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-carboxylate 28% inhibition at 1 mM Trypanosoma cruzi
methyl [1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-carboxylate 30% inhibition at 1 mM Trypanosoma cruzi
additional information not inhibited by 4-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-butanoic acid and 4-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-bromobenzene Trypanosoma cruzi
N-benzyl-N-methyl-1-[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-methylamine 22% inhibition at 1 mM Trypanosoma cruzi
N-benzyl-N-methyl-1-[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-methylamine 17% inhibition at 1 mM Trypanosoma cruzi
pyridoxal 5'-phosphate 65% inhibition at 1 mM Trypanosoma cruzi
[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-benzene 15% inhibition at 1 mM Trypanosoma cruzi
[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-methanolO-(R/S)-epoxypropyl ether 27% inhibition at 1 mM Trypanosoma cruzi
[1-(beta-D-galactopyranosyl)-1H-1,2,3-triazol-4-yl]-phenylmethane 37% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-2-phenylethane 14% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-benzene 14% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-methanol 28% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-methanol O-(R/S)-epoxypropyl ether 25% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-6-yl)-1H-1,2,3-triazol-4-yl]-N-phthalimidylmethane 11% inhibition at 1 mM Trypanosoma cruzi
[1-(methyl 6-deoxy-beta-D-galactopyranos-yl)-1H-1,2,3-triazol-4-yl]-phenylmethane 29% inhibition at 1 mM Trypanosoma cruzi

Localization

Localization Comment Organism GeneOntology No. Textmining

Organism

Organism UniProt Comment Textmining
Trypanosoma cruzi
-
-
-
Trypanosoma cruzi Y
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2'-(4-methylumbelliferyl)-alpha-D-N-acetylneuraminic acid + H2O
-
Trypanosoma cruzi 4-methylumbelliferone + N-acetylneuraminic acid
-
?
2'-(4-methylumbelliferyl)-alpha-D-N-acetylneuraminic acid + H2O
-
Trypanosoma cruzi Y 4-methylumbelliferone + N-acetylneuraminic acid
-
?

Synonyms

Synonyms Comment Organism
trans-sialidase
-
Trypanosoma cruzi

General Information

General Information Comment Organism
physiological function trans-sialidase plays a key role in the recognition and invasion of host cells and in enabling the parasite to escape the human immune response Trypanosoma cruzi