Information on EC 2.7.7.33 - glucose-1-phosphate cytidylyltransferase

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The expected taxonomic range for this enzyme is: Bacteria

EC NUMBER
COMMENTARY
2.7.7.33
-
RECOMMENDED NAME
GeneOntology No.
glucose-1-phosphate cytidylyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
CTP + alpha-D-glucose 1-phosphate = diphosphate + CDP-glucose
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
nucleotidyl group transfer
-
-
-
-
nucleotidyl group transfer
Q8KN04
-
PATHWAY
KEGG Link
MetaCyc Link
Amino sugar and nucleotide sugar metabolism
-
Biosynthesis of secondary metabolites
-
CDP-3,6-dideoxyhexose biosynthesis
-
Metabolic pathways
-
Starch and sucrose metabolism
-
streptomycin biosynthesis
-
SYSTEMATIC NAME
IUBMB Comments
CTP:alpha-D-glucose-1-phosphate cytidylyltransferase
-
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
alpha-D-glucose-1-phosphate cytidylyltransferase
-
-
-
-
alpha-D-glucose-1-phosphate cytidylyltransferase
-
-
alpha-D-glucose-1-phosphate cytidylyltransferase
Q8KN04
-
CDP-D-glucose synthase
-
-
-
-
CDP-D-glucose synthase
Q8KN04
-
CDP-glucose pyrophosphorylase
-
-
-
-
CDPglucose pyrophosphorylase
-
-
-
-
cytidine diphosphate glucose pyrophosphorylase
-
-
-
-
cytidine diphosphate-D-glucose pyrophosphorylase
-
-
-
-
cytidine diphosphoglucose pyrophosphorylase
-
-
-
-
cytidylyltransferase, glucose 1-phosphate
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
9027-10-5
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
Azotobacter vinelandii O
strain O
-
-
Manually annotated by BRENDA team
no activity in Streptomyces griseus
streptomycin producing strain N2-3-11
-
-
Manually annotated by BRENDA team
LT2, ecombinant, overproducing strain P9254
-
-
Manually annotated by BRENDA team
strain GLA.0
-
-
Manually annotated by BRENDA team
Streptomyces glaucescens GLA.0
strain GLA.0
-
-
Manually annotated by BRENDA team
type V, rough mutant, strain 25VO
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
Q57430, -
-
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
highly specific
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
best substrates
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: ADPglucose, dTDPglucose, UDPglucose
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: ADPglucose, dTDPglucose, UDPglucose
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: ADPglucose, dTDPglucose, UDPglucose, no substrate in the reverse reaction: CDPparatose
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: alpha-D-mannose 1-phosphate, N-acetyl-alpha-D-glucosamine 1-phosphate
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: alpha-D-mannose 1-phosphate, N-acetyl-alpha-D-glucosamine 1-phosphate
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: alpha-D-mannose 1-phosphate, N-acetyl-alpha-D-glucosamine 1-phosphate
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
specific for CTP and alpha-D-glucose 1-phosphate
-
-
?
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: dTTP, alpha-D-galactose 1-phosphate
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: dTTP, alpha-D-galactose 1-phosphate
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: ATP, GTP
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: ATP, GTP
-
-
?
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: ATP, GTP, catalyzes bimolecular group transfer reaction
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: TTP
-
-
?
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: UDPgalactose, UDP-D-mannose, UDP-N-acetyl-D-glucosamine, dTDP-L-rhamnose
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: dATP, dGTP, dCTP, D-ribitol 5-phosphate, L-glycerol 3-phosphate
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrate in the forward reaction: D-ribose 1-phosphate
-
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
specific for base and sugar, no substrate in the forward reaction: GTP and D-mannose 1-phosphate
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: GDPglucose
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
-
no substrates in the reverse reaction: GDPglucose
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
Streptomyces glaucescens GLA.0
-
specific for CTP and alpha-D-glucose 1-phosphate
-
-
?
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDPglucose
show the reaction diagram
Azotobacter vinelandii O
-
highly specific, no substrates in the reverse reaction: ADPglucose, dTDPglucose, UDPglucose, no substrate in the forward reaction: alpha-D-mannose 1-phosphate, N-acetyl-alpha-D-glucosamine 1-phosphate, no substrate in the forward reaction: dTTP, alpha-D-galactose 1-phosphate, no substrate in the forward reaction: ATP, GTP
-
r
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDP-glucose
show the reaction diagram
Q8KN04
-
-
-
?
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDP-glucose
show the reaction diagram
-
the structure of the enzyme with bound MgCTP reveals that the binding pocket for the nucleotide is contained within one subunit rather than shared between two. Key side chains involved in nucleotide binding include Thr14, Arg15, Lys25, and Arg111
-
-
r
CTP + alpha-D-xylose 1-phosphate
diphosphate + CDPxylose
show the reaction diagram
-
poor substrate
-
?
CTP + D-glucosamine 1-phosphate
diphosphate + CDPglucosamine
show the reaction diagram
-
reaction at about 15% the rate with glucose 1-phosphate
-
?
CTP + D-glucosamine 1-phosphate
diphosphate + CDPglucosamine
show the reaction diagram
-
reaction at about 25% the rate with glucose 1-phosphate
-
-
?
CTP + D-glucose 1-phosphate
?
show the reaction diagram
-
first of five enzymes committed to CDP-D-abequose biosynthesis
-
-
r
CTP + D-glucose 1-phosphate
?
show the reaction diagram
-
branch-point in glucose 1-phosphate anabolism
-
-
r
CTP + D-glucose 1-phosphate
?
show the reaction diagram
Q57430, -
first step in biosynthesis of CDP-ascarylose
-
-
r
UTP + alpha-D-glucose 1-phosphate
diphosphate + UDP-glucose
show the reaction diagram
-
-
-
-
-
UTP + alpha-D-glucose 1-phosphate
diphosphate + UDP-glucose
show the reaction diagram
-
poor substrate
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
CTP + alpha-D-glucose 1-phosphate
diphosphate + CDP-glucose
show the reaction diagram
Q8KN04
-
-
-
?
CTP + D-glucose 1-phosphate
?
show the reaction diagram
-
first of five enzymes committed to CDP-D-abequose biosynthesis
-
-
r
CTP + D-glucose 1-phosphate
?
show the reaction diagram
-
branch-point in glucose 1-phosphate anabolism
-
-
r
CTP + D-glucose 1-phosphate
?
show the reaction diagram
Q57430, -
first step in biosynthesis of CDP-ascarylose
-
-
r
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Co2+
-
requirement, CDPglucose synthesis and diphosphorolysis; with decreasing order of efficiency in CDPglucose synthesis: Co2+, Mn2+, Mg2+ can replace Mg2+ in diphosphorolysis
Co2+
Q57430, -
with decreasing order of efficiency: Co2+, Mn2+, Mg2+, mixture of Mn2+ and Mg2+
Mg2+
-
optimal concentration: 3 mM MgCl2; requirement
Mg2+
-
maximal reaction rates at molar ratios of MgCl2:diphosphate or MgCl2:CTP of 2:1; requirement
Mg2+
-
can replace Co2+ in diphosphorolysis; requirement; with decreasing order of efficiency in CDPglucose synthesis: Co2+, Mn2+, Mg2+
Mg2+
Q57430, -
with decreasing order of efficiency: Co2+, Mn2+, Mg2+, mixture of Mn2+ and Mg2+
Mn2+
-
can replace Mg2+ with 87% efficiency; requirement
Mn2+
-
requirement; with decreasing order of efficiency in CDPglucose synthesis: Co2+, Mn2+, Mg2+, less effective in diphosphorolysis
Mn2+
Q57430, -
with decreasing order of efficiency: Co2+, Mn2+, Mg2+, mixture of Mn2+ and Mg2+
additional information
-
no activation by Ni2+
additional information
-
no activation by Cu2+; no activation by Ni2+
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
CDP-2-O-methyldeoxyaldose
-
-
-
CDP-4-keto-6-deoxy-D-glucose
-
-
CDP-ascarylose
-
synonym: 3,6-dideoxy-L-mannose, strong, kinetics
CDP-D-fucose/CDP-6-deoxy-D-glucose mixture
-
-
CDP-D-galactose
-
weak
CDPabequose
-
synonym: 3,6-dideoxy-D-galactose, strong
CDPglucose
-
product inhibition, competitive with respect to CTP, kinetics
CDPglucose
-
product inhibition, competitive with respect to CTP, kinetics
CDPparatose
-
synonym: 3,6-dideoxy-D-glucose, feed-back inhibition, CDPglucose partially reverses, maximal inhibition at 0.6 mM
diphosphate
-
product inhibition, kinetics
diphosphate
-
product inhibition, kinetics
dTTP
-
strong, competitive with CTP, kinetics
additional information
-
little or no inhibition by CMP, GDPglucose, UDPglucose, dTDPglucose; no inhibition by NaF, diphosphatase, 2-mercaptoethanol, paratose, CTP
-
additional information
-
little or no inhibition by CDPethanolamine, CDPcholine, dTTPglucose, UDP-D-glucosamine, dCTP, dCDP, dTMP, dAMP, dGMP, dCMP, dTDP-L-rhamnose, dTDP-4-amino-4,6-dideoxy-D-glucose and its N-acetyl-derivative, UDP-D-galactose, UDP-D-glucuronic acid, UDP-N-acetyl-D-glucosamine, GDP-D-mannose, D-glucose 6-phosphate, D-glucose 1,6-diphosphate, D-galactose 1-phosphate, D-glucosamine 1-phosphate, D-mannose 1-phosphate, N-acetyl-D-glucosamine 1-phosphate, D-fructose 6-phosphate, D-fructose 1,6-diphosphate, D-ribitol 5-phosphate, L-glycerol 3-phosphate, phosphoenolpyruvate, pyruvate, ADP, AMP, GMP, UMP, beta-NAD+ or beta-NADP+; little or no inhibition by CMP, GDPglucose, UDPglucose, dTDPglucose
-
additional information
-
no inhibition by abequose
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
additional information
-
no activation by dTDP-L-rhamnose, dTDP-4-amino-4,6-dideoxy-D-glucose and its N-acetyl-derivative, UDP-D-galactose, UDP-D-glucuronic acid, UDP-N-acetyl-D-glucosamine, GDP-D-mannose, D-glucose 6-phosphate, D-glucose 1,6-diphosphate, D-galactose 1-phosphate, D-glucosamine 1-phosphate, D-mannose 1-phosphate, N-acetyl-D-glucosamine 1-phosphate, D