Information on EC 3.2.1.50 - alpha-N-acetylglucosaminidase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
3.2.1.50
-
RECOMMENDED NAME
GeneOntology No.
alpha-N-acetylglucosaminidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hydrolysis of terminal non-reducing N-acetyl-D-glucosamine residues in N-acetyl-alpha-D-glucosaminides
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of N-glycosyl bond
hydrolysis of O-glycosyl bond
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Glycosaminoglycan degradation
-
-
Metabolic pathways
-
-
SYSTEMATIC NAME
IUBMB Comments
alpha-N-acetyl-D-glucosaminide N-acetylglucosaminohydrolase
Hydrolyses UDP-N-acetylglucosamine.
CAS REGISTRY NUMBER
COMMENTARY hide
37288-40-7
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
member of glycosyl hydrolase family 89
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
no acitvity in Phlebotomus papatasi
desert and oasis flies studied, male and female, Neot Hakikar (oasis), Jordan Valley spring (wet), Kfar Adumim starved (arid), Jordan Valley autumn (arid)
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-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
-
a large homozygous intragenic deletion in the alpha-N-acetylglucosaminidase gene, causing enzyme deficiency, is involved in the autosomal recessive disease Sanfilippo type B syndrome, i.e. mucopolysaccharidosis IIIB, in an affected child of consanguineous parents
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
(GlcNAcalpha(1-4))n + H2O
(GlcNAcalpha(1-4))n-1 + 2-(acetylamino)-2-deoxy-beta-D-glucopyranose
show the reaction diagram
2,4-dinitrophenyl-alpha-N-acetyl-D-glucosaminide + H2O
2,4-dinitrophenol + N-acetyl-alpha-D-glucose
show the reaction diagram
Q0TST1
25°C
-
-
?
4-methylumbelliferyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside + H2O
?
show the reaction diagram
-
-
-
?
4-methylumbelliferyl-2-acetamide-2-deoxy-alpha-D-glucopyranoside + H2O
4-methylumbelliferol + 2-acetamide-2-deoxy-alpha-D-glucopyranose
show the reaction diagram
-
-
-
-
?
4-nitrophenyl-alpha-N-acetyl-D-glucosaminide + H2O
4-nitrophenol + N-acetyl-alpha-D-glucose
show the reaction diagram
Q0TST1
25°C
-
-
?
4-nitrophenyl-N-acetyl-alpha-D-glucosaminide + H2O
N-acetyl-alpha-D-glucosamine + 4-nitrophenol
show the reaction diagram
cell surface mucin + H2O
N-acetyl-alpha-D-glucosamine + ?
show the reaction diagram
chitobiose + H2O
?
show the reaction diagram
-
-
-
?
chitotetraose + H2O
?
show the reaction diagram
-
-
-
?
heparan sulfate + H2O
N-acetyl-alpha-D-glucosamine
show the reaction diagram
heparan sulfate + H2O
N-acetyl-alpha-D-glucosamine + ?
show the reaction diagram
-
-
-
-
?
heparin + H2O
N-acetyl-alpha-D-glucosamine
show the reaction diagram
-
-
-
-
methylumbelliferyl-N-acetyl-alpha-D-glucosaminide + H2O
methylumbelliferone + N-acetyl-alpha-D-glucosamine
show the reaction diagram
methylumbelliferyl-N-acetylglucosamine + H2O
methylumbelliferone + N-acetylglucosamine
show the reaction diagram
-
-
-
?
methylumbelliferyl-N-acetylglucosamine-6-sulfate + H2O
methylumbelliferone + N-acetylglucosamine-6-sulfate
show the reaction diagram
-
-
-
?
