Information on EC 2.4.99.2 - monosialoganglioside sialyltransferase

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The expected taxonomic range for this enzyme is: Euteleostomi

EC NUMBER
COMMENTARY
2.4.99.2
-
RECOMMENDED NAME
GeneOntology No.
monosialoganglioside sialyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
CMP-N-acetyl-beta-neuraminate + a beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide = CMP + an N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
glycosyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
CMP-N-acetylneuraminate:D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosyl-(1↔1)-ceramide N-acetylneuraminyltransferase
May be identical with EC 2.4.99.4 beta-galactoside alpha-2,3-sialyltransferase.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
alpha(2,3)-sialyltransferase IV
-
-
-
-
CMP-N-acetylneuraminate:monosialoganglioside alpha2->3 sialyltransferase
-
-
-
-
CMP-NANA:GM1 sialyltransferase
-
-
-
-
CMP-NeuAc:GM1 (Galbeta1,4GalNAc) alpha2-3 sialyltransferase
-
-
-
-
CMP-NeuAc:GM1 alpha2-3 sialyltransferase
-
-
-
-
CMP-NeuAc:GM1alpha2-3-sialyltransferase
-
-
-
-
GD1a synthase
-
-
-
-
GD1a-synthase
-
-
-
-
GD1b-SAT
-
-
-
-
SAT-4
-
-
-
-
sialyltransferase IV
-
-
-
-
sialyltransferase, cytidine monophosphoacetylneuraminate-monosialoganglioside
-
-
-
-
ST-IV
-
-
-
-
ST3Gal-II
Q11205
-
ST3GalIV
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
60202-12-2
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
mouse neuroblastoma * rat glioma hybrid cell line
-
-
Manually annotated by BRENDA team
female Wistar
-
-
Manually annotated by BRENDA team
mouse neuroblastoma * rat glioma hybrid cell line
-
-
Manually annotated by BRENDA team
Sprague-Dawley strain
-
-
Manually annotated by BRENDA team
Rattus norvegicus Sprague-Dawley
Sprague-Dawley strain
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
CMP-N-acetylneuraminate + asialo fetuin
CMP + sialyl fetuin
show the reaction diagram
Q11205
-
-
-
-
CMP-N-acetylneuraminate + asialo-ganglioside GM1
CMP + ?
show the reaction diagram
-
sialylated at 61% the rate of GM1
-
-
?
CMP-N-acetylneuraminate + beta-D-Gal-(1->3)-beta-GalNAc-(1->3)-alpha-GalNAc (1->)-O-Me
CMP + alpha-NeuAc-(2->3)-beta-D-Gal-(1->3)-beta-GalNAc-(1->3)-alpha-GalNAc (1->)-O-Me
show the reaction diagram
Q11205
-
-
-
r
CMP-N-acetylneuraminate + beta-D-Gal-(1->3)[beta-GlcNAc-(1->6)]-alpha-GalNAc (1->)-O-allyl
CMP + alpha-NeuAc-(2->3)-beta-D-Gal-(1->3)[beta-GlcNAc-(1->6)]-alpha-GalNAc (1->)-O-allyl
show the reaction diagram
Q11205
-
-
-
r
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
cichlidae, Rattus norvegicus Sprague-Dawley
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
Rattus norvegicus Sprague-Dawley
-
-
i.e. ganglioside GD1a
?
CMP-N-acetylneuraminate + ganglioside GA1
CMP + ganglioside GM1b
show the reaction diagram
-
-
-
?
CMP-N-acetylneuraminate + ganglioside GA1
CMP + ganglioside GM1b
show the reaction diagram
-
-
-
?
CMP-N-acetylneuraminate + ganglioside GD1b
CMP + ganglioside GT1b
show the reaction diagram
-
-
-
-
-
CMP-N-acetylneuraminate + ganglioside GD1b
CMP + ganglioside GT1b
show the reaction diagram
-
-
-
?
CMP-N-acetylneuraminate + ganglioside GD1b
CMP + ganglioside GT1b
show the reaction diagram
-
-
-
?
CMP-N-acetylneuraminate + ganglioside GD1b
CMP + ganglioside GT1b
show the reaction diagram
-
sialylated at 120% the rate of GM1
-
?
