Information on EC 3.2.1.18 - exo-alpha-sialidase and Organism(s) Homo sapiens

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The taxonomic range for the selected organisms is: Homo sapiens

The enzyme appears in selected viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.2.1.18
-
RECOMMENDED NAME
GeneOntology No.
exo-alpha-sialidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hydrolysis of alpha-(2->3)-, alpha-(2->6)-, alpha-(2->8)- glycosidic linkages of terminal sialic acid residues in oligosaccharides, glycoproteins, glycolipids, colominic acid and synthetic substrates
show the reaction diagram
catalytic mechanism, overview
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of O-glycosyl bond
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Other glycan degradation
-
-
Sphingolipid metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
acetylneuraminyl hydrolase
The enzyme does not act on 4-O-acetylated sialic acids. endo-alpha-Sialidase activity is listed as EC 3.2.1.129, endo-alpha-sialidase. See also EC 4.2.2.15 anhydrosialidase.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-67-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
metabolism
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(N-glycolylneuraminic acid)(alpha2,3)Galbeta-p-nitrophenol + H2O
N-glycolylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
(N-glycolylneuraminic acid)(alpha2,6)Galbeta-p-nitrophenol + H2O
N-glycolylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
2'-(4-methyl-umbelliferyl) alpha-D-N-acetylneuraminic acid + H2O
4-methyl-umbelliferol + alpha-D-N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid + H2O
4-methylumbelliferone + N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
2-(3-methoxyphenyl)-N-acetylneuraminic acid + H2O
3-methoxyphenol + N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl alpha-D-N-acetylneuraminic acid + H2O
4-methylumbelliferol + alpha-D-N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl alpha-NeuAc + H2O
4-methylumbelliferone + alpha-neuAc
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid + H2O
4-methylumbelliferol + alpha-D-N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid + H2O
4-methylumbelliferone + alpha-D-N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid + H2O
4-methylumbelliferone + N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
?
5-acetylneuraminic acid-(alpha2,3)Galbeta-4-nitrophenol + H2O
N-acetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
5-acetylneuraminic acid-(alpha2,6)Galbeta-4-nitrophenol + H2O
N-acetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
5-azidoacetylneuraminic acid-(alpha2,3)Galbeta-4-nitrophenol + H2O
N-azidoacetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
5-azidoacetylneuraminic acid-(alpha2,6)Galbeta-4-nitrophenol + H2O
N-azidoacetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
5-fluoroacetylneuraminic acid-(alpha2,3)Galbeta-4-nitrophenol + H2O
N-fluoroacetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
5-fluoroacetylneuraminic acid-(alpha2,6)Galbeta-4-nitrophenol + H2O
N-fluoroacetylneuraminic acid + 4-nitrophenol + ?
show the reaction diagram
-
-
-
-
?
alpha(2-3)sialyl-lactose + H2O
?
show the reaction diagram
-
-
-
-
?
alpha(2-3)sialyllactose + H2O
sialic acid + lactose
show the reaction diagram
-
-
-
-
?
alpha(2-3)sialylparagloboside + H2O
?
show the reaction diagram
-
-
-
-
?
alpha(2-6)-sialyllactose + H2O
sialic acid + lactose
show the reaction diagram
-
-
-
-
?
alpha-acid glycoprotein + H2O
?
show the reaction diagram
-
-
-
-
?
alpha2,3-sialyllactose + H2O
sialic acid + lactose
show the reaction diagram
-
-
-
-
?
bovine gland submaxillary gland mucin + H2O
?
show the reaction diagram
-
-
-
-
?
colominic acid + H2O
?
show the reaction diagram
-
-
-
-
?
fetuin + H2O
?
show the reaction diagram
ganglioside GD1a + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GD1a + H2O
ganglioside GM1 + sialic acid
show the reaction diagram
ganglioside GD1a + H2O
sialic acid + ganglioside GM1
show the reaction diagram
-
-
-
-
?
ganglioside GD1b + H2O
?
show the reaction diagram
ganglioside GD3 + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GM1 + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GM2 + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GM3 + H2O
?
show the reaction diagram
ganglioside GT1 + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GT1b + H2O
?
show the reaction diagram
-
-
-
-
?
lactosyl-ceramide + H2O
?
show the reaction diagram
-
-
-
-
?
monosialoganglioside GM3 + H2O
?
show the reaction diagram
-
-
-
-
?