N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal + H2O
N-acetyl-alpha-D-glucosamine + 1-methoxyphenyl-Gal
show the reaction diagram
O-(alpha-acetamido-2-deoxy-D-glucopyranosyl)-(1-3)-[L-6,3H]idoronic acid + H2O
?
show the reaction diagram
-
-
-
?
o-nitrophenyl-N-acetyl-alpha-D-glucosaminide + H2O
o-nitrophenol + N-acetyl-alpha-D-glucosamine
show the reaction diagram
p-nitrophenyl-1-thio-N-acetylglucosamine + H2O
?
show the reaction diagram
-
-
-
?
p-nitrophenyl-N-acetyl-alpha-D-glucosaminide + H2O
p-nitrophenol + N-acetyl-alpha-D-glucosamine
show the reaction diagram
phenyl-N-acetyl-alpha-D-glucosaminide + H2O
phenol + N-acetyl-alpha-D-glucosamine
show the reaction diagram
porcine gastric mucin + H2O
N-acetyl-alpha-D-glucosamine + ?
show the reaction diagram
UDP-N-acetyl-alpha-D-glucosamine + H2O
uridine-5'-diphosphate + N-acetyl-alpha-D-glucosamine
show the reaction diagram
uridine-5'-diphospho-N-acetyl-alpha-D-glucosamine
uridine-5'-diphosphate + N-acetyl-alpha-D-glucosamine
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
(GlcNAcalpha(1-4))n + H2O
(GlcNAcalpha(1-4))n-1 + 2-(acetylamino)-2-deoxy-beta-D-glucopyranose
show the reaction diagram
UDP-N-acetyl-alpha-D-glucosamine + H2O
uridine-5'-diphosphate + N-acetyl-alpha-D-glucosamine
show the reaction diagram
-
-
-
?
additional information
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe3+
-
76% inhibition by 1 mM ferric chloride
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-thio-beta-D-N-acetylglucosamine
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competitive
2-acetamido-1,2-dideoxynojirimycin
6-acetamido-6-deoxycastanospermine
colombin
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active component of antivenom preparation from Aristolodia albida, competitive
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dermatan sulfate
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competitive inhibition at 1 mM with p-nitrophenyl-alpha-N-acetylglucosaminide and UDP-N-acetylglucosamine as substrates
Hg2+
-
noncompetitive
iodoacetate
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complete inhibition at 2.5 mM
mouse anti-serum
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raised in BALB/c mice, complete inhibition at pH 7.5
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N-acetylglucosamine
N-acetylglucosaminolactone
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competitive inhibition
N-acetylmannosamine
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competitive inhibition
O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate
Q0TST1
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p-chloromercuribenzoate
-
complete inhibition at 0.005 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
bovine serum albumin
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.74
2,4-dinitrophenyl-alpha-N-acetyl-D-glucosaminide
Q0TST1
pH 7.3
1.07 - 5.34
4-methylumbelliferyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside
1.1
4-nitrophenyl-alpha-N-acetyl-D-glucosaminide
Q0TST1
pH 7.3
4.3 - 7.8
4-nitrophenyl-N-acetyl-alpha-D-glucosaminide
0.00065
chitobiose
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-
0.003
chitotetraose
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-
0.0008
chitotriose
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-
0.13 - 0.22
methylumbelliferyl-N-acetyl-alpha-D-glucosaminide
0.001
methylumbelliferyl-N-acetylglucosamine
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-
0.0035
methylumbelliferyl-N-acetylglucosamine-6-sulfate
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-
0.2 - 0.28
N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal
0.0166
O-(alpha-acetamido-2-deoxy-D-glucopyranosyl)-(1-3)-[L-6,3H]idoronic acid
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pH 4.5, 37°C, with bovine serum albumin
0.043 - 0.61
o-nitrophenyl-alpha-N-acetylglucosaminide
0.00055
p-nitrophenyl-1-thio-N-acetylglucosamine
-
-
0.13 - 0.3
p-nitrophenyl-alpha-N-acetylglucosaminide
0.12 - 1.6
phenyl-alpha-N-acetylglucosaminide
0.39
UDP-N-acetylglucosamine
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0.58 in the presence of 0.025% bovine serum albumin