CMP-N-acetylneuraminate + ganglioside GM1
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
the enzyme is crucial for the biosynthesis of functional P-selectin ligands
-
-
-
CMP-N-acetylneuraminate + ganglioside GM1
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
involved in ganglioside biosynthesis
-
-
-
CMP-N-acetylneuraminate + ganglioside GM1-amide
CMP + ganglioside GD1a-amide
show the reaction diagram
-
better substrate than GM1
-
?
additional information
?
-
Q11205
enzyme synthesizes CMP-NeuAc from 5'-CMP and NeuAc alpha2,3Gal beta1,3GalNAc- units of O-glycans, and glycolipids. Enzyme catalyzes the direct exchange of NeuAc between CMPNeuAc and the NeuAc alpha2,3Gal beta1,3GalNAc- units of O-glycans and glycolipids, in the absence of exogenous 5'-CMP
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
CMP-N-acetylneuraminate + ganglioside GM1
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
the enzyme is crucial for the biosynthesis of functional P-selectin ligands
-
-
-
CMP-N-acetylneuraminate + ganglioside GM1
CMP + N-acetylneuraminyl-D-galactosyl-N-acetyl-D-galactosaminyl-(N-acetylneuraminyl)-D-galactosyl-D-glucosylceramide
show the reaction diagram
-
involved in ganglioside biosynthesis
-
-
-
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Ba2+
-
10 mM BaCl2, 12% inhibition
Ca2+
-
10 mM CaCl2, 39% inhibition
Cd2+
-
10 mM CdCl2, 85% inhibition
CMP-N-acetylneuraminate
-
above 0.2 M
Co2+
-
10 mM CoCl2, 44% inhibition
Cu2+
-
10 mM CuCl2, complete inhibition
ganglioside GM3
-
in the presence of Triton CF-54
lactosylceramide
-
inhibits reaction with GM1a
Ni2+
-
10 mM NiCl2, 75% inhibition
Zn2+
-
10 mM ZnCl2, 10% inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Triton CF-54
-
activation
Triton CF-54
-
activates, can partially be replaced by cutscum or Triton X-100, not by sodium taurocholate or deoxycholate, Tween 80 or cholic acid; activation
Triton CF-54
-
the enzyme is most active with a detergent mixture of Triton CF-54 and Tween 80
Triton X-100
-
activation
Triton X-100
-
slight activation
Triton X-100
-
activation
Tween 80
-
most active with a detergent mixture of Triton CF-54 and Tween 80
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.065
-
CMP-N-acetylneuraminate
-
pH 6.5, 37C
0.5
-
CMP-N-acetylneuraminate
-
pH 6.4, 37C, reaction with ganglioside GM1
0.000196
-
ganglioside GD1b
-
-
0.000538
-
ganglioside GM1
-
-
0.093
-
ganglioside GM1
-
pH 6.6, 37C
0.5
-
ganglioside GM1
-
pH 6.4, 37C
75
-
ganglioside GM1
-
pH 6.5, 37C
0.025
-
ganglioside GM1a
-
pH 6.0, 37C
0.16
-
ganglioside GM1a
-
-
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
additional information
-
additional information
-
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
1.86e-06
-
-
-
3.3e-06
-
-
-
0.00118
-
-
ganglioside GM1 as substrate
0.00191
-
-
ganglioside GM1-amide as substrate
0.0084
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6
-
Q11205
assay at
6.5
-
-
cacodylate buffer
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
Rattus norvegicus Sprague-Dawley
-
;
-
Manually annotated by BRENDA team
-
CD4, absent in native cells, rapidly up-regulated upon activation
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Rattus norvegicus Sprague-Dawley
-
-
-
-
Manually annotated by BRENDA team
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 44000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
phosphoprotein
-
activation by dephosphorylation, inactivation by phosphorylation
glycoprotein
-
-
phosphoprotein
-
activation by dephosphorylation, inactivation by phosphorylation
phosphoprotein
-
activation by dephosphorylation, inactivation by phosphorylation; almost exclusively phosphorylated on the serine residue, with less than 2% phosphorylation on the threonine residues
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
56
-
-
t1/2: 60 s
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE