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Literature summary extracted from

  • Arioka, S.; Sakagami, M.; Uematsu, R.; Yamaguchi, H.; Togame, H.; Takemoto, H.; Hinou, H.; Nishimura, S.
    Potent inhibitor scaffold against Trypanosoma cruzi trans-sialidase (2010), Bioorg. Med. Chem., 18, 1633-1640.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.2.1.18 expressed in Escherichia coli strain JM109 Homo sapiens
3.2.1.18 expressed in Escherichia coli strain JM109 Trypanosoma cruzi

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.2.1.18 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
-
 Homo sapiens
3.2.1.18 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
-
 Trypanosoma cruzi
3.2.1.18 1,8-dihydroxyanthracene-9,10-dione
-
 Homo sapiens
3.2.1.18 1,8-dihydroxyanthracene-9,10-dione
-
 Trypanosoma cruzi
3.2.1.18 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
-
 Homo sapiens
3.2.1.18 2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
-
 Trypanosoma cruzi
3.2.1.18 2-deoxy-2,3-dehydro-N-acetyl-D-neuraminic acid
-
 Homo sapiens
3.2.1.18 2-deoxy-2,3-dehydro-N-acetyl-D-neuraminic acid
-
 Trypanosoma cruzi
3.2.1.18 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
 Homo sapiens
3.2.1.18 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
 Trypanosoma cruzi
3.2.1.18 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 5-methyl-4-methylidene-2-phenyl-4H-chromene
-
 Homo sapiens
3.2.1.18 5-methyl-4-methylidene-2-phenyl-4H-chromene
-
 Trypanosoma cruzi
3.2.1.18 6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid
-
 Homo sapiens
3.2.1.18 6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid strong inhibitor Trypanosoma cruzi
3.2.1.18 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Homo sapiens
3.2.1.18 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
 Trypanosoma cruzi
3.2.1.18 9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
 Homo sapiens
3.2.1.18 9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
 Trypanosoma cruzi
3.2.1.18 myricetin
-
 Homo sapiens
3.2.1.18 myricetin
-
 Trypanosoma cruzi

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.2.1.18 0.078
-
 2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid in 50 mM Tris-HCl pH7.5, at 25°C Homo sapiens
3.2.1.18 0.078
-
 2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid in 50 mM Tris-HCl pH7.5, at 25°C Trypanosoma cruzi

Organism

EC Number Organism UniProt Comment Textmining
3.2.1.18 Homo sapiens
-
-
-
3.2.1.18 Trypanosoma cruzi
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
3.2.1.18 SP Sepharose column chromatography, His-Trap HP column chromatography, and Superdex 200 gel filtration Homo sapiens
3.2.1.18 SP Sepharose column chromatography, His-Trap HP column chromatography, and Superdex 200 gel filtration Trypanosoma cruzi

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.2.1.18 2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid + H2O
-
 Homo sapiens 4-methylumbelliferone + N-acetylneuraminic acid
-
 ?
3.2.1.18 2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid + H2O
-
 Trypanosoma cruzi 4-methylumbelliferone + N-acetylneuraminic acid
-
 ?
3.2.1.18 alpha(2-6)-sialyllactose + H2O
-
 Homo sapiens sialic acid + lactose
-
 ?
3.2.1.18 alpha(2-6)-sialyllactose + H2O
-
 Trypanosoma cruzi sialic acid + lactose
-
 ?
3.2.1.18 additional information trans-sialidase preferentially transfers sialic acid from sialyl-glycoconjugates to the terminal beta-galactosyl residues in acceptor molecules Trypanosoma cruzi ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.2.1.18 NEU2
-
 Homo sapiens
3.2.1.18 neuraminidase 2
-
 Homo sapiens
3.2.1.18 trans-sialidase
-
 Trypanosoma cruzi

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.2.1.18 0.00089
-
 6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylate in 50 mMTris-HCl pH7.5, at 25°C Trypanosoma cruzi

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.2.1.18 0.00058
-
 in 50 mM Tris-HCl pH7.5, at 25°C Trypanosoma cruzi 6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylate
3.2.1.18 0.014
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
3.2.1.18 0.017
-
 in 50 mM Tris-HCl pH7.5, at 25°C Trypanosoma cruzi myricetin
3.2.1.18 0.022
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
3.2.1.18 0.039
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.05
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.055
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.058
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
3.2.1.18 0.07
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.078
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.1
-
 IC50 above 0.1 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid
3.2.1.18 0.1
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
3.2.1.18 0.11
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.11
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
3.2.1.18 0.13
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
3.2.1.18 0.13
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
3.2.1.18 0.13
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.13
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
3.2.1.18 0.14
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
3.2.1.18 0.15
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens myricetin
3.2.1.18 0.16
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
3.2.1.18 0.23
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.23
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.34
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
3.2.1.18 0.36
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.38
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.43
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
3.2.1.18 0.47
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.57
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 0.71
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 1,8-dihydroxyanthracene-9,10-dione
3.2.1.18 0.76
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
3.2.1.18 0.8
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
3.2.1.18 0.89
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
3.2.1.18 0.89
-
 in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 5-methyl-4-methylidene-2-phenyl-4H-chromene
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Trypanosoma cruzi 5-methyl-4-methylidene-2-phenyl-4H-chromene
3.2.1.18 1
-
 IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C Homo sapiens 1,8-dihydroxyanthracene-9,10-dione