Information on EC 2.4.1.147 - acetylgalactosaminyl-O-glycosyl-glycoprotein beta-1,3-N-acetylglucosaminyltransferase

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

EC NUMBER
COMMENTARY hide
2.4.1.147
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RECOMMENDED NAME
GeneOntology No.
acetylgalactosaminyl-O-glycosyl-glycoprotein beta-1,3-N-acetylglucosaminyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-N-acetyl-alpha-D-glucosamine + O3-[N-acetyl-alpha-D-galactosaminyl]-L-threonyl/L-seryl-[protein] = UDP + O3-[N-acetyl-beta-D-glucosaminyl-(1->3)-N-acetyl-alpha-D-galactosaminyl]-L-threonyl/L-seryl-[protein]
show the reaction diagram
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hexosyl group transfer
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Metabolic pathways
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mucin core 3 and core 4 O-glycosylation
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Mucin type O-Glycan biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-N-acetyl-alpha-D-glucosamine:O3-[N-acetyl-alpha-D-galactosaminyl]-L-threonyl/L-seryl-[protein] 3-beta-N-acetyl-D-glucosaminyltransferase
The product of the enzyme is known as core 3, one of the eight core structures of mucin-type O-glycans. O-Linked glycans are polysaccharides or oligosaccharides that are linked to a protein via the oxygen atom in the side chain of an L-serine or L-threonine residue.
CAS REGISTRY NUMBER
COMMENTARY hide
87927-96-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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-
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Manually annotated by BRENDA team
no activity in Canis familiaris
submaxillary glands
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-
Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
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-
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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
UDP-N-acetyl-alpha-D-glucosamine + N-acetyl-alpha-D-galactosaminyl-Ser/Thr
UDP + N-acetyl-beta-D-glucosaminyl-(1->)3-N-acetyl-alpha-D-galactosaminyl-Ser/Thr
show the reaction diagram
-
-
-
-
?
UDP-N-acetyl-D-glucosamine + 2-azido-2-deoxy-alpha-D-galactosyl-benzyl
UDP + 3-O-(N-acetyl-beta-D-glucosaminyl)-2-azido-2-deoxy-alpha-D-galactosyl-benzyl
show the reaction diagram
-
-
-
-
?
UDP-N-acetyl-D-glucosamine + 4-nitrophenyl N-acetyl-alpha-D-galactosaminide
UDP + 4-nitrophenyl N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-alpha-D-galactosaminide
show the reaction diagram
UDP-N-acetyl-D-glucosamine + alpha-D-galactosaminyl-4-nitrophenyl
UDP + N-acetyl-beta-D-glucosaminyl-1,3-alpha-D-galactosaminyl-4-nitrophenyl
show the reaction diagram
-
-
-
-
?
UDP-N-acetyl-D-glucosamine + asialofetuin
UDP + N-acetyl-beta-D-glucosaminyl-1,3-asialofetuin
show the reaction diagram
UDP-N-acetyl-D-glucosamine + beta-D-galactosyl-1,4-N-acetyl-alpha-D-galactosaminyl-4-nitrophenyl
UDP + N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-N-acetyl-alpha-D-galactosaminyl-4-nitrophenyl
show the reaction diagram
recombinant protein, 2.4% activity compared to N-acetyl-beta-D-galactosaminyl-alpha-4-nitrophenyl
-
-
?
UDP-N-acetyl-D-glucosamine + bovine submaxillary gland mucin
UDP + N-acetyl-beta-D-glucosaminyl-1,3-mucin of bovine submaxillary gland
show the reaction diagram
UDP-N-acetyl-D-glucosamine + N-acetyl-alpha-D-galactosaminyl-(CH2)2NHCO(CH2)3CO2CH3
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-alpha-D-galactosaminyl-(CH2)2NHCO(CH2)3CO2CH3
show the reaction diagram
-
-
-
-
?
UDP-N-acetyl-D-glucosamine + N-acetyl-alpha-D-galactosaminyl-benzyl
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-alpha-D-galactosaminyl-benzyl
show the reaction diagram
UDP-N-acetyl-D-glucosamine + N-acetyl-alpha-D-galactosaminyl-phenyl
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-alpha-D-galactosaminyl-phenyl
show the reaction diagram
UDP-N-acetyl-D-glucosamine + N-acetyl-beta-D-galactosaminyl-4-nitrophenyl
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosaminyl-4-nitrophenyl
show the reaction diagram
recombinant protein, 15% activity compared to N-acetyl-beta-D-galactosaminyl-alpha-4-nitrophenyl
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-
?
UDP-N-acetyl-D-glucosamine + N-acetyl-beta-D-galactosaminyl-alpha-R
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosaminyl-R
show the reaction diagram
UDP-N-acetyl-D-glucosamine + N-acetyl-beta-D-galactosaminyl-MUC1 mucin
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosaminyl-MUC1 mucin
show the reaction diagram
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N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosamine is bound to the glycoprotein via serine or threonine residues, resulting in a core 3 structure
?
UDP-N-acetyl-D-glucosamine + N-acetyl-beta-D-galactosaminyl-R
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosaminyl-R
show the reaction diagram
UDP-N-acetyl-D-glucosamine + N-acetyl-D-galactosyl-ovine submaxillary gland mucin
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-D-galactosyl-mucin of ovine submaxillary gland
show the reaction diagram
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-
-
-
?
UDP-N-acetyl-D-glucosamine + ovine submaxillary gland mucin
UDP + N-acetyl-beta-D-glucosaminyl-1,3-mucin of ovine submaxillary gland
show the reaction diagram
UDP-N-acetyl-D-glucosamine + phenyl 4-O-(2-deoxy-beta-D-lyxo-hexopyranosyl)-beta-D-glucopyranoside
UDP + ?
show the reaction diagram
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45% of the activity with phenyl beta-lactoside. The enzyme forms a beta-D-GlcNAc-(1,3)-D-Gal glycosidic linkage
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-
?
UDP-N-acetyl-D-glucosamine + phenyl 4-O-(3-deoxy-beta-D-xylo-hexopyranosyl)-beta-D-glucopyranoside
UDP + ?
show the reaction diagram
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3% of the activity with phenyl beta-lactoside. The enzyme forms a beta-D-GlcNAc-(1,3)-D-Gal glycosidic linkage
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-
?
UDP-N-acetyl-D-glucosamine + phenyl 4-O-(4-deoxy-beta-D-xylo-hexopyranosyl)-beta-D-glucopyranoside
UDP + ?
show the reaction diagram
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15% of the activity with phenyl beta-lactoside. The enzyme forms a beta-D-GlcNAc-(1,3)-D-Gal glycosidic linkage
-
-
?
UDP-N-acetyl-D-glucosamine + phenyl 4-O-(6-deoxy-beta-D-galactopyranosyl)-beta-D-glucopyranoside
UDP + GlcNAcbeta(1-3)(6deoxy)Galbeta(1-4)Glcbeta-phenyl
show the reaction diagram
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289% of the activity with phenyl beta-lactoside. The enzyme forms a beta-D-GlcNAc-(1,3)-D-Gal glycosidic linkage
-
-
?
UDP-N-acetyl-D-glucosamine + phenyl beta-lactoside
UDP + GlcNAcbeta(1-3)Galbeta(1-4)Glc-phenyl
show the reaction diagram
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the enzyme forms a beta-D-GlcNAc-(1,3)-D-Gal glycosidic linkage
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-
?
additional information
?
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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
UDP-N-acetyl-alpha-D-glucosamine + N-acetyl-alpha-D-galactosaminyl-Ser/Thr
UDP + N-acetyl-beta-D-glucosaminyl-(1->)3-N-acetyl-alpha-D-galactosaminyl-Ser/Thr
show the reaction diagram
-
-
-
-
?
UDP-N-acetyl-D-glucosamine + N-acetyl-beta-D-galactosaminyl-alpha-R
UDP + N-acetyl-beta-D-glucosaminyl-1,3-N-acetyl-beta-D-galactosaminyl-R
show the reaction diagram
additional information
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Co2+
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in the presence of Mn2+
deoxycholate
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total inactivation
EDTA
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N-iodoacetamido-galactosamine-alpha-benzyl
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colon homogenates, 50% inhibition at 2 mM
NaCl
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slight inhibition at 0.1 M
PMSF
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slight inhibition at 1 mM
Triton X-100
Triton X-114
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slight stimulation
UDP
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60% reduced activity at 10 mM
additional information
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no inhibition by 2-mercaptoethanol or N-acetyl-D-glucosamine
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NP 40
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activation
Triton X-100
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2
N-acetyl-D-galactosaminyl-alpha-benzyl
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3.2
N-acetyl-D-galactosaminyl-alpha-ovine submaxillary mucin
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5
N-acetyl-D-galactosaminyl-alpha-phenyl
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00009
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colon mucosa
0.00033
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colon mucosa
0.00034
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colon mucosa
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 7
7.2
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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expression of the enzyme is markedly down-regulated in gastric and colorectal carcinomas
Manually annotated by BRENDA team
low amount
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
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in normal stomach and colon the enzyme is strongly expressed in the Golgi region of the epithelium
Manually annotated by BRENDA team
additional information
type II membrane protein
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Manually annotated by BRENDA team
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 43000, amino acid sequence determination; x * 46600, recombinant FLAG-tagged fusion protein, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
recombinant FLAG-tagged fusion protein is glycosylated in insect cells
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
enzyme is extremly unstable in solubilized form
repeated freezing and thawing results in total loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant from Sf21 insect cells as FLAG-tagged fusion protein
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in PC3 and LNCaP prostate cancer cell lines
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expression in Spodoptera frugiperda Sf21 cells via baculovirus infection as soluble FLAG-tagged fusion protein
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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C3GnT-deficient mice display a discrete, colonspecific reduction in Muc2 protein and increased permeability of the intestinal barrier. These mice are highly susceptible to experimental triggers of colitis and colorectal adenocarcinoma
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
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the enzyme would be a useful marker for distinguishing between benign adenomas and premalignant lesions