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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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
gene B3gnt6
UniProt
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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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
metabolism
O-glycan biosynthesis pathways and proposed O-glycan structures of selected glycosyltransferases, overview. GalNAc alpha1-Ser/Thr is converted by C3 beta3GnT6 to core 3 O-glycans. Regulation of O-glycan biosynthesis, overview
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
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
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-
-
-
?
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
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-
?
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
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-
-
-
?
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
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?
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
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?
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
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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
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
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
43000
x * 43000, amino acid sequence determination
46600
x * 46600, recombinant FLAG-tagged fusion protein, SDS-PAGE
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
gene B3gnt6
gene B3GNT6, recombinant expression in CHO-K1 cells. Glycosylation-related genes in CHO-K1 cells are present, but strictly suppressed and regulated. CHO cells are transiently co-transfected with plasmids encoding extended C1 beta3GnT3, C2 beta6GnT1, or C3 beta3GnT6 with or without ST6Gal I or CHST4, respectively, and resulting O-glycan and core chain spectrum, overview
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
stimulation of mucin-secreting LS174T cells with Nod1 and Nod2 agonists upregulates core 3 beta1,3-N-acetylglucosaminyltransferase and mucin 2
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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