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8.5
2,4-dinitrophenyl-alpha-N-acetyl-D-glucosaminide
Clostridium perfringens
Q0TST1
pH 7.3
0.26
4-nitrophenyl N-acetyl-alpha-D-glucosaminopyranoside
Clostridium perfringens
Q0TST1
pH 7.3
0.69 - 0.74
4-nitrophenyl-N-acetyl-alpha-D-glucosaminide
1.24 - 6.19
N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.095 - 0.16
4-nitrophenyl-N-acetyl-alpha-D-glucosaminide
19531
6.2 - 22.1
N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal
19532
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.25
1-thio-beta-D-N-acetylglucosamine
-
-
0.000036
2-acetamido-1,2-dideoxynojirimycin
Q0TST1
-
0.000092
6-acetamido-6-deoxycastanospermine
Q0TST1
-
0.6
colombin
-
-
-
0.55
Hg2+
-
-
8
N-acetylglucosamine
-
-
0.0062
O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate
Q0TST1
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0
-
mutant with genotype R234C/G304V; mutant with genotype R533X/R533X; mutant with genotype W147X/W147X
0.000009
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methylumbelliferyl-N-acetyl-alpha-D-glucosaminide as substrate
0.00012
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phenyl-N-acetyl-alpha-D-glucosaminide as substrate
0.00015 - 0.0003
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homogenates of various organes
0.00117
-
mutant with genotype R643C/R533X
0.0012
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in lysosomes
0.0017
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mutant with genotype R234C/R234C
0.0025
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mutant with genotype R234C/R234C
0.0027
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mutant with genotype R234C/M1K
0.003
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mutant with genotype R565W/R565W
0.00317
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mutant with genotype R565W/R565W
0.0075
-
purified enzyme
0.027
-
partially purified enzyme
0.1
C-terminal deletion mutant, substrate 4-nitrophenyl-N-acetyl-alpha-D-glucosaminide, pH 7.4, 37°C; wild-type, substrate 4-nitrophenyl-N-acetyl-alpha-D-glucosaminide, pH 7.4, 37°C
0.115 - 1.2
-
purified enzyme, p-nitrophenyl-N-acetyl-alpha-D-glucosaminide as substrate
0.2
wild-type, substrate N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal, pH 7.4, 37°C
0.58
-
purified enzyme, methylumbelliferyl-N-acetyl-alpha-D-glucosaminide as substrate
1.057
-
-
1.35
-
purified enzyme
2.82
C-terminal deletion mutant, substrate N-acetyl-alpha-D-Gluc-1,4-(1-methoxyphenyl)Gal, pH 7.4, 37°C
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
-
methylumbelliferyl-N-acetyl-alpha-D-glucosaminide
4.2
-
UDP-N-acetylglucosamine
5.5
-
hydrolysis of methylumbelliferyl-N-acetylglucosamine
5.7
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sucrose-stabilized pH-gradient, after treatment with neuraminidase
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3.5 - 6.5
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-
4.3 - 6.5
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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of cells CHO cells stable transfected
Manually annotated by BRENDA team
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from day 1-15 of oviposition
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
PDB
SCOP
CATH
ORGANISM
UNIPROT
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain 13 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
Clostridium perfringens (strain ATCC 13124 / DSM 756 / JCM 1290 / NCIMB 6125 / NCTC 8237 / Type A)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
51000
-
2 * 51000, SDS-PAGE
64500
-
form II after gel filtration or disc electrophoresis
79000
-
x * 79000, two isoforms of recombinant enzyme with MW of 89000 Da and 79000 Da differ in their glycosylation pattern, SDS-PAGE
80000
-
SDS-PAGE
81000
-
alpha, beta, 1 * 86500 + 1 * 81000, SDS-PAGE
83000
-
SDS-PAGE
86000
-
SDS-PAGE after reduction and alkylation of native enzyme
86500
-
alpha, beta, 1 * 86500 + 1 * 81000, SDS-PAGE
89000
-
x * 89000, two isoforms of recombinant enzyme with MW of 89000 Da and 79000 Da differ in their glycosylation pattern, SDS-PAGE
90000 - 180000
-
monomer of 90000 and dimer of 180000 in the ratio 1:2, gel filtration
90000
-
2 * 90000, monomer of 90000 and dimer in a ratio 1:2, gel filtration
102000
-
gel filtration
120000
x * 220000, wild-type, x * 120000, C-terminal deletion mutant, SDS-PAGE
127500
-
form I after gel filtration or disc electrophoresis
217000
-
-
220000
x * 220000, wild-type, x * 120000, C-terminal deletion mutant, SDS-PAGE
240000
-
native enzyme, sucrose density gradient centrifugation
300000 - 307000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
multimer
-
-
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
phosphoprotein
-
the specific phosphorylation of recombinant enzyme secreted from transfected CHO cells is significantly lower when compared with a control lysosomal enzyme
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3 - 8
-
stable at 0°C and 23°C for 8 h
208690
4.6 - 8.1
-
-
208693
5 - 10.5
-
rapid loss of activity above and below
208684
5
-
not stable below 4°C
208687
6.5 - 8.5
-
-
208688
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0 - 50
-
stable at 0°C and 23°C for 24 h, at 37°C loss of 45%, at 50°C loss of 85% of activity
50 - 70
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in citrate buffer, pH 6.0, no inactivation by 50°C heating, 90% inactivation at 70°C for 30 min
50
3 h, phosphate-buffered slaine, 80% residual activity
50 - 70
70
-
10 min, complete inactivation
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
entire inactivation by gel electrophoresis in the presence of sodium dodecylsulfate
-
no proteolysis with pronase, bromelain and trypsin, 15% loss of activity after 30 min incubation with papain
-
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
oxidation by periodate causes loss of 28% of activity after treatment with 10 mM at 4°C for 240 min
-
208681
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 0.9% NaCl, cultivated cells centrifuged at 1500 * g, 2 weeks, no loss of activity
-
37°C, 4 days, no loss of activity, but complete dissociation of form I into form II
-
4°C, 10 mM sodium phosphate buffer, pH 7.2, 150 mM NaCl, 1 year, no significant loss of activity
-
4°C, pH 6, crude enzyme, several months, no loss of activity
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
partial
-
recombinant enzyme
-
recombinant protein
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination of Sanfilippo type B syndrome patients
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expressed in Chinese hamster ovary cells
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expression in CHO-K1 cells
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expression in Escherichia coli
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expression of active alpha-N-acetylglucosaminidase/TAT chimerae in cultured Spodoptera frugiperda cells, establishment of an expression method for optimization of scale-up
-
NAGLU-encoding gene, located on chromosome 17q21.1, DNA and amino acid sequence determination and analysis, genotyping
-
R297X and F48L mutant alleles are engineered into the wild-type alpha-N-acetylglucosaminidase and expressed in Chinese hamster ovary cells. Wild-type enzyme and F48L mutant alleles are retrovirally expressed in mucopolysaccharidosis type IIIB skin fibroblasts
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
E601A
Q0TST1
mutation in the active site, lack of enzymatic activity
mutagenesis of Glu-483
Q0TST1
mutation in the active site, less enzymatic activity
G304V
-
decrease in enzymatic activity
M1K
-
decrease in enzymatic activity
R234C
-
decrease in enzymatic activity
R533X
-
no enzymatic activity
R565P
-
naturally occurring mutation, five patients with the homozygous mutation in the alpha-N-acetylglucosaminidase gene from the Okinawa islands in Japan show the Sanfilippo type B syndrome, heterozygotes show no phenotype
R565W
-
decrease in enzymatic activity
R643C
-
decrease in enzymatic activity
S522P
-
decrease in enzymatic activity
W147X
-
no enzymatic activity
W168X
-
decrease in enzymatic activity
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine