Information on EC 2.4.99.1 - beta-galactoside alpha-2,6-sialyltransferase

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

EC NUMBER
COMMENTARY hide
2.4.99.1
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RECOMMENDED NAME
GeneOntology No.
beta-galactoside alpha-2,6-sialyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
CMP-N-acetylneuraminate + beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine = CMP + alpha-N-acetylneuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycosyl group transfer
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Metabolic pathways
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N-Glycan biosynthesis
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Other types of O-glycan biosynthesis
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terminal O-glycans residues modification
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SYSTEMATIC NAME
IUBMB Comments
CMP-N-acetylneuraminate:beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine alpha-(2->6)-N-acetylneuraminyltransferase
The terminal beta-D-galactosyl residue of the oligosaccharide of glycoproteins, as well as lactose, can act as acceptor.
CAS REGISTRY NUMBER
COMMENTARY hide
9075-81-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
fragment
SwissProt
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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UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
Mus musculus C57BL/6
C57BL/6 mice
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Manually annotated by BRENDA team
JT0160
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Manually annotated by BRENDA team
strain JT-SHIZ-119
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Manually annotated by BRENDA team
JT-SHIZ-145
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Manually annotated by BRENDA team
Rattus norvegicus Sprague-Dawley
Sprague-Dawley
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Manually annotated by BRENDA team
Xenopus (Silurana) tropicalis
ST6GAL2, fragment; i.e. Silurana tropicalis, western clawed frog
SwissProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
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
asialo-alpha1-acidglycoprotein + CMP-Neu5Ac
?
show the reaction diagram
membrane-bound and soluble protein, 34% and 25% relative activity, respectively
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?
CMP-9''-benzamido-Neu5Ac + lactose
?
show the reaction diagram
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-
-
-
?
CMP-9''-benzamido-Neu5Ac + N-acetyllactosamine
?
show the reaction diagram
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-
-
-
?
CMP-9''-phenylacetamido-Neu5Ac + lactose
?
show the reaction diagram
-
-
-
-
?
CMP-9''-phenylacetamido-Neu5Ac + N-acetyllactosamine
?
show the reaction diagram
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-
-
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?
CMP-9''-phenylhexanamido-Neu5Ac + lactose
?
show the reaction diagram
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-
-
-
?
CMP-9''-phenylhexanamido-Neu5Ac + N-acetyllactosamine
?
show the reaction diagram
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-
-
-
?
CMP-9''-phenylpropionamido-Neu5Ac + lactose
?
show the reaction diagram
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-
-
-
?
CMP-9''-phenylpropionamido-Neu5Ac + N-acetyllactosamine
?
show the reaction diagram
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-
-
-
?
CMP-9-acetamido-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
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-
-
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?
CMP-9-amino-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
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-
-
-
?
CMP-9-azido-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
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-
-
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?
CMP-9-benzamido-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
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-
-
-
?
CMP-9-hexanoylamido-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
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-
-
-
?
CMP-9-O-acetyl-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
CMP-9-O-acetyl-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
CMP + ?
show the reaction diagram
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-
-
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?
CMP-N-acetylneuraminate + (2S,3S,4R,5R,6R)-5-acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CMP + ?
show the reaction diagram
CMP-N-acetylneuraminate + (2S,3S,4R,5R,6R)-5-acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methylamide
CMP + ?
show the reaction diagram
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0.2% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
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?
CMP-N-acetylneuraminate + (Gal-3-O-Me)beta(1-3)(GlcNAc-6-O-Me)beta-O-Me
CMP + ?
show the reaction diagram
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50% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
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?
CMP-N-acetylneuraminate + (Gal-3-O-Me)beta(1-3)GlcNAcbeta-O-Me
CMP + ?
show the reaction diagram
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80% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
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?
CMP-N-acetylneuraminate + 4-methylumbelliferyl beta-D-lactoside
?
show the reaction diagram
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?
CMP-N-acetylneuraminate + 4-nitrophenyl-D-galactoside
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-(4-nitro)phenol
show the reaction diagram
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?
CMP-N-acetylneuraminate + 5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-lactose
CMP + ?
show the reaction diagram
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?
CMP-N-acetylneuraminate + 5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-N-acetyllactosamine
CMP + 5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy)) ethyl beta-N-acetylneuraminic acid alpha-2,6-N-acetyllactosamine
show the reaction diagram
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?
CMP-N-acetylneuraminate + alpha1-acid glycoprotein
CMP + ?
show the reaction diagram
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20.6% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + asialo-agalacto-prothrombin
CMP + agalacto-prothrombin
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
CMP + ?
show the reaction diagram
-
12.3% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + asialo-alpha1-acid glycoprotein
CMP + alpha1-acid glycoprotein
show the reaction diagram
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176% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + asialo-apoceruloplasmin
CMP + apoceruloplasmin
show the reaction diagram
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best substrate
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?
CMP-N-acetylneuraminate + asialo-ceruloplasmin
CMP + ceruloplasmin
show the reaction diagram
CMP-N-acetylneuraminate + asialo-chorionic gonadotropin
CMP + chorionic gonadotropin
show the reaction diagram
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acceptor protein from human source
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?
CMP-N-acetylneuraminate + asialo-fetuin
CMP + fetuin
show the reaction diagram
CMP-N-acetylneuraminate + asialo-fibrinogen
CMP + fibrinogen
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-immunoglobulin G
CMP + immunoglobulin G
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-immunoglobulin M
CMP + immunoglobulin M
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-orosomucoid
CMP + orosomucoid
show the reaction diagram
CMP-N-acetylneuraminate + asialo-proteose peptone
CMP + proteose peptone
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-prothrombin
CMP + prothrombin
show the reaction diagram
CMP-N-acetylneuraminate + asialo-Tamm-Horsfall glycoprotein
CMP + Tamm-Horsfall glycoprotein
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-thyroglobulin
CMP + thyroglobulin
show the reaction diagram
CMP-N-acetylneuraminate + asialo-thyroglobulin glycopeptide
CMP + thyroglobulin glycopeptide
show the reaction diagram
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?
CMP-N-acetylneuraminate + asialo-transferrin
CMP + transferrin
show the reaction diagram
CMP-N-acetylneuraminate + asialoovomucoid
CMP + ?
show the reaction diagram
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9.1% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,3-N-acetyl-beta-D-glucosamine
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,3-N-acetyl-beta-D-glucosamine
show the reaction diagram
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36% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,3-N-acetyl-beta-D-glucosaminyl-1,3-galactosyl-beta-1,4-D-glucose
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,3-N-acetyl-beta-D-glucosaminyl-1,3-galactosyl-beta-1,4-D-glucose
show the reaction diagram
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
show the reaction diagram
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine-R
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine-R
show the reaction diagram
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exhibits highest activity toward GalNAcbeta1,4GlcNAc carbohydrate structures at the non-reducing termini of oligosaccharides and glycoprotein glycans. Oligosaccharides are preferred over glycoproteins as acceptors, and no activity toward glycolipid acceptors is detected. Recombinant Drosophila SiaT expressed in cultured insect cells possesses in vivo and in vitro autosialylation activity toward beta-linked GalNAc termini of its own N-linked glycans
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,2-alpha-mannosyl-1,6-beta-mannosyl-1,4-N-acetylglucosamine
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,2-alpha-mannosyl-1,6-beta-mannosyl-1,4-N-acetylglucosamine
show the reaction diagram
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-
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?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,4-beta-D-galactosyl-1,4-beta-D-glucosyl-beta1-ceramide
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-1,4-beta-D-galactosyl-1,4-beta-D-glucosyl-beta1-ceramide
show the reaction diagram
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i.e. paragloboside
i.e. alpha-2,6-sialylparagloboside
?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-R
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-R
show the reaction diagram
CMP-N-acetylneuraminate + fetuin
?
show the reaction diagram
CMP-N-acetylneuraminate + formic acid (2R,3R,4S,5R,6R)-2-((2R,3R,4R,5R,6R)-3-acetylamino-5-hydroxy-2-methoxy-6-methylaminomethyl-tetrahydro-pyran-4-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester
CMP + ?
show the reaction diagram
-
as active as Galbeta(1-3)GlcNAcbeta-O-Me
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?
CMP-N-acetylneuraminate + fucosyllactose
CMP + alpha-N-acetylneuraminyl-2,6-[alpha-L-fucopyranosyl-1,2]-beta-D-galactopyranosyl-1,4-D-glucopyranose
show the reaction diagram
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also pyridylaminated
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?
CMP-N-acetylneuraminate + Gal-beta-1,3-GlcNAc-beta-OMe
?
show the reaction diagram
CMP-N-acetylneuraminate + Galbeta(1-3)(GlcNAc-6-O-Me)beta-O-Me
CMP + ?
show the reaction diagram
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80% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
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-
?
CMP-N-acetylneuraminate + Galbeta(1-3)-GlcNAcbeta(1-3)Galbeta(1-4)Glc
CMP + NeuNAcalpha(2-6)-Galbeta(1-3)GlcNAcbeta(1-3)Galbeta(1-4)Glc
show the reaction diagram
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30% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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?
CMP-N-acetylneuraminate + Galbeta(1-3)GlcNAcbeta-O-Me
CMP + NeuAcalpha(2-6)Galbeta(1-3)GlcNAcbeta-O-Me
show the reaction diagram
-
-
-
-
?
CMP-N-acetylneuraminate + Galbeta(1-4)GlcNAcbeta(1-3)Galbeta(1-4)Glc
CMP + alpha-N-acetylneuraminyl-(2-6)Galbeta(1-4)GlcNAcbeta(1-3)Galbeta(1-4)Glc
show the reaction diagram
-
79% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
?
CMP-N-acetylneuraminate + Galbeta(1->3)GalNAc
CMP + NeuAcalpha(2->6)Galbeta(1->3)GalNAc
show the reaction diagram
10% activity compared to beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
?
CMP-N-acetylneuraminate + Galbeta(1->3)GlcNAc
CMP + NeuAcalpha(2->6)Galbeta(1->3)GlcNAc
show the reaction diagram
2% activity compared to beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
?
CMP-N-acetylneuraminate + Galbeta(1->4)GlcNAcbeta(1->2)Manalpha(1->6)[Galbeta(1->4)GlcNAcbeta(1>2)Manalpha(1->3)]Manbeta(1->4)GlcNAcbeta(1->4)GlcNAc-pyridylamine
CMP + NeuAcalpha(2->6)Galbeta(1->4)GlcNAcbeta(1->2)Manalpha(1->6)[Galbeta(1->4)GlcNAcbeta(1>2)Manalpha(1->3)]Manbeta(1->4)GlcNAcbeta(1->4)GlcNAc-pyridylamine
show the reaction diagram
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-
-
-
?
CMP-N-acetylneuraminate + GalNAcbeta1,4-GlcNAc-R
CMP + alpha-N-acetylneuraminyl-2,6-GalNAcbeta1,4-GlcNAc-R
show the reaction diagram
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190% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
?
CMP-N-acetylneuraminate + lacto-N-neotetraose
?
show the reaction diagram
CMP-N-acetylneuraminate + lacto-N-neotetraose
CMP + ?
show the reaction diagram
108% activity compared to beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
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-
?
CMP-N-acetylneuraminate + lacto-N-tetraose
CMP + ?
show the reaction diagram
CMP-N-acetylneuraminate + lactose
CMP + 6'-sialyllactose
show the reaction diagram
CMP-N-acetylneuraminate + lactose
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-beta-D-glucose
show the reaction diagram
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15.5% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
?
CMP-N-acetylneuraminate + methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
CMP + ?
show the reaction diagram
-
90% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + methyl-alpha-D-galactopyranoside
?
show the reaction diagram
CMP-N-acetylneuraminate + methyl-beta-D-galactopyranoside
?
show the reaction diagram
CMP-N-acetylneuraminate + methyl-beta-D-galactopyranoside
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-methylgalactopyranoside
show the reaction diagram
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-
-
-
?
CMP-N-acetylneuraminate + N-((1R,3R,5R,6R,7S,8R,13R,15R,16R,17S)-6,7,17-trihydroxy-5-hydroxymethyl-15-methoxy-2,4,9,11,14-pentaoxa-tricyclo[11.3.1.03,8]heptadec-16-yl)-acetamide
CMP + ?
show the reaction diagram
-
as active as Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-((1R,3R,5R,6R,7S,8R,14R,16R,17R,18R)-6,7,18-trihydroxy-5-hydroxymethyl-16-methoxy-11-oxo-2,4,9,15-tetraoxa-12-aza-tricyclo[12.3.1.03,8]octadec-17-yl)-acetamide
CMP + ?
show the reaction diagram
-
110% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-((1R,3R,5R,6R,7S,8R,14R,16R,17R,18S)-6,7,18-trihydroxy-5-hydroxymethyl-16-methoxy-2,4,9,12,15-pentaoxa-tricyclo[12.3.1.03,8]octadec-17-yl)-acetamide
CMP + ?
show the reaction diagram
-
130% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-acetyl-D-galactosamine
?
show the reaction diagram
-
12% of the activity with lactose
-
-
?
CMP-N-acetylneuraminate + N-acetyllactosamine
?
show the reaction diagram
CMP-N-acetylneuraminate + N-[(2R,3R,4R,5S,6R)-4-hydroxy-6-(methanesulfonylamino-methyl)-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
CMP + ?
show the reaction diagram
-
70% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-[(2R,3R,4R,5S,6R)-5-((2S,3R,4S,5R,6R)-4,5-dihydroxy-6-hydroxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-6-formylaminomethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl]-acetamide
CMP + ?
show the reaction diagram
-
as active as Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-[(2R,3R,4R,5S,6R)-6-(acetylamino-methyl)-4-hydroxy-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
CMP + ?
show the reaction diagram
-
60% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + N-[(2R,3R,4R,5S,6R)-6-aminomethyl-4-hydroxy-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
CMP + ?
show the reaction diagram
-
50% of the activity with Galbeta(1-3)GlcNAcbeta-O-Me
-
-
?
CMP-N-acetylneuraminate + Neu5Acalpha-2,3-Galbeta-1,4-Glc
CMP + alpha-N-acetylneuraminyl-2,6-(Neu5Acalpha-2,3-)Galbeta-1,4-Glc
show the reaction diagram
-
also pyridylaminated
-
-
?
CMP-N-acetylneuraminate + ovomucoid
CMP + ?
show the reaction diagram
-
8.4% of the activity with beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
?
CMP-N-acetylneuraminate + pyridylamine-type 2H
CMP + alpha2,6-sialylated blood group type 2H antigen
show the reaction diagram
-
2% activity compared to pyridylaminyl-lacto-N-neotetraose
-
-
?
CMP-N-acetylneuraminate + pyridylamino-lactose
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-beta-D-glucosyl-pyridylaminoside
show the reaction diagram
-
recombinant enzyme
-
-
?
CMP-N-acetylneuraminate + pyridylaminyl-lacto-N-neotetraose
CMP + ?
show the reaction diagram
-
100% activity
-
-
?
CMP-N-acetylneuraminate + submaxillary asialo-mucin
CMP + submaxillary mucin
show the reaction diagram
CMP-N-acetylneuraminate + tumor necrosis factor receptor 1
CMP + alpha2,6-sialyated tumor necrosis factor receptor 1
show the reaction diagram
CMP-N-alpha-neuraminate + ganglioside nLc4Cer
?
show the reaction diagram
-
-
-
-
?
CMP-N-alpha-neuraminate + ganglioside nLc6Cer
?
show the reaction diagram
-
-
-
-
?
CMP-N-alpha-neuraminate + pyridylaminated ganglioside nLc4Cer
?
show the reaction diagram
-
-
-
-
?
