Information on EC 3.1.6.14 - N-acetylglucosamine-6-sulfatase

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

EC NUMBER
COMMENTARY hide
3.1.6.14
-
RECOMMENDED NAME
GeneOntology No.
N-acetylglucosamine-6-sulfatase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hydrolysis of the 6-sulfate groups of the N-acetyl-D-glucosamine 6-sulfate units of heparan sulfate and keratan sulfate
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of sulfuric ester
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Glycosaminoglycan degradation
-
-
Metabolic pathways
-
-
SYSTEMATIC NAME
IUBMB Comments
N-acetyl-D-glucosamine-6-sulfate 6-sulfohydrolase
May be identical with EC 3.1.6.11 disulfoglucosamine-6-sulfatase.
CAS REGISTRY NUMBER
COMMENTARY hide
60320-99-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
Nubian goat, caprine
-
-
Manually annotated by BRENDA team
strain RS2
-
-
Manually annotated by BRENDA team
strain RS2
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Tagelus gibbus
mollusc
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-methylumbelliferyl N-acetyl-beta-D-glucosamine 6-sulfate + H2O
4-methylumbelliferyl N-acetyl-beta-D-glucosamine + sulfate
show the reaction diagram
-
-
-
-
?
4-methylumbelliferyl sulfate + H2O
4-methylumbelliferone + sulfate
show the reaction diagram
-
fluorogenic substrate
-
-
?
alpha-D-glucosamine N2,O6-bissulfate + H2O
?
show the reaction diagram
-
-
-
-
?
beta-D-GlcNAc6S-(1->4)-beta-D-GlcA-(1->4)-2,5-anhydro-D-mannitol + H2O
beta-D-GlcNAc-(1->4)-beta-D-GlcA-(1->4)-2,5-anhydro-D-mannitol + sulfate
show the reaction diagram
-
-
-
-
?
glucose 6-sulfate + H2O
glucose + sulfate
show the reaction diagram
N-acetyl galactosamine 6-sulfate + H2O
N-acetyl galactosamine + sulfate
show the reaction diagram
-
very low activity in cultured skin fibroblasts
-
-
?
N-acetyl-D-glucosamine 6-sulfate + H2O
N-acetyl-D-glucosamine + sulfate
show the reaction diagram
N-acetyl-D-glucosamine 6-sulfate units + H2O
N-acetyl-D-glucosamine units + sulfate
show the reaction diagram
O-(alpha-2-sulfamino glucosamine 6-sulfate)-(1-4)-L-idonic acid + H2O
O-(alpha-2-sulfamino glucosamine)-(1-4)-L-idose + sulfate
show the reaction diagram
O-(alpha-glucosamine 6-sulfate)-(1-3)-L-idonic acid + H2O
O-(alpha-glucosamine)-(1-3)-L-idonic acid + sulfate
show the reaction diagram
O-(alpha-glucosamine 6-sulfate)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate + H2O
O-(alpha-glucosamine)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate + sulfate
show the reaction diagram
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-3)-L-idonic acid + H2O
O-(alpha-N-acetyl glucosamine)-(1-3)-L-idonic acid + sulfate
show the reaction diagram
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-4)-L-idose-2-sulfate + H2O
O-(alpha-N-acetyl glucosamine)-(1-4)-L-idose-2-sulfate + sulfate
show the reaction diagram
-
same activity in cultured skin fibroblasts compared to monosaccharides
-
-
?
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-4)-L-iduronic acid-2-sulfate-(1-4)-2,5-anhydro-D-mannitol-6-sulfate + H2O
O-(alpha-N-acetyl glucosamine)-(1-4)-L-iduronic acid-2-sulfate-(1-4)-2,5-anhydro-D-mannitol-6-sulfate + sulfate
show the reaction diagram
-
30 fold higher activity in cultured skin fibroblasts compared to di- and monosaccharides
-
-
?
O-(beta-N-acetyl glucosamine 6-sulfate)-(1-3)-D-galactitol + H2O
O-(alpha-N-acetyl glucosamine)-(1-3)-D-galactitol + sulfate
show the reaction diagram
-
activity 100-fold less
-
-
?
trisaccharide derived from heparansulfate with a N-acetylglucosamine 6-sulfate residue + H2O
trisaccharide with a N-acetylglucosamine + sulfate
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
N-acetyl-D-glucosamine 6-sulfate units + H2O
N-acetyl-D-glucosamine units + sulfate
show the reaction diagram
additional information
?
-
-
involved in catabolism of heparan sulfate
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
-
stimulated 2-3fold by 5 mM Ca2+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
bovine serum albumin
EDTA
-
less than 20% activity in the presence of 1 mM EDTA
Hg2+
-
-
S2O32-
-
-
SO32-
-
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
bovine serum albumin
-
stimulates only in urine at pH 3.9
-
dithiothreitol
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.8
4-Methylumbelliferyl sulfate
-
-
0.062 - 7.7
glucose 6-sulfate
4.2 - 13
N-acetyl-D-glucosamine 6-sulfate
0.0071 - 0.33
N-acetylglucosamine 6-sulfate
0.0108
O-(alpha-2-sulfamino glucosamine 6-sulfate)-(1-4)-L-idose
-
-
0.0111 - 0.0482
O-(alpha-glucosamine 6-sulfate)-(1-3)-L-idonic acid
0.0005 - 0.028
O-(alpha-glucosamine 6-sulfate)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate
0.0072 - 0.027
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-3)-L-idonic acid
0.15
trisaccharide with a N-acetylglucosamine 6-sulfate residue
-
-
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2
phosphate
Pedobacter heparinus
-
-
20
sulfate
Pedobacter heparinus
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00000006
-
N-acetyl galactosamine 6-sulfate of cultured skin fibroblasts
0.00000052
-
N-acetyl-D-glucosamine 6-sulfate of cultured skin fibroblasts
0.000001
-
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-4)-L-idose-2-sulfate of cultured skin fibroblasts
0.00003
-
O-(alpha-N-acetyl glucosamine 6-sulfate)-(1-4)-L-iduronic acid-2-sulfate-(1-4)-2,5-anhydro-D-6-sulfate of cultured skin fibroblasts
0.00044
-
cell extract after growth on galactose
0.00086
-
cell extract after growth on mucin
0.0026
-
form C
0.23
-
form A
0.254
-
form B
0.922
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3.9
-
O-(alpha-glucosamine 6-sulfate)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate in fibroblasts
4.1
-
O-(alpha-glucosamine 6-sulfate)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate in leucocytes
4.2 - 6
-
depending on substrate structure, overview
4.2
-
in fibroblasts
4.3
-
O-(alpha-glucosamine 6-sulfate)-(1-4)-L-O-(alpha-iduronic acid 2-sulfate)-(1-4)-D-O-2,5-anhydro mannitol 6-sulfate
4.5
-
in leukocytes
4.8
-
O-(alpha-2-sulfamino glucosamine 6-sulfate)-(1-4)-L-idose
5
-
forms: A, B, C
5.1
-
in urine
5.5
-
trisaccharide
5.7
-
glucose 6-sulfate, N-acetylglucosamine 6-sulfate
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 9
-
-
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.6
-
calculated from amino acid sequence
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
26% in fractions of secondary granules, 63% in fractions of primary granules
-
Manually annotated by BRENDA team
-
26% in fractions of secondary granules, 63% in fractions of primary granules
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
10200
-
of the recombinant protein
52500
-
SDS-PAGE, reduced
57700
-
form A, form B, amino acid analysis
57800
-
SDS-PAGE, nonreduced
60200
-
gel filtration
61570
-
calculated from amino acid sequence
97000
-
gel filtration
100000
-
chromatography, SDS-PAGE; heterogenous N-terminus
119000
-
SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
trimer
-
1 * 48000, 1 * 45000, 1 * 32000, form C, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 9
-
no activity below pH 4 or above pH 9
135591
4.5
-
24 h, complete inactivation below pH 4.5
135579
5 - 7.5
-
-
135579, 135581
9.5
-
24 h, complete inactivation above pH 9.5
135579
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
15
-
no activity
60
-
no activity
70
-
after 3 min 70% loss of activity
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
bovine serum albumin stabilizes
-
the enzyme shows higher activity in acetate buffer when compared with sulfonate buffers such as MES and MOPS
-
unstable to freezing, thawing
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-80C, pH 5.5, 0.02% NaN3, several months, no loss of activity
-
4C, 2 months, pH 5.7, form A and B retain 95% of original activity
-
4C, pH 5.5, 0.02% NaN3, 1 month
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
6 individual activites determined
-
form A and B, form C: partial
-
of the recombinant protein
-
partial
to homogeneity
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
-
expression in CHO cells
-
expression in Escherichia coli
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
R102X
-
nonsense mutation
C80A
-
inactive
D186A
-
53% relative activity after 0.5 h and 92% relative activity after 5 h compared to the wild type enzyme
D374A
-
inactive
additional information
mutation of glutamine 390 to stop-codon causes Mucopolysaccharidosis type IIID
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
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