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Information on EC 2.7.7.43 - N-acylneuraminate cytidylyltransferase
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EC Tree
2.7.7.43 N-acylneuraminate cytidylyltransferaseIUBMB Comments
Acts on N-acetyl- and N-glycolyl- derivatives.
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Word Map
- 2.7.7.43
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sialylation
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sialyltransferase
- meningitidis
-
polysialic
- lipooligosaccharide
- n-acetylmannosamine
- ducreyi
-
sialoglycoconjugates
- synthesis
- kdn
- mannac
- neu5gc
- medicine
- agriculture
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria, Archaea
Reaction Schemes
Synonyms
cmp-sialic acid synthetase, cmp-neu5ac synthetase, cmp-neuac synthetase, cmp-neunac synthetase, cmp-n-acetylneuraminic acid synthetase, nmcss, cmp-sia synthetase, dmcss, cmp-sia-syn, dmcsas, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acylneuraminate cytidyltransferase
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CMAS
CMP sialate pyrophosphorylase
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CMP-N-acetylneuraminate synthase
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CMP-N-acetylneuraminate synthetase
CMP-N-acetylneuraminic acid synthase
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CMP-N-acetylneuraminic acid synthetase
CMP-N-acylneuraminic acid synthetase
CMP-NANA synthetase
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CMP-Neu5Ac synthetase
CMP-NeuAc synthetase
CMP-NeuNAc synthetase
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CMP-Sia synthetase
CMP-sialate synthase
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CMP-sialate synthetase
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CMP-sialic acid synthetase
CMP-sialic synthetase
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CMPsialate pyrophosphorylase
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CMPsialate synthase
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CSS
cytidine 5'-monophosphate N-acetylneuraminic acid synthetase
cytidine 5'-monophospho-N-acetylneuraminic acid synthetase
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cytidine 5'-monophosphosialic acid synthetase
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cytidine 5-monophosphate N-acetylneuraminic acid synthetase
cytidine monophosphate N-acetylneuraminic acid synthetase
cytidine monophosphate sialic acid synthetase
cytidine monophosphate-N-acetylneuraminic acid synthetase
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cytidine monophospho-sialic acid synthetase
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cytidine monophosphoacetylneuraminic synthetase
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cytidine monophosphosialate pyrophosphorylase
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cytidine monophosphosialate synthetase
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cytidyltransferase, acylneuraminate
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cytidylyltransferase, acetylneuraminate
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sialate cytidylyltransferase
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CMP-N-acetylneuraminate synthetase
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CMP-N-acetylneuraminic acid synthetase
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CMP-Neu5Ac synthetase
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CMP-NeuAc synthetase
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CMP-Sia synthetase
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CMP-sialic acid synthetase
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cytidine 5-monophosphate N-acetylneuraminic acid synthetase
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cytidine 5-monophosphate N-acetylneuraminic acid synthetase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
CTP + N-acetylneuraminate = diphosphate + CMP-N-acylneuraminate
typical ordered-sequential kinetic behaviour, enzyme does not bind N-acetylneuraminate in the absence of CTP
CTP + N-acetylneuraminate = diphosphate + CMP-N-acylneuraminate
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CTP + N-acylneuraminate = diphosphate + CMP-N-acylneuraminate
ping pong bi bi mechanism with CTP as the first substrate and CMP-NeuAc as the last product
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CTP + N-acylneuraminate = diphosphate + CMP-N-acylneuraminate
ordered bi-bi kinetic mechanism. CTP binds first and CMP-NeuAc dissociates last. The rate-limiting step appears to be dissociation of CMP-NeuAc
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CTP + N-acylneuraminate = diphosphate + CMP-N-acylneuraminate
ping pong bi bi mechanism with CTP as the first substrate and CMP-NeuAc as the last product
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CTP + N-acylneuraminate = diphosphate + CMP-N-acylneuraminate
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
nucleotidyl group transfer
nucleotidyl group transfer
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
CTP:N-acylneuraminate cytidylyltransferase
Acts on N-acetyl- and N-glycolyl- derivatives.
