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Information on EC 2.3.1.45 - N-acetylneuraminate 7-O(or 9-O)-acetyltransferase
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EC Tree
2.3.1.45 N-acetylneuraminate 7-O(or 9-O)-acetyltransferaseIUBMB Comments
Both free and glycosidically bound N-acetyl- and N-glycolylneuraminates can act as O-acetyl acceptors.
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Word Map
- 2.3.1.45
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o-acetylation
- ganglioside
- analysis
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o-acetylesterase
- accoa
- cmp-neu5ac
- gd3
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sialyltransferase
- sialate-o-acetylesterase
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submandibular
- neu5ac
- glycolipids
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sialylation
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neu5,9ac2
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all-cell
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cmp-n-acetylneuraminic
- glycosphingolipids
- sialidase
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ppp1r9a
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sialoglycoproteins
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7-o-acetylated
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acid-specific
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de-o-acetylating
- medicine
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
casd1, sialate-o-acetyltransferase, sia o-acetyltransferase, sialate-7(9)-o-acetyltransferase, sialyl-o-acetyltransferase, neud o-acetyltransferase, cas1 domain-containing protein 1, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
7(9)-OAT
acetyl-CoA:N-acetylneuraminate-7- and/or 8-O-acetyltransferase
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acetyl-CoA:N-acetylneuraminate-7- or 8-O-acetyltransferase
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acetyl-CoA:N-acetylneuraminate-9(7)-O-acetyltransferase
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acetyl-CoA:N-acetylneuraminate-9(or7)-O-acetyltransferase
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acetyltransferase, N-acetylneuraminate 9(7)-O-
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glycoprotein 7(9)-O-acetyltransferase
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group B streptococcal sialic acid O-acetyltransferase
N-acetylneuraminate 7(8)-O-acetyltransferase
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N-acetylneuraminate 7,8-O-acetyltransferase
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N-acetylneuraminate 9(7)-O-acetyltransferase
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N-acetylneuraminate O7-(or O9-)acetyltransferase
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NeuD
Sia O-acetyltransferase
sialate O-acetyltransferase
sialate-7(9)-O-acetyltransferase
sialate-O-acetyltransferase
SOAT
additional information
sialate O-acetyltransferase
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additional information
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in early days of investigation of sialate O-acetyltransferase it was not possible to discriminate clearly between 7- or 9-O-acetylated sialic acids enzymatically formed on a micro scale in order to denominate the enzyme correctly, there also exists the possibility of the existence of more than one O-acetyltransferases incorporating acetyl-groups into different positions of the sialic acid side chain, in contrast a hypothesis is presented for the requirement of only one transferase specific for the 7-OH group, after insertion of the O-acetyl group at O-7 the ester residue may migrate to O-9 afterwards a second O-acetyl group can be transferred by the same enzyme to O-7, which may migrate to O-8 and open the way for linking a third acetyl group to O-7
additional information
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in early days of investigation of sialate O-acetyltransferase it was not possible to discriminate clearly between 7- or 9-O-acetylated sialic acids enzymatically formed on a micro scale in order to denominate the enzyme correctly, there also exists the possibility of the existence of more than one O-acetyltransferases incorporating acetyl-groups into different positions of the sialic acid side chain, in contrast a hypothesis is presented for the requirement of only one transferase specific for the 7-OH group, after insertion of the O-acetyl group at O-7 the ester residue may migrate to O-9 afterwards a second O-acetyl group can be transferred by the same enzyme to O-7, which may migrate to O-8 and open the way for linking a third acetyl group to O-7
additional information
the enzyme belongs to the NodL-LacA-CysE family of O-acetyltransferase family
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
7-O-acetyl groups can migrate to the 9-position
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acetyl-CoA + N-acetylneuraminate = CoA + N-acetyl-7-O(or 9-O)-acetylneuraminate
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acyl group transfer
Acyl group transfer
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SYSTEMATIC NAME
IUBMB Comments
acetyl-CoA:N-acetylneuraminate 7-O(or 9-O)-acetyltransferase
Both free and glycosidically bound N-acetyl- and N-glycolylneuraminates can act as O-acetyl acceptors.
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CAS REGISTRY NUMBER
COMMENTARY
9054-50-6
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + CMP-5-N-acetylneuraminate
CoA + CMP-5-N-acetyl-9-O-acetyl-neuraminate
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-
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-
?
acetyl-CoA + CMP-5-N-acetylneuraminate
CoA + CMP-5-N-acetyl-9-O-acetylneuraminate
-
-
-
?
acetyl-CoA + CMP-N-acetyl-neuraminate
CoA + CMP-9-O-acetyl-N-acetylneuraminate
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-
-
?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-7-O-acetyl-neuraminate
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free acids or proteins as substrates
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-
?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-7-O-acetylneuraminic acid
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-
-
-
?
acetyl-CoA + endogenous sialic acid
CoA + N-acetyl-7-O-acetylneuraminic acid
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-
-
-
?
acetyl-CoA + ganglioside GT1b
CoA + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide + Neu5Acalpha(2->3)Galbeta(1->)3GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1-1')ceramide + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3))Galbeta(1->4)Glcbeta(1->1')ceramide
acetyl-CoA + N-acetyl-9-O-acetylneuraminate
N-acetyl-7,9-O-diacetylneuraminate
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-
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ir
acetyl-CoA + Neu5Acalpha2-8Neu5Acalpha2-3Galbeta1-4Glc-[6-(5-fluorescein-carboxamido)-hexanic acid succimidylester]
CoA + ?
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the O-acetylation reaction is also followed by real time NMR spectroscopy showing preferred incorporation of the acetyl group at C-9 of alpha2-8-linked Sia
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?
acetyl-CoA + NeuAcalpha-2,3-Galbeta-1,4-Glc-6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester
?
the enzyme catalyzes the transfer of O-acetyl groups onto oligosaccharide-bound sialic acid, with a high specificity for terminal alpha2,8-linked residues, usage of 6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester-labeled oligosaccharides
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-
?
acetyl-CoA + NeuAcalpha-2,8-NeuAcalpha-2,3-Galbeta-1,4-Glc-6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester
?
the enzyme catalyzes the transfer of O-acetyl groups onto oligosaccharide-bound sialic acid, with a high specificity for terminal alpha2,8-linked residues, usage of 6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester-labeled oligosaccharides
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-
?
acetyl-CoA + NeuAcalpha-2,8-NeuAcalpha-2,8-NeuAcalpha-2,3-Galbeta-1,4-Glc-6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester
?
the enzyme catalyzes the transfer of O-acetyl groups onto oligosaccharide-bound sialic acid, with a high specificity for terminal alpha2,8-linked residues, usage of 6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester-labeled oligosaccharides
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-
?
CMP-N-acetylneuraminic acid + acetyl-CoA
CoA + CMP-5-N-acetyl-9-O-acetyl neuraminic acid
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?
N-acetylneuraminic acid + acetyl-CoA
CoA + 5-N-acetyl-9-O-acetyl neuraminic acid
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
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-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-7-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
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-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
-
-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes, e.g. in regulation of cancer development via GD3-O-acetylation, overview
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-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-8-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
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-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + 5-N-acetylneuraminic acid
CoA + 5-N-acetyl-9-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-7-O-acetyl-neuraminate
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-
-
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?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-7-O-acetyl-neuraminate
-
tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes
-
-
?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-8-O-acetyl-neuraminate
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-
-
-
?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-8-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes, e.g. terminal alpha2,8-linked sialic acid occurs on the glycerol side chain of GD3, where it reverses FAS-mediated apoptotic effects, suggesting a role of GD3 O-acetylation in regulating induced apoptosis, GD2 O-acetylation is oberseved in breast cancer
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-
?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-9-O-acetyl-neuraminate
-
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9-O-acetyl sialic acids may occur via isomeriaztion of 7-O-acetyl sialic acids
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?
acetyl-CoA + CMP-5-N-acetylneuraminic acid
CoA + CMP-5-N-acetyl-9-O-acetyl-neuraminate
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tissue- and cell type-specific modification of sialic acids, often in a development-dependent manner, plays a pivotal role in modulating various biological processes, e.g. via 9-O-acetylation on colonic mucins, overview
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-
?
acetyl-CoA + CMP-N-acetylneuraminate
CoA + N-acetyl-9-O-acetylneuraminate + CMP
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-
-
?
acetyl-CoA + CMP-N-acetylneuraminate
CoA + N-acetyl-9-O-acetylneuraminate + CMP
the N-terminal luminal domain of CASD1 demonstrate sialate 9-O-acetyltransferase activity, transfer of acetyl groups from acetyl-coenzyme A to CMP-activated sialic acid and formation of a covalent acetyl-enzyme intermediate
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?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-9-O-acetyl-neuraminate
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best substrate
the 9-O-acetylsialic acid is the main product
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?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-9-O-acetyl-neuraminate
-
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the 9-O-acetylsialic acid is the main product
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?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-9-O-acetyl-neuraminate
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the CMP-N-acetyl-neuraminic acid and acetyl-CoA transporters are critical components for the O-acetylation of CMPNeu5Ac in Golgi lumen, with specific inhibition of either transporter leading to a reduction in the formation of CMP-5-N-acetyl-9-O-acetyl-neuraminic acid, O-acetylation in human colon Golgi vesicles is regulated by the concentration of CMP-Neu5Ac and AcCoA in the lumen, both being under the control of specific transport proteins, overview
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-
?
acetyl-CoA + CMP-N-acetylneuraminic acid
CoA + CMP-N-acetyl-9-O-acetyl-neuraminate
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free acids or proteins as substrates
-
-
?
acetyl-CoA + ganglioside GD1a
CoA + O-acetyl-ganglioside GD1a
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i.e. Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->3))Galbeta(1->4)Glcbeta(1-1')-ceramide
-
-
?
acetyl-CoA + ganglioside GD1a
CoA + O-acetyl-ganglioside GD1a
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i.e. Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->3))Galbeta(1->4)Glcbeta(1-1')-ceramide
-
-
?
acetyl-CoA + ganglioside GD1b
?
-
i.e. Galbeta1-3GalNAcbeta(1->4)(Neu5Acalpha(2->8)Neu5Acalpha(2->3))Galbeta(1-4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + ganglioside GD1b
?
-
i.e. Galbeta1-3GalNAcbeta(1->4)(Neu5Acalpha(2->8)Neu5Acalpha(2->3))Galbeta(1-4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + ganglioside GD3-FCHASE
CoA + 9-O-acetyl-ganglioside GD3-FCHASE
-
-
-
-
?
acetyl-CoA + ganglioside GD3-FCHASE
CoA + 9-O-acetyl-ganglioside GD3-FCHASE
-
-
-
-
?
acetyl-CoA + ganglioside GT1b
CoA + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide + Neu5Acalpha(2->3)Galbeta(1->)3GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1-1')ceramide + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3))Galbeta(1->4)Glcbeta(1->1')ceramide
-
i.e. Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->8))Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + ganglioside GT1b
CoA + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide + Neu5Acalpha(2->3)Galbeta(1->)3GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1-1')ceramide + Ac-O-Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Ac-O-Neu5Acalpha(2->8)Neu5Acalpha(2->3))Galbeta(1->4)Glcbeta(1->1')ceramide
-
i.e. Neu5Acalpha(2->3)Galbeta(1->3)GalNAcbeta(1->4)(Neu5Acalpha(2->8))Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + ganglioside PrGD1b
?
-
i.e. Galbeta(1->3)GalNAcbeta(1->4)(O-propionyl-O-Neu5Acalpha(2->8))Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + ganglioside PrGD1b
?
-
i.e. Galbeta(1->3)GalNAcbeta(1->4)(O-propionyl-O-Neu5Acalpha(2->8))Neu5Acalpha(2->3)Galbeta(1->4)Glcbeta(1->1')ceramide
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
glycosidically bound N-acetylneuraminate
O-acetylation at position 7, 9-O-acetylated product appears after migration of the acetyl group from position 7 to 9
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
glycosidically bound N-acetylneuraminate
N-acetyl-7(8)-mono-O-acetyl- and N-acetyl-7,8-di-O-acetylneuraminate
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
the membrane-bound enzyme acts on endogenous, glycoprotein-bound N-acetyl- and N-glycolylneuraminic acids, the soluble enzyme acts on exogenous non-glycosidically bound N-acetyl- and N-glycolylneuraminic acids
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
free acetylneuraminate
few N-acetyl-O-acetylneuraminate bound to cytosolic glycoproteins, some bound to microsomes
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
free acetylneuraminate
N-acetyl-7(8)-mono-O-acetyl- and N-acetyl-7,8-di-O-acetylneuraminate
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
glycosidically bound N-acetylneuraminate
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
glycosidically bound N-acetylneuraminate, alpha2-6 linked
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
acetylneuraminate bound to sialic acids
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
free acetylneuraminate
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O-acetylneuraminate
-
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O-acetylneuraminate
-
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O-acetylneuraminate
-
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-7-O-acetylneuraminate
-
-
-
-
?
acetyl-CoA + N-acetylneuraminate
CoA + N-acetyl-9-O-acetylneuraminate
-
-
-
ir
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-9-O-acetyl-neuraminate
-
-
the 9-O-acetylsialic acid is the main product
-
?
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-9-O-acetyl-neuraminate
-
no 7-O-acetylation
-
?
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-9-O-acetyl-neuraminate
-
-
-
?
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-9-O-acetyl-neuraminate
-
-
-
-
?
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-O-acetyl-neuraminate
-
-
the 9-O-acetyl neuraminic acid is the main product, but small amounts of 7-O-acetylated neuraminic acid are also detected, oligo-O-acetylated species are 5-N-acetyl-8,9-di-O-acetylneuraminic acid and 5-N-acetyl-7,8,9-tri-O-acetylneuraminic acid, acids, but neither 5-N-acetyl-7,8-di-O-acetylneuraminic acid nor 5-N-acetyl-7,9-di-O-acetylneuraminic acid are formed, in microsomes, a migrase is involved catalysing the rapid migration of O-acetyl groups along the glycerol side chain, subsequently followed by the transfer of another acetyl group, facilitating the formation of 5-N-acetyl-7,8,9-tri-O-acetylneuraminic acid, overview
-
?
acetyl-CoA + N-acetylneuraminic acid
CoA + N-acetyl-O-acetyl-neuraminate
-
the level of free cytosolic Neu5,9Ac2 in human colon is regulated by the relative activity of the cytosolic sialate-O-acetylesterase
mono- and oligoacetylated products, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
-
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
sialic acid distribution, overview
-
?
acetyl-CoA + sialic acid
CoA + N-acetyl-7-O(or 9-O-)-acetylneuraminate
-
pathway, overview
-
?
additional information
?
-
-
reaction affords the transport of the acetyl group by a translocase across the Golgi membrane, followed by the enzymatic transfer of the acetyl group onto sialic acid in the Golgi lumen
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, overview
-
-
?
additional information
?
-
-
the O-acetylation of sialic acids in various positions is a frequent modification of these residues in glycoproteins and glycolipids, sialic acid O-acetylation is involved in the regulation of many cell biological and pathophysiological events
-
-
?
additional information
?
-
-
substrate specificity, overview, no involvement of an isomerase in the migration of O-acetyl groups within the sialic acid side chain, at pH 9.5 in buffer only, a significant proportion of Neu5,7Ac2 is converted non-enzymatically to Neu5,9Ac within 15 min
-
-
?
additional information
?
-
the enzyme is involved in the lipo-oligosaccharide biosynthesis, and in production of sialylated outer core structures that mimic host gangliosides, implicated in triggering the onset of Guillain-Barré syndrome
-
-
?
additional information
?
-
substrate specificity, overview, NeuAcalpha-2,3-Galalpha-1,4-Glc-6-(5-fluorescein-carboxamido)-hexanoic acid succimidyl ester is a poor substrate
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, one acceptor substrate is GD3, overview
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, overview
-
-
?
additional information
?
-
Escherichia coli K1, a leading cause of neonatal sepsis and meningitis, expresses a surface CPS containing Neu5Ac, further modified this Sia by O-acetylation
-
-
?
additional information
?
-
-
5-N-acetyl-9-O-acetyl-neuraminic acid can be transferred from neo-synthesised CMP-Neu5,9Ac2 to various endogenous glycoproteins in the same Golgi vesicles
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, the enzyme is involved in cancer development, enzyme role in regulation, the enzyme colaborates with the sialate O-acetylesterase, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, overview
-
-
?
additional information
?
-
-
the O-acetyl groups at C7 show the ability to migrate to C9 during extended periods of storage
-
-
?
additional information
?
-
enzyme CASD1 mediates 9-O-acetylation of cellular sialoglycans and sialoglycoconjugates
-
-
?
additional information
?
-
-
enzyme CASD1 mediates 9-O-acetylation of cellular sialoglycans and sialoglycoconjugates
-
-
?
additional information
?
-
while the N-terminal luminal domain of CASD1 displays the characteristic fold of an esterase, it does not appear to function as such, no esterase activity with synthetic acetylesterase substrate 4-nitrophenyl acetate nor towards natural O-acetylated sialoglycoconjugates. In vitro SOAT activity of recombinant soluble enzyme sCASD1
-
-
?
additional information
?
-
-
while the N-terminal luminal domain of CASD1 displays the characteristic fold of an esterase, it does not appear to function as such, no esterase activity with synthetic acetylesterase substrate 4-nitrophenyl acetate nor towards natural O-acetylated sialoglycoconjugates. In vitro SOAT activity of recombinant soluble enzyme sCASD1
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, the enzyme is involved in cancer development, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, overview
-
-
?
additional information
?
-
-
Golgi O-acetylation pathway, overview, reaction mechanism and supply of acetyl-CoA for the acetylation within the Golgi lumen, overview
-
-
?
additional information
?
-
-
NeuD O-acetyltransferase plays roles in both sialic acid biosynthesis and regulation of the O-acetyl modification
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)