N-acetylneuraminic acid-alpha-2,3-lactose + H2O
N-acetylneuraminic acid + lactose
show the reaction diagram
-
-
-
-
?
N-acetylneuraminic acid-alpha-2,6-lactose + H2O
N-acetylneuraminic acid + lactose
show the reaction diagram
-
-
-
-
?
N-glycoloylneuraminic acid-alpha-2,3-lactose + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5(4-[(2,4-dinitrophenoxy)methyl]-1H-1,2,3-triazol-1-yl)Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5(azido)Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-(CH2)8COOCH3 + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-CH2(CH3)CH2CH2CH3 + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-CH2Ph + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-butyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-N3 + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac9(2,4-dinitrobenzoyl)N-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac9N-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Ac9N3-alpha-(2->3)-Gal-beta--(1->4)-Glc-beta-n-octyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Acalpha(2->3)Galbeta-4-nitrophenyl + H2O
?
show the reaction diagram
-
-
-
-
?
Neu5Acalpha(2->6)Galbeta4-nitrophenyl + H2O
?
show the reaction diagram
-
-
-
-
?
octyl-ganglioside GM3 + H2O
?
show the reaction diagram
-
-
-
-
?
octyl-lactoside + H2O
?
show the reaction diagram
-
-
-
-
?
orosomucoid + H2O
?
show the reaction diagram
-
-
-
-
?
sialyl-alpha-2,3-lactose + H2O
?
show the reaction diagram
sialyl-alpha-2,6-lactose + H2O
?
show the reaction diagram
sialyloligosaccharides + H2O
?
show the reaction diagram
-
-
-
-
?
transferrin + H2O
?
show the reaction diagram
-
-
-
-
?
vesicular GM3 + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
alpha(2-3)sialyl-lactose + H2O
?
show the reaction diagram
-
-
-
-
?
alpha(2-6)-sialyllactose + H2O
sialic acid + lactose
show the reaction diagram
-
-
-
-
?
fetuin + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GD1a + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GD1a + H2O
ganglioside GM1 + sialic acid
show the reaction diagram
-
i.e. NeuAcalpha(2-3)-Galbeta(1-3)-GalNAcbeta(1-4)-NeuAcalpha(2-3)-Galbeta(1-4)-Glcbeta(1-1)-Cer, isozyme Neu-3, no activity with Neu-1
-
-
?
ganglioside GM1 + H2O
?
show the reaction diagram
-
-
-
-
?
ganglioside GM3 + H2O
?
show the reaction diagram
-
-
-
-
?
lactosyl-ceramide + H2O
?
show the reaction diagram
-
-
-
-
?
monosialoganglioside GM3 + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Br-
-
activates
Ca2+
-
stimulates the activity of the enzyme
Cl-
-
activates up to 1 M
K+
-
slight activation up to 0.01 mM
Mg2+
-
required
Na+
-
slight activation up to 0.01 mM
NO3-
-
activates
S2O42-
-
activates
SO32-
-
activates
SO42-
-
activates
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(acetylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
-
-
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(benzoylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
-
-
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(butyrylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
-
-
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-[(cyclopropylcarbonyl)amino]-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
-
-
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
-
-
1,8-dihydroxyanthracene-9,10-dione
-
-
2,3-dehydro-2-deoxy-N-acetylneuraminic acid
2,6-anhydro-3,5-dideoxy-5-glycolylamido-D-glycero-D-galactonon-2-enonic acid
-
-
2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonic acid
-
-
2,6-anhydro-5-(2-azidoacetamido)-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid
-
-
2,6-anhydro-9-azido-3,5,9-trideoxy-5-(2-hydroxyacetamido)-D-glycero-D-galacto-non-2-enonic acid
-
-
2,6-anhydro-9-azido-5-(2-azidoacetamido)-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
-
-
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
-
-
2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
-
-
2-deoxy-2,3-dehydro-N-acetyl-D-neuraminic acid
-
-
2-deoxy-2,3-dehydro-N-acetylneuraminic acid
-
-
2-deoxy-2,3-didehydro-D-N-acetylneuraminic acid
-
induces morphological changes, showing megakaryocytic differentiation of K-562 cells, with expression of CD41b surface antigen
2-Deoxy-2,3-didehydro-N-acetylneuraminic acid
-
-
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
-
-
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
4,5-diacetamido-2-fluorobenzoate
-
8% inhibition of isoform NEU4 at 1 mM
4,5-diacetamido-2-fluorobenzoic acid
-
23% inhibition of isoform NEU3 at 1 mM; 37% inhibition of isoform NEU2 at 1 mM
4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
-
4-acetamido-5-(2-ethylbutanamido)-2-fluorobenzoic acid
-
23% inhibition of isoform NEU2 at 1 mM; less than 5% inhibition of isoform NEU4 at 1 mM
4-acetamido-5-(2-methylbutanamido)-2-fluorobenzoic acid
-
7% inhibition of isoform NEU2 at 1 mM
4-acetamido-5-(2-naphthamido)-2-fluorobenzoic acid
-
10% inhibition of isoform NEU4 at 1 mM; 33% inhibition of isoform NEU2 at 1 mM; 8% inhibition of isoform NEU3 at 1 mM
4-acetamido-5-(biphenyl-4-ylcarboxamido)-2-fluorobenzoic acid
-
10% inhibition of isoform NEU4 at 1 mM; 60% inhibition of isoform NEU2 at 1 mM; 8% inhibition of isoform NEU3 at 1 mM
4-acetamido-5-benzamido-2-fluorobenzoic acid
-
17% inhibition of isoform NEU2 at 1 mM
4-acetamido-5-cyclohexanecarboxamido-2-fluorobenzoic acid
-
17% inhibition of isoform NEU2 at 1 mM; 6% inhibition of isoform NEU4 at 1 mM
4-acetamido-5-cyclopropanecarboxamido-2-fluorobenzoic acid
-
20% inhibition of isoform NEU2 at 1 mM; less than 5% inhibition of isoform NEU4 at 1 mM
4-acetamido-5-isobutyramido-2-fluorobenzoic acid
-
11% inhibition of isoform NEU4 at 1 mM; 15% inhibition of isoform NEU2 at 1 mM
4-acetamido-5-pentanamido-2-fluorobenzoic acid
-
13% inhibition of isoform NEU3 at 1 mM; 25% inhibition of isoform NEU2 at 1 mM; less than 5% inhibition of isoform NEU4 at 1 mM
4-acetamido-5-pivalamido-2-fluorobenzoic acid
-
less than 5% inhibition of isoform NEU4 at 1 mM
5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
-
-
5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
-
-
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
-
-
5,7-dihydroxy-2-phenyl-4H-chromen-4-one
-
-
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5-(acetylamino)-2,6-anhydro-3,5,9-trideoxy-9-(pentanoylamino)-L-glycero-L-altro-non-2-enonic acid
-
-
5-(acetylamino)-2,6-anhydro-3,5,9-trideoxy-9-[(3-methylbutanoyl)amino]-L-glycero-L-altro-non-2-enonic acid
-
-
5-(acetylamino)-2,6-anhydro-9-[(cyclopentylcarbonyl)amino]-3,5,9-trideoxy-L-glycero-L-altro-non-2-enonic acid
-
-
5-acetamido-2,6-anhydro-3,5-dideoxy-9-O-methyl-D-glycero-D-galacto-non-2-enonic acid
-
-
5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galactonon-2-enonic acid
-
-
5-acetamido-2,6-anhydro-9-azido-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
-
-
5-acetamido-9-aminopropyl-2,6-anhydro-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
-
-
5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
-
-
5-methyl-4-methylidene-2-phenyl-4H-chromene
-
-
6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid
-
-
7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
-
-
9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
-
-
Cd2+
-
-
Co2+
-
-
dihydroisoquinoline derivative
-
-
dithiothreitol
-
-
Fe3+
-
-
K+
-
above 1 mM
Li+
-
9% inhibition at 10 mM
mercaptoethanol
-
-
Mg2+
-
-
Mn2+
-
28% inhibition at 10 mM
myricetin
-
-
N-(4-nitrophenyl)-oxamic acid
-
-
Na+
-
above 1 mM
neuraminic acid
-
-
NH4+
-
-
p-chloromercuribenzoate
-
-
plant extract
-
extracts of Laminaria saccharina, Fucus vesiculosus, Achillea millefolium, Allium cepa and Hypericum perforatum decrease activity. Extracts of pollen and garlic powder (Allium sativum) produce maximum inhibitory effect, 2fold inhibition after preoral administration
-
zanamivir
-
-
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
octyl glucoside
-
highest activation (1.3-2.2fold) at 0.08% w/v concentration
protective protein/cathepsin A
-
because of its association with protective protein/cathepsin A, which acts as a molecular chaperone, NEU1 is transported to the lysosomal compartment, catalytically activated, and stabilized
-
sodium deoxycholate
-
highest activation (1.1-1.8.5fold) at 0.03% w/v concentration
Triton X-100
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.078
2'-(4-methylumbelliferyl) alpha-D-N-acetylneuraminic acid
-
in 50 mM Tris-HCl pH7.5, at 25°C
1.1
2-(3-methoxyphenyl)-N-acetylneuraminic acid
-
-
0.018 - 0.14
4-methylumbelliferyl alpha-D-N-acetylneuraminic acid
0.44
4-methylumbelliferyl alpha-NeuAc
-
37°C, pH 5.6 or 7.0
0.09 - 0.14
4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid
0.31
alpha(2-3)sialyllactose
-
37°C, pH 5.6 or 7.0
0.28 - 0.43
alpha(2-3)sialylparagloboside
0.36 - 6.7
fetuin
-
0.14 - 0.91
ganglioside GD1a
0.51 - 0.59
ganglioside GD1b
0.24 - 0.4
ganglioside GM3
0.38 - 0.62
ganglioside GT1b
0.11 - 0.25
GD1a
0.1
GD1b
-
-
0.04
GM2
-
-
0.15
GM3
-
-
0.09
GT1
-
-
7.9
N-acetylneuraminic acid-alpha-2,3-lactose
-
-
5.6
N-acetylneuraminic acid-alpha-2,6-lactose
-
-
3
N-Acetylneuraminyllactose
-
-
4.8
N-glycoloylneuraminic acid-alpha-2,3-lactose
-
-
1.67
sialyl-alpha-2,3-lactose
-
-
1.81
sialyl-alpha-2,6-lactose
-
-
2.39
transferrin
-
-
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8 - 51
4-methylumbelliferyl alpha-D-N-acetylneuraminic acid
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.058
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(acetylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
Homo sapiens;
-
-
0.013
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(benzoylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
Homo sapiens;
-
-
0.032
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-(butyrylamino)-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
Homo sapiens;
-
-
0.68
(2R,3R,4S)-3-(acetylamino)-2-[(1S,2S)-3-[(cyclopropylcarbonyl)amino]-1,2-dihydroxypropyl]-4-hydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
Homo sapiens;
-
-
0.76
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
1
1,8-dihydroxyanthracene-9,10-dione
Homo sapiens;
-
IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.034
2,6-anhydro-3,5-dideoxy-5-glycolylamido-D-glycero-D-galactonon-2-enonic acid
Homo sapiens;
-
pH 5.5, 37°C
2.1
2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonic acid
Homo sapiens;
-
pH 5.5, 37°C
0.0083