CMP-N-aminoacetylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
CMP-N-formylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
CMP-N-glycolylneuraminate + asialo-alpha1-acid glycoprotein
?
show the reaction diagram
CMP-Neu5Ac + lactose
CMP + Neu5Acalpha(2-6)Lac
show the reaction diagram
CMP-Neu5Ac + methyl-beta-D-galactopyranoside
CMP + Neu5Acalpha(2-6)Gal-alpha-methyl
show the reaction diagram
CMP-Neu5Ac + N-acetyllactosamine
CMP + Neu5Acalpha(2-6)LacNAc
show the reaction diagram
cytidine 5'-monophosphate 3-(axial)-fluoro-N-acetylneuraminic acid + alpha-lactose
?
show the reaction diagram
-
[15N]Phe-labeled ST6Gal-I with a 15fold excess of CMP-3FNeuAc
-
-
?
cytidine 5'-monophosphate 4-O-(4-carboxy-2,2,6,6-tetramethylpiperidine-1-oxyl) + alpha-N-acetyllactosamine
?
show the reaction diagram
-
-
-
-
?
cytidine-5'-monophospho-sialic acid + lactose
?
show the reaction diagram
-
-
-
-
?
cytidine-5'-monophospho-sialic acid + N-acetyllactosamine
?
show the reaction diagram
-
-
-
-
?
Galbeta(1,4)GlcNAc-octyl + CMP-Neu5Ac
?
show the reaction diagram
membrane-bound and soluble protein, 100% relative activity
-
-
?
GalNAcbeta(1,4)GlcNAc-octyl + CMP-Neu5Ac
?
show the reaction diagram
membrane-bound and soluble protein, 312% and 346% relative activity, respectively
-
-
?
N-acetyllactosamine 4-O-(4-carboxy-2,2,6,6-tetramethylpiperidine-1-oxyl)
?
show the reaction diagram
-
[15N]Phe-labeled ST6Gal-I with a 20fold excess of N-acetyllactosamine 4-O-(4-carboxy-2,2,6,6-tetramethylpiperidine-1-oxyl)
-
-
?
Neu5Acalpha-4-nitrophenyl + 4-methylumbelliferyl-beta-D-lactoside
?
show the reaction diagram
-
alpha2,6-trans-sialidase activity of DELTA15Pd2,6ST
-
-
?
additional information
?
-
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-glucosamine
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
show the reaction diagram
-
-
-
-
?
CMP-N-acetylneuraminate + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-R
CMP + alpha-N-acetylneuraminyl-2,6-beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminyl-R
show the reaction diagram
CMP-N-acetylneuraminate + tumor necrosis factor receptor 1
CMP + alpha2,6-sialyated tumor necrosis factor receptor 1
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
about 120% activity in the presence of 10 mM Mg2+
NaCl
-
alpha2,6-sialyltransferase activity is increased approximately 40% in the presence of 300-800 mM
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Aflatoxins
-
aflatoxins B1, B2a, G1, slightly by aflatoxins B2 and G2, inhibition is probably due to membrane disruption through binding of the aflatoxins and change in enzyme conformation
CMP-4-O-[2,2,6,6-tetramethylpiperidine-1-oxyl]
-
-
CMP-4-O-[4-carboxy-2,2,6,6-tetramethylpiperidinine-1-oxyl]
-
-
cycloheximide
-
reduces the enzyme expression 3fold in normal hepatocytes and 16 to 17fold in Zaidela ascitic hepatoma, but not in cells isolated from the tumor and cultured for 48 h
deoxycholate
-
9fold stimulation at 0.25%, inactivation at 0.5%
endo F
-
inactivation due to deglycosylation of the enzyme, best in methanol or ethanol, less efficient than glycanase
-
glycanase
-
inactivation due to deglycosylation of the enzyme, best in methanol or ethanol
-
long chain fatty acids
-
oleic acid, stearic acid, less efficient: palmitic acid, lauric acid, capric acid, caprylic acid or caproic acid, no inhibition by linoleic acid or linolenic acid
N-acetyllactosamine
-
with asialo-alpha1 acid glycoprotein as substrate
PCMB
-
weak
UTP
-
0.25 mM, inhibition decreases at higher concentrations
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
CMP
-
cytidine 5'-monophosphate, the product of sialyltransferase reactions, is not required by the trans-sialidase activity of the enzyme but enhances the trans-sialidase activity modestly as a non-essential activator. CMP can enhance the efficiency of the alpha2,6-sialidase activity of DELTA15Pd2,6ST in a dose-dependent manner
deoxycholate
-
9fold stimulation at 0.25%, inhibition at 0.5%
natural factor from rat colon
-
may also be present in rat brain and kidney; partially purified; specific, 4fold stimulation by decreasing the Km value for the substrates and increasing Vmax, present in the cytosol, temperature dependent, protease sensitive, independent of metal ions or detergent, unaffceted by monosaccharides; stimulation is decreased by CTP, no activation at 0.75 mM CTP
-
Triton CF-54/Tween 80
Triton X-100
additional information
-
in the sialyltransferase activity assay, FLAG-tagged ST6Gal1 has the highest expression level, which is 1.8- or 4.1fold higher than that of Strep- or His-tagged ST6Gal1, respectively
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.1
(2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
-
-
2.4
(2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methylamide
-
-
11.2
(Gal-3-O-Me)beta(1-3)(GlcNAc-6-O-Me)beta-O-Me
4.1
(Gal-3-O-Me)beta(1-3)GlcNAcbeta-O-Me
-
-
0.6 - 0.8
4-methylumbelliferyl beta-D-lactoside
2.8
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-lactose
-
-
0.92
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-N-acetyllactosamine
-
-
0.14 - 0.53
asialo-alpha1-acid glycoprotein
0.078
asialo-ceruloplasmin
-
expressed as concentration of acceptor sites
-
0.0064 - 0.035
asialo-fetuin
0.59
asialo-thyroglobulin glycopeptides
-
-
-
0.16 - 0.21
asialo-transferrin
1.25
beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosamine
-
-
0.051 - 0.11
CMP-9''-benzamido-Neu5Ac
0.05 - 0.34
CMP-9''-phenylacetamido-Neu5Ac
0.098 - 0.53
CMP-9''-phenylhexanamido-Neu5Ac
0.11 - 0.165
CMP-9''-phenylpropionamido-Neu5Ac
0.12
CMP-9-acetamido-N-acetylneuraminate
-
-
0.72
CMP-9-amino-N-acetylneuraminate
-
-
0.03
CMP-9-benzamido-N-acetylneuraminate
-
-
0.003 - 0.9
CMP-N-acetylneuraminate
0.3
CMP-Neu5Ac
-
alpha2,6-sialyltransferase activity of the truncated recombinant enzyme
0.12 - 0.14
cytidine-5'-monophospho-sialic acid
3.3
Formic acid (2R,3R,4S,5R,6R)-2-((2R,3R,4R,5R,6R)-3-acetylamino-5-hydroxy-2-methoxy-6-methylaminomethyl-tetrahydro-pyran-4-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester
-
pH 6.5, 37C
13.6
fucosyl-alpha-1,2-D-galactosyl-beta-1,4-D-glucose
-
-
2.04 - 2.12
Galbeta(1,4)GlcNAc-octyl
4.3
Galbeta(1-3)(GlcNAc-6-O-Me)beta-O-Me
-
-
1.7
Galbeta(1-3)GlcNAcbeta-O-Me
1.4
Galbeta(1-4)GlcNAc
-
non-reducing terminus of asialofetuin glycans
0.97 - 1.09
GalNAcbeta(1,4)GlcNAc-octyl
1.67
lacto-N-neotetraose
-
-
1.8 - 129
lactose
0.7
Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
-
-
99 - 174
methyl-beta-D-galactopyranoside
11.6
N-((1R,3R,5R,6R,7S,8R,13R,15R,16R,17S)-6,7,17-Trihydroxy-5-hydroxymethyl-15-methoxy-2,4,9,11,14-pentaoxa-tricyclo[11.3.1.03,8]heptadec-16-yl)-acetamide
-
pH 6.5, 37C
1
N-((1R,3R,5R,6R,7S,8R,14R,16R,17R,18R)-6,7,18-trihydroxy-5-hydroxymethyl-16-methoxy-11-oxo-2,4,9,15-tetraoxa-12-aza-tricyclo[12.3.1.03,8]octadec-17-yl)-acetamide
-
pH 6.5, 37C
1.1
N-((1R,3R,5R,6R,7S,8R,14R,16R,17R,18S)-6,7,18-Trihydroxy-5-hydroxymethyl-16-methoxy-2,4,9,12,15-pentaoxa-tricyclo[12.3.1.03,8]octadec-17-yl)-acetamide
-
pH 6.5, 37C
1.62 - 15.4
N-acetyllactosamine
8.95
N-acetyllactosaminide
-
-
0.8
N-[(2R,3R,4R,5S,6R)-4-Hydroxy-6-(methanesulfonylamino-methyl)-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
-
-
3.1
N-[(2R,3R,4R,5S,6R)-5-((2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-6-formylaminomethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl]-acetamide
-
-
1.4
N-[(2R,3R,4R,5S,6R)-6-(Acetylamino-methyl)-4-hydroxy-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
-
-
5.8
N-[(2R,3R,4R,5S,6R)-6-Aminomethyl-4-hydroxy-2-methoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
-
-
8.1
Neu5Acalpha-2,3-Galbeta-1,4-Glc
-
-
53
Neu5Acalpha-4-nitrophenyl
-
alpha2,6-trans-sialidase activity of DELTA15Pd2,6ST
0.91
nLc4Cer
-
recombinant enzyme
3.5
pyridylamine-type 2H
-
recombinant enzyme, in 50 mM MES-NaOH buffer (pH 6.0), 1 mM MnCl2, at 37C
102
pyridylamino-lactose
-
recombinant enzyme
1.3
pyridylamino-N-acetyllactosamine
-
recombinant enzyme
1.5
pyridylamino-nLc4Cer
-
recombinant enzyme
0.9
pyridylaminyl-lacto-N-neotetraose
-
recombinant enzyme, in 50 mM MES-NaOH buffer (pH 6.0), 1 mM MnCl2, at 37C
additional information
additional information
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.1 - 2.3
4-methylumbelliferyl beta-D-lactoside
0.087
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-lactose
Rattus norvegicus
-
-
1.13
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-N-acetyllactosamine
Rattus norvegicus
-
-
1.4 - 2.7
CMP-N-acetylneuraminate
0.883
Neu5Acalpha-4-nitrophenyl
Photobacterium damselae
-
alpha2,6-trans-sialidase activity of DELTA15Pd2,6ST
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.031
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-lactose
Rattus norvegicus
-
-
40078
1.23
5-(5-dimethylaminonaphthalene-1-sulfonyl-2-(2-aminoethoxy))ethyl beta-N-acetyllactosamine
Rattus norvegicus
-
-
40077
0.016
Neu5Acalpha-4-nitrophenyl
Photobacterium damselae
-
alpha2,6-trans-sialidase activity of DELTA15Pd2,6ST
40079
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0047 - 0.016
CDP
0.18
CMP
-
-
4.07
CMP-4-O-[2,2,6,6-tetramethylpiperidine-1-oxyl]
-
pH 6.5, 37C
0.79
CMP-4-O-[4-carboxy-2,2,6,6-tetramethylpiperidinine-1-oxyl]
-
pH 6.5, 37C
additional information
additional information
-
-
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8.7
CMP-4-O-[2,2,6,6-tetramethylpiperidine-1-oxyl]
Rattus norvegicus
-
pH 6.5, 37C
1.7
CMP-4-O-[4-carboxy-2,2,6,6-tetramethylpiperidinine-1-oxyl]
Rattus norvegicus
-
pH 6.5, 37C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00000022
-
hepatocyte
0.0000008
-
Ehrlich ascite carcinoma cells, adherent or from tissue culture
0.00083
-
partially purified enzyme
0.0009
-
partially purified enzyme
0.0035
-
partially purified enzyme
0.016
-
crude enzyme
0.103
-
neuraminidase activity of the truncated recombinant enzyme
1.6
-
purified, recombinant from Sf9 insect cells
2.6
-
159fold purified enzyme
8.2
-
purified enzyme
26 - 28
-
purified enzyme
82.9
-
alpha2,6-sialyltransferase activity of the 15.2fold purified truncated recombinant enzyme
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 6
-
pH 5: alpha2,6-sialyltransferase activity of the truncated recombinant enzyme, pH 6: neuraminidase activity of the truncated recombinant enzyme
5.8
-
alpha2,6-sialidase and alpha2,6-trans-sialidase activities of DELTA15Pd2,6ST in MES buffer
6 - 6.5
-
-
6 - 6.5
-
2-(N-morpholino)ethane sulfonic acid buffer
6.4 - 7.2
-
broad, optimal buffer concentration: 0.05-0.15 M, decreasing activity above 0.15 M
6.8
-
assay at
7.5
-
Tris-HCl buffer
additional information
-
pI: 4.6
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9.2
-
about half-maximal activity at pH 5 and 9.2
5 - 7.5
-
about 40% of maximal activity at pH 5.0 and at pH 7.5
5 - 9.7
-
about 65% of maximal activity at pH 5 and about half-maximal activity at pH 9.7
5.2 - 7.4
-
about half-maximal activity at pH 5.2 and 7.4
5.4 - 8
-
about half-maximal activity at pH 5.4 and 8, goat
7.5 - 10
-
pH-profile of truncated enzyme forms DELTA15Pd2,6ST(N) and DELTA112Pd2,6ST(N). Similar to the DELTA15Pd2,6ST(N), the shorter DELTA112Pd2,6ST(N) is active in a wide pH range of 7.5-10.0
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35
-
alpha2,6-sialyltransferase activity and neuraminidase activity of the truncated recombinant enzyme
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 37
-
activity at 25C is about 75% of the activity at 100C
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.3
-
isoelectric focusing
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
level of serum ST6Gal I in patients with chronic active hepatitis is significantly increased compared to that in patients with chronic persistent hepatitis. Serum level of ST6Gal I in hepatitis C patients is correlated with the activity of hepatic inflammation, but not with liver fibrosis
Manually annotated by BRENDA team
-
Daudi cell line
Manually annotated by BRENDA team
-
expressed during embryonic development in a tissue- and stage-specific fashion, with elevated expression in a subset of cells within the central nervous system
Manually annotated by BRENDA team
-
high activity in cells grown in tissue culture or adherent to extracellular matrices, low activity in cells not adherent nor grown in tissue culture
Manually annotated by BRENDA team
-
11-day, 15-day or 17-day; brain of 11-, 15- and 17-day old embryos
Manually annotated by BRENDA team
-
BACE1 affects the alpha2,6-sialylation of proteins secreted from Hep-3B cells. Following BACE1 overexpression in Hep3B cells, the alpha2,6-sialylation of soluble secreted glycoproteins is significantly increased, whereas that of cell-surface glycoproteins remains unchanged
Manually annotated by BRENDA team
-
cultured cells isolated from the tumor behave as normal hepatocytes; no enzyme activity in Zaidela ascitic hepatoma, but 3.6fold reduced mRNA content of a larger transcript size compared to normal liver cells
Manually annotated by BRENDA team
-
of pregnant mouse
Manually annotated by BRENDA team
-
myeloma cell line
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
; isoform Stcys is found in both the endoplasmic reticulum and in Golgi
Manually annotated by BRENDA team
-
exogenous and endogenous ST6Gal I in the perinuclear Golgi of Hep3B-ST6Gal I and control Hep3B cells
-
Manually annotated by BRENDA team
-
in medial-trans regions. Isoform Stcys is found in both the endoplasmic reticulum and in Golgi; in medial-trans regions. Isoform STtyr is restricted to Golgi in most cells
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
additional information