Information on EC 2.4.99.10 - neolactotetraosylceramide alpha-2,3-sialyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.4.99.10
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RECOMMENDED NAME
GeneOntology No.
neolactotetraosylceramide alpha-2,3-sialyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
CMP-N-acetylneuraminate + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-D-glucosyl-(1<->1)-ceramide = CMP + alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-D-glucosyl-(1<->1)-ceramide
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycosyl group transfer
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Glycosphingolipid biosynthesis - lacto and neolacto series
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
CMP-N-acetylneuraminate:beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-D-glucosyl-(1<->1)-ceramide alpha-(2->3)-sialyltransferase
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CAS REGISTRY NUMBER
COMMENTARY hide
83745-06-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
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
CMP-N-acetylneuraminate + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-D-glucosyl-(1<->1)-ceramide
CMP + alpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-D-glucosyl-(1<->1)-ceramide
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 + ganglioside GM1
CMP + ganglioside GM3
show the reaction diagram
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-
-
?
CMP-N-acetylneuraminate + gangliotetraosylceramide
CMP + N-acetylneuraminyl-alpha-2,3-gangliotetraosylceramide
show the reaction diagram
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?
CMP-N-acetylneuraminate + lacto-N-neohexaosylceramide
CMP + N-acetylneuraminyl-lacto-N-neohexaosylceramide
show the reaction diagram
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?
CMP-N-acetylneuraminate + neolactotetraosylceramide
CMP + sialyl paragloboside
show the reaction diagram
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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-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
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involved in glycosphingolipid biosynthesis
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
CMP-N-acetylneuraminate
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i.e. substrate inhibition by CMP-sialic acid
N-ethylmaleimide
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neolactotetraosylceramide
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substrate inhibition
sialic acid
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i.e. acetylneuraminate
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Triton CF-54
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Triton CF-54/X-100
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Triton DF-16
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can replace Triton CF-54
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Triton N-57
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can replace Triton CF-54
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Triton X-100
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Tween 20
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40% as efficient as Triton CF-54
Tween 60
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27% as efficient as Triton CF-54
Tween 80
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40% as efficient as Triton CF-54
additional information
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no activation by Triton GR-7M, TW-30 or sodium taurocholate
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.5
beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,3-beta-D-galactosyl-1,4-D-glucosylceramide
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pH 6.4, 37C, neolactotetraosylceramide as substrate
0.67
CMP-N-acetylneuraminate
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37C, in presence of lacto-N-hexaosylceramide
0.027
gangliotetraosylceramide
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pH 7.2, 37C
0.9
lacto-N-neohexaosylceramide
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37C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.8
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in the presence of Triton CF-54 and Mg2+
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.8 - 7.2
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about half-maximal activity at pH 5.8 and about 90% of maximal activity at pH 7.2
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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from peripheral blood mononuclear cells, enzyme level stimulated by phytohemagglutinin
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
partial, using centrifugation in a sucrose gradient
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partial, using DEAE-Cibacron Blue chromatography after sodium taurocholate solubilization
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purification of a recombinant GST fusion protein using glutathione-agarose affinity chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression of a GST fusion protein in Escherichia coli
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
enzyme expression is increased 18fold after retinoic acid plus dibutyryl cyclic AMP treatment
the expression of the enzyme is induced by phorbol-12-myristate-13-acetate