2,6-anhydro-5-(2-azidoacetamido)-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid
Homo sapiens;
-
pH 5.5, 37°C
0.15 - 0.19
2,6-anhydro-9-azido-3,5,9-trideoxy-5-(2-hydroxyacetamido)-D-glycero-D-galacto-non-2-enonic acid
0.013
2,6-anhydro-9-azido-5-(2-azidoacetamido)-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
Homo sapiens;
-
with Neu5Acalpha(2->3)Galbeta-4-nitrophenyl as substrate, at pH 5.0 and 37°C; with Neu5Acalpha(2->6)Galbeta4-nitrophenyl as substrate, at pH 5.0 and 37°C
0.13 - 0.16
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
1
2-(3,4-dihydroxyphenyl)-4H-chromene-3,5,7-triol
Homo sapiens;
-
IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.018 - 0.143
2-deoxy-2,3-dehydro-N-acetylneuraminic acid
0.13
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.23
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.13
4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.552 - 5
4-acetamido-5-(biphenyl-4-ylcarboxamido)-2-fluorobenzoic acid
0.055
5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.13
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.07
5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.57
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
1
5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.89
5,7-dihydroxy-2-phenyl-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.38
5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.01
5-(acetylamino)-2,6-anhydro-3,5,9-trideoxy-9-(pentanoylamino)-L-glycero-L-altro-non-2-enonic acid
Homo sapiens;
-
-
0.565
5-(acetylamino)-2,6-anhydro-3,5,9-trideoxy-9-[(3-methylbutanoyl)amino]-L-glycero-L-altro-non-2-enonic acid
Homo sapiens;
-
-
0.135
5-(acetylamino)-2,6-anhydro-9-[(cyclopentylcarbonyl)amino]-3,5,9-trideoxy-L-glycero-L-altro-non-2-enonic acid
Homo sapiens;
-
-
0.041 - 1.1
5-acetamido-2,6-anhydro-3,5-dideoxy-9-O-methyl-D-glycero-D-galacto-non-2-enonic acid
0.018
5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galactonon-2-enonic acid
Homo sapiens;
-
pH 5.5, 37°C
0.031 - 0.043
5-acetamido-2,6-anhydro-9-azido-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
2.4 - 10
5-acetamido-9-aminopropyl-2,6-anhydro-3,5,9-trideoxy-D-glycero-D-galacto-non-2-enonic acid
1
5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.89 - 1
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
1
5-methyl-4-methylidene-2-phenyl-4H-chromene
Homo sapiens;
-
IC50 above 1.0 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.1
6-chloro-9,10-dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid
Homo sapiens;
-
IC50 above 0.1 mM, in 50 mM Tris-HCl pH 7.5, at 25°C
0.47
7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.8
9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.15
myricetin
Homo sapiens;
-
in 50 mM Tris-HCl pH 7.5, at 25°C
0.0053
zanamivir
Homo sapiens;
-
pH 5.5, 37°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0005
-
leukocytes
0.0024
-
liver
0.04
-
-
additional information
-
quantification by RT-PCR
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 4.5
-
-
4 - 5
-
-
4.1
-
ganglioside mixture as substrate
4.2 - 4.6
-
-
4.4
-
sialyllactose as substrate
10
-
assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3 - 5.8
-
-
3.5 - 5
-
pH 3.5: about 30% of maximal activity, pH 5.0: about 60% of maximal activity
4.5 - 6.5
-
activity range, almost inactive at pH 4.0 and pH 7.0
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
assay at
37.5
-
-
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
aortic smooth muscle
Manually annotated by BRENDA team
-
low expression of Neu-2 and Neu-3
Manually annotated by BRENDA team
-
low amount of Neu-1
Manually annotated by BRENDA team
-
aortic smooth muscle
Manually annotated by BRENDA team
-
CD4+ T-cells,low expression of Neu-2
Manually annotated by BRENDA team
additional information
-
tissue distribution of the 3 isozymes, Neu-1 is ubiquitously expressed at higher level, except for neutrophils
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
-
intracellular distribution, enzyme contains a signal for internalization in form of a C-terminal tetrapeptide Y412GTL415, Y412 and L415 are essential for endocytosis of the enzyme, mechanism, targeting from lysosomal membrane to endosomes via clathrin-coated pits, enzyme pattern in AP3-deficient cells
-
Manually annotated by BRENDA team
PDB
SCOP
CATH
UNIPROT
ORGANISM
Homo sapiens;
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42000
-
-
46000
-
x * 46000, SDS-PAGE
48252
-
x * 48252, calculated from sequence
70000
-
analytical gel electrophoresis
200000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
-
SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
hanging drop method, high resolution X-ray structures of human sialidase Neu2, in its apo form and in complex with the inhibitor 2-deoxy-2,3-dehydro-N-acetylneuraminic acid. The structure shows the canonical six-blade beta-propeller observed in viral and bacterial sialidases with its active site in a shallow crevice. In the complex structure, the inhibitor lies in the catalytic crevice surrounded by ten amino acids
-
modeling of three-dimensional structures of NEU1, NEU3 and NEU4 based on the crystal structure of NEU2 using a homology modeling program; modeling of three-dimensional structures of NEU3 based on the crystal structure of NEU2 using a homology modeling program; modeling of three-dimensional structures of NEU4 based on the crystal structure of NEU2 using a homology modeling program
-
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
-
24 h, 50% loss of activity
45
-
5 min, 60% loss in activity
50
-
30 min, complete inactivation
52
-
inactivated
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
labile towards freezing and thrawing
-
stable to freezing
-
the enzyme is unstable upon freezing at -20°C, 50% loss of activity after one cycle of freezing-thawing
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, one week, 20% loss in activity
-
-20°C, pellet no loss in activity up to a month
-
-70°C, after 48 h inactivated
-
-80°C, stable for 1 year
-
-80°C, storage of liver over a year, no loss in activity
-
4°C, 24 h, 30 to 40% loss in activity
-
4°C, 50% loss of activity after 24 h
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
glutathione-Sepharose 4B column chromatography
-
recombinant
-
recombinant enzyme
-
recombinant His-tagged protein
-
recombinant wild-type and mutant enzymes as MBP-fusion proteins from Escherichia coli strain TB1 by amylose affinity chromatography, the tag is cleaved off by Factor Xa
-
SP Sepharose column chromatography, His-Trap HP column chromatography, and Superdex 200 gel filtration
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
adenoviral-mediated gene transfer is used to overexpress hNeu3 in the livers of male mice. hepatic Neu3 overexpression improves insulin sensitivity and glucose tolerance through modification of ganglioside composition and peroxisome proliferator-activated receptor gamma signaling
-
expressed as GST-fusion protein in Escherichia coli BL21(DE3) cells
-
expressed in Escherichia coli strain JM109
-
expressed in Sf9 insect cells
-
expressed in SK-N-BE neuroblastoma cells
-
expression in COS-7 cells
-
expression in Escherichia coli
-
gene neu-1 located in the major histocompatibility complex locus, expression of wild-type and mutant in COS-7 cells
-
isozyme NEU2, DNA and amino acid sequence determination and analysis, overexpression as soluble active enzyme in Escherichia coli
-
isozymes Neu-1 and Neu-3, DNA sequence determination and analysis, expression of the enzymes in COS-7 cells, stably in JURKAT cells, and as His-tagged proteins in Spodoptera frugiperda Sf9 insect cells
-
overexpression in mouse aortic vascular smooth muscle cells. Overexpression of this gene has no effect on DNA synthesis and ERK phosphorylation in cultured vascular smooth muscle cells in the presence of TNF-alpha. The expression of the Neu3 gene leads to the inhibition of TNF-alpha induced matrix metalloproteinase-9 (MMP-9) expression in vascular smooth muscle cells. Neu3 gene expression strongly decreases MMP-9 promoter activity in response to TNF-alpha
-
recombinant expression of wild-type and mutant A160G, E51S, H277F, R48N, R48S, M87G, D50S, and Y370F enzymes as MBP-fusion proteins in Escherichia coli strain TB1
-
transfection in COS7 cells
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
A160G
-
site-directed mutagenesis, the mutant shows slightly reduced activity compared to the wild-type enzyme
A160G/M87G/I105G
-
site-directed mutagenesis, inactive mutant
D234N
-
the mutation results in significantly lower levels of sialidase activity (25%) compared to the wild type and is associated with sialosis
D46A
-
inactive
D50S
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
E113A
-
site-directed mutagenesis, inactive mutant
E218A
-
inactive
E218Q
-
inactive
E225S
-
site-directed mutagenesis, almost inactive mutant
E51D
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
E51S
-
site-directed mutagenesis, the mutant shows increased activity compared to the wild-type enzyme
G162A
-
site-directed mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme
G413A
-
site-directed mutagenesis, activity and localization in the cell similar to the wild-type enzyme
G419STOP
-
site-directed mutagenesis, the C-terminal 10-residue truncation leads to an increase in activity compared to the wild-type enzyme
H277F
-
site-directed mutagenesis, the mutant shows increased activity compared to the wild-type enzyme
I105G
-
site-directed mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme
I407STOP
-
site-directed mutagenesis, almost inactive mutant
K45A
-
the mutant shows about 3fold increased activity towards 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid compared to the wild type
L408STOP
-
site-directed mutagenesis, the large deletion leads to inactivation of the mutant
L415A
-
site-directed mutagenesis, 30-50% reduced activity compared to the wild-type enzyme, no internalization due to impaired endocytosis, location in the plasma membrane and the cytosol
M87G
-
site-directed mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme
M87G/I105G
-
site-directed mutagenesis, inactive mutant
N88D
-
site-directed mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme
Q112A
-
the mutant shows nearly 4fold increased activity towards 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid compared to the wild type
Q270A
-
the mutant shows about 4fold increased activity towards 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid compared to the wild type
Q270E
-
the mutant shows about wild type activity
R114A
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
R114Q
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
R245A
-
site-directed mutagenesis, inactive mutant
R25H
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
R340A
-
site-directed mutagenesis, almost inactive mutant
R45V
-
site-directed mutagenesis, inactive mutant
T403STOP
-
site-directed mutagenesis, inactive mutant
V107M
-
site-directed mutagenesis, the mutant shows highly reduced activity compared to the wild-type enzyme
V217A
-
the mutation results in significantly lower levels of sialidase activity (44%) compared to the wild type and is associated with sialosis
V217M/G243R
-
the mutation is associated with sialidosis type I phenotype
Y179F
-
site-directed mutagenesis, inactive mutant
Y181F
-
site-directed mutagenesis, inactive mutant
Y370C
-
site-directed mutagenesis, the mutant shows reduced activity compared to the wild-type enzyme
Y412A
-
site-directed mutagenesis, 55-70% reduced activity compared to the wild-type enzyme, no internalization due to impaired endocytosis, location in the plasma membrane and the cytosol
additional information
-
mutations of residues expected to interact directly with the sialic acid N5-acetyl (A160, M87, I105) and C7-C9 glycerol side-chain (E113, Y179, Y181) reduce enzymatic activity. Truncations at the N- or C-terminus of more than 10 residues abolish enzyme activity
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine