Information on EC 2.4.99.6 - N-acetyllactosaminide alpha-2,3-sialyltransferase and Organism(s) Homo sapiens

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This record set is specific for:
Homo sapiens


The taxonomic range for the selected organisms is: Homo sapiens

The enzyme appears in selected viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.4.99.6
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RECOMMENDED NAME
GeneOntology No.
N-acetyllactosaminide alpha-2,3-sialyltransferase
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycosyl group transfer
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
biosynthesis of Lewis epitopes (H. pylori)
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ABH and Lewis epitopes biosynthesis from type 2 precursor disaccharide
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terminal O-glycans residues modification (via type 2 precursor disaccharide)
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neolacto-series glycosphingolipids biosynthesis
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Various types of N-glycan biosynthesis
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Other types of O-glycan biosynthesis
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Mannose type O-glycan biosynthesis
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Glycosaminoglycan biosynthesis - keratan sulfate
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Glycosphingolipid biosynthesis - lacto and neolacto series
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
CMP-N-acetyl-beta-neuraminate:beta-D-galactosyl-(1->4)-N-acetyl-btea-D-glucosaminyl-R (2->3)-N-acetyl-alpha-neuraminyltransferase (configuration-inverting)
The enzyme recognizes the sequence beta-D-galactosyl-(1->4)-N-acetyl-D-glucosaminyl (known as type 2 histo-blood group precursor disaccharide) in non-reducing termini of glycan moieties in glycoproteins and glycolipids. The enzyme from chicken brain was shown to act on neolactotetraosylceramide, producing ganglioside LM1 [2].
CAS REGISTRY NUMBER
COMMENTARY hide
77537-85-0
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83745-06-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
expression of isoform ST3Gal IV in gastrointestinal cell lines is correlated with the expression of sialyl Lewis x at the cell surface. Isoform ST3Gal IV leads to de novo synthesis of sialyl Lewis x determinant on different molecular weight glycoproteins of MKN45 cells; isoforms ST3Gal III leads to de novo synthesis of sialyl Lewis x determinant on different molecular weight glycoproteins of MKN45 cells
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
CMP-N-acetylneuraminate + 4-nitrophenyl-D-galactoside
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-(1-O-(4-nitrophenyl)-galactopyranose)
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-alpha1 acid glycoprotein
?
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-GM1
CMP + ?
show the reaction diagram
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-D-glucosylceramide
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-D-glucosylceramide
show the reaction diagram
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-1,2-alpha-mannosyl-1,3-beta-mannosyl-1,4-N-acetyl-D-glucosamine
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-1,2-alpha-mannosyl-1,3-beta-mannosyl-1,4-N-acetyl-D-glucosamine
show the reaction diagram
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-1,2-alpha-mannosyl-1,6-beta-mannosyl-1,4-N-acetyl-D-glucosamine
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-1,2-alpha-mannosyl-1,6-beta-mannosyl-1,4-N-acetyl-D-glucosamine
show the reaction diagram
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R
show the reaction diagram
CMP-N-acetylneuraminate + Galbeta(1->3)GlcNAcbeta(1->3)lac-4-nitrophenyl
?
show the reaction diagram
CMP-N-acetylneuraminate + Galbeta(1->4)Glc-NAcbeta(1->3)Gal-4-nitrophenyl
?
show the reaction diagram
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16.78% activity compared to Galbeta(1->4)GlcNAcbeta(1->6)(4FGalbeta(1->3))GalNAc-OBn
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?
CMP-N-acetylneuraminate + Galbeta(1->4)GlcNAcbeta(1->3)Gal-4-nitrophenyl
?
show the reaction diagram
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?
CMP-N-acetylneuraminate + Galbeta(1->4)GlcNAcbeta(1->3)Galbeta(1->4)GlcNAc-4-nitrophenyl
?
show the reaction diagram
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15.21% activity compared to Galbeta(1->4)GlcNAcbeta(1->6)(4FGalbeta(1->3))GalNAc-OBn
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?
CMP-N-acetylneuraminate + Galbeta(1->4)GlcNAcbeta(1->6)(4FGalbeta(1->3))GalNAc-OBn
?
show the reaction diagram
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100% activity
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?
CMP-N-acetylneuraminate + globopentaosylceramide
CMP + ?
show the reaction diagram
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?
CMP-N-acetylneuraminate + GM1a
CMP + ?
show the reaction diagram
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?
CMP-N-acetylneuraminate + MeO-2-Galbeta(1->3)GlcNAc-OBn
?
show the reaction diagram
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32.88% activity compared to Galbeta(1->4)GlcNAcbeta(1->6)(4FGalbeta(1->3))GalNAc-OBn
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?
CMP-N-acetylneuraminate + MeO-4-Galbeta(1->4)GlcNAc-OBn
?
show the reaction diagram
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15.56% activity compared to Galbeta(1->4)GlcNAcbeta(1->6)(4FGalbeta(1->3))GalNAc-OBn
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?
CMP-N-acetylneuraminate + neolactotetraosylceramide
CMP + sialyl paragloboside
show the reaction diagram
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?
CMP-Neu5Ac + asialofetuin
CMP + fetuin
show the reaction diagram
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?
CMP-NeuAc + 3-O-sulfo-D-Fucbeta1,3GalNAcbeta1,3Galalpha-OMe
?
show the reaction diagram
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?
CMP-NeuAc + D-Fucbeta1,3GalNAcbeta1,3Galalpha-O-Me
?
show the reaction diagram
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?
CMP-NeuAc + Galbeta1,4(Fucalpha1,3)GlcNAcbeta1,6(Galbeta1,3)GalNAcalphaO-Me
?
show the reaction diagram
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?
CMP-NeuAc + GalNAcbeta1,4(Fucalpha1,3)GlcNAcbeta1,6(Galbeta1,3)GalNAcalphaO-Me
?
show the reaction diagram
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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
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R
CMP + alpha-N-acetylneuraminyl-2,3-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R
show the reaction diagram
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additional information
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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highly sensitive to detergents
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Triton X-100
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activation, 1% w/v
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.13
Galbeta(1->3)GlcNAcbeta(1->3)Lac-4-nitrophenyl
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at pH 6.0 and 22°C
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0.83
Galbeta(1->4)GlcNAcbeta(1->3)Gal-4-nitrophenyl
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at pH 6.0 and 22°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.7
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
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assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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foetal
Manually annotated by BRENDA team
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pancreatic adenocarcinoma cell line, enzyme expression and activity, overview
Manually annotated by BRENDA team
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recombinant enzyme
Manually annotated by BRENDA team
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increased expression level is closely related to renal carcinogenesis
Manually annotated by BRENDA team
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from peripheral blood mononuclear cells, enzyme level stimulated by phytohemagglutinin
Manually annotated by BRENDA team
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pancreatic adenocarcinoma cell line, enzyme expression and activity, overview
Manually annotated by BRENDA team
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pancreatic adenocarcinoma cell line, enzyme expression and activity, overview
Manually annotated by BRENDA team
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pancreatic adenocarcinoma cell line, enzyme expression and activity, overview
Manually annotated by BRENDA team
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four pancreatic adenocarcinoma cell lines of a wide range of neoplastic differentiation stages, ST3Gal III and ST3Gal IV expression and activity, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
fractionation on Ultrogel AcA34 decreases activity, bovine serum albumin restores
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, partially purified, in 20% v/v glycerol, at least 1 week, after Ultrogel AcA34 fractionation, t1/2: 24 h
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
HisTrap column chromatography
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partial, CDP-ethanolamine-Sepharose affinity chromatography
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partial, using DEAE-Cibacron Blue chromatography after sodium taurocholate solubilization
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in CHO and HEK-293T cells
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expression in Cos-1 cells
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
cyclooxygenase-2 upregulates the expression of isoform alpha-2,3-sialyltransferase-3 in breast cancer. 12-O-tetradecanoylphorbol-13-acetate and prostaglandin E2 (0.001 mM) can induce the expression of ST3Gal-I in the breast cancer cell line T-47
in gastric adenocarcinoma cells, isoform ST3GalIII mRNA expression is 6fold increased; in gastric adenocarcinoma cells, isoform ST3GalIV mRNA expression is increased 1000fold; in gastric adenocarcinoma cells, isoform ST3GalVI mRNA expression is 32000fold increased