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CAS REGISTRY NUMBER
COMMENTARY
9067-82-7
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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
CTP + (2S,4S,5R,6R)-6-((1R,2S)-3-azido-1,2-dihydroxy-propyl)-2,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid
diphosphate + CMP-(2S,4S,5R,6R)-6-((1R,2S)-3-azido-1,2-dihydroxy-propyl)-2,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-carboxylic acid
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-
-
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?
CTP + (N-4-O-)diacetylneuraminic acid
diphosphate + CMP-N-4-O-diacetylneuraminate
-
(N-4-O-)diacetylneuraminic acid is 46% effective compared to N-acylneuraminate
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?
CTP + 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
diphosphate + CMP-2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
CTP + 3-deoxy-D-galacto-2-octulosonic acid
diphosphate + CMP-3-deoxy-D-galacto-2-octulosonic acid
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-
-
-
?
CTP + 3-deoxy-D-glycero-D-galacto-nononate
diphosphate + CMP-3-deoxy-D-glycero-D-galacto-nononate
CTP + 5-deaminoneuraminate
diphosphate + CMP-5-deaminoneuraminate
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-
-
?
CTP + 8-O-methyl-N-acetylneuraminate
diphosphate + CMP-(8-O-methyl)-N-acetylneuraminate
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-
-
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?
CTP + N-(N-benzyloxycarbonyl-glycyl)-muramic acid
diphosphate + CMP-N-(N-benzyloxycarbonyl-glycyl)-muramic acid
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-
-
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?
CTP + N-acetyl-neuraminate
diphosphate + CMP-N-acetylneuraminate
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-
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?
CTP + N-acetylmuramic acid
diphosphate + CMP-N-acetylmuramic acid
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-
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?
CTP + N-azidoacetylmuramic acid
diphosphate + CMP-N-azidoacetylmuramic acid
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-
-
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?
CTP + N-azidomuramic acid
diphosphate + CMP-N-azidomuramic acid
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-
-
-
?
CTP + N-hydroxyacetylmuramic acid
diphosphate + CMP-N-hydroxyacetylmuramic acid
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-
-
-
?
CTP + N-hydroxymuramic acid
diphosphate + CMP-N-hydroxymuramic acid
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-
-
-
?
CTP + N-methylglycolylneuraminate
diphosphate + CMP-N-methylglycolylneuraminate
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-
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?
deaminoneuraminic acid + CTP
CMP-KDN + diphosphate
N-glycolylneuraminic acid (Neu5Gc) and deaminoneuraminic acid (KDN) are also substrates
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?
N-acetyl-7(8)-O-acetylneuraminate + CTP
diphosphate + CMP-N-acetyl-7(8)-O-acetylneuraminate
N-glycolylneuraminic acid + CTP
CMP-Neu5Gc + diphosphate
N-glycolylneuraminic acid (Neu5Gc) and deaminoneuraminic acid (KDN) are also substrates
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?
UDP + N-acetylneuraminate
phosphate + UMP-N-acetylneuraminate
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-
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?
UTP + N-glycolylneuraminic acid
UMP-N-glycolylneuraminate + diphosphate
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?
4-O-methyl-N-acetylneuraminate + CTP
CMP-4-O-methyl-N-acetylneuraminate + diphosphate
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?
4-O-methyl-N-acetylneuraminate + CTP
CMP-4-O-methyl-N-acetylneuraminate + diphosphate
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no activity
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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no activity with CDP
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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no activity with CDP
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?
CDP + N-acetylneuraminate
phosphate + CMP-N-acetylneuraminate
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no activity with CDP
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?
CTP + 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
diphosphate + CMP-2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
recombinant enzyme shows 15times lower activity towards 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid than towards N-acetylneuraminate
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?
CTP + 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
diphosphate + CMP-2-keto-3-deoxy-D-glycero-D-galacto-nononic acid
enzyme shows high activity towards 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid and towards N-acetylneuraminate
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?
CTP + 3-deoxy-D-glycero-D-galacto-nononate
diphosphate + CMP-3-deoxy-D-glycero-D-galacto-nononate
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reaction of EC 2.7.7.92
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?
CTP + 3-deoxy-D-glycero-D-galacto-nononate
diphosphate + CMP-3-deoxy-D-glycero-D-galacto-nononate
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reaction of EC 2.7.7.92
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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-
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminate
diphosphate + CMP-N-acetylneuraminate
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?
CTP + N-acetylneuraminic acid
diphosphate + CMP-N-acetylneuraminic acid
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?
CTP + N-acetylneuraminic acid
diphosphate + CMP-N-acetylneuraminic acid
the enzyme displays specificity for N-acetylneuraminic acid as a substrate
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?
CTP + N-acetylneuraminic acid
diphosphate + CMP-N-acetylneuraminic acid
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?
CTP + N-acetylneuraminic acid
diphosphate + CMP-N-acetylneuraminic acid
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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the product of the reaction CMP-N-acylneuraminate is the substrate for the sialylation of glycoconjugates by sialyltransferases
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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the lec32 mutation reduces CMP-NeuAc synthetase activity to undetectable levels and reduces Neu-Ac on glycoproteins and glycolipids by 95%
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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reaction is theoretically reversible, even though the ratio between the velocities in the anabolic and catabolic direction is 1000:1
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r
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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CMP-NeuAc is essential for the formation of capsule polysialylate for strain K1
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
CMP-NeuAc is essential for the formation of capsule polysialylate for strain K1
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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neuroinvasive and septicaemia-causing pathogens often display a polysialic acid capsule that is involved in invasive behaviour. N-Acetylneuraminate is the basic monomer of polysialic acid. The activated form CMP-N-acylneuraminate is synthesized by N-acylneuraminate cytidylyltransferase
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
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-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
neuroinvasive and septicaemia-causing pathogens often display a polysialic acid capsule that is involved in invasive behaviour. N-Acetylneuraminate is the basic monomer of polysialic acid. The activated form CMP-N-acylneuraminate is synthesized by N-acylneuraminate cytidylyltransferase
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
production of CMP-N-acetylneuraminate is required for the synthesis of sialylated glycoconjugates
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-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
enzyme shows pronounced specificity for N-acylneuraminate
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
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?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
ir
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
the enzyme is involved in the production of activated sialic acids
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
enzyme is equally active with either of the three substrates: N-acylneuraminate, N-glycolylneuraminate and deaminoneuraminic acid
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
changes in the level of sialylation during development are intimately related to variations in the expression of the enzyme, at least in brain, heart, kidney, stomach, intestine and lung
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
the enzyme is involved in synthesis of capsular polysaccharide, the recombinant enzyme can function in K1 capsular polysaccharide biosynthesis in Escherichia coli
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
the enzyme is essential in capsular polysaccharide biosynthesis, activates N-acetylneuraminate for transfer to the nascent capsular polysaccharide
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
the enzyme is essential in capsular polysaccharide biosynthesis, activates N-acetylneuraminate for transfer to the nascent capsular polysaccharide
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
-
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
reaction is freely reversible and the ratio of the velocities in synthesis and degradation direction is 3:1
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r
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
-
the enzyme produces CMP-N-acetylneuraminate, the nucleotide sugar donor used by sialyltransferase
-
-
?
CTP + N-acylneuraminate
diphosphate + CMP-N-acylneuraminate
[Haemophilus] ducreyi 35000
-
the enzyme produces CMP-N-acetylneuraminate, the nucleotide sugar donor used by sialyltransferase
-
-
?
CTP + N-acylneuraminate methyl ester
diphosphate + CMP-N-acylneuraminate methyl ester
-
-
-
-
?
CTP + N-acylneuraminate methyl ester
diphosphate + CMP-N-acylneuraminate methyl ester
-
-
-
-
?
CTP + N-glycolneuraminate
diphosphate + CMP-N-glycolneuraminate
relatively inferior substrate
-
-
?
CTP + N-glycolneuraminate
diphosphate + CMP-N-glycolneuraminate
-
N-glycolneuraminate is a relatively weaker substrate than N-acylneuraminate
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
CTP + N-glycolylneuraminate
diphosphate + CMP-N-glycolylneuraminate
-
-
-
-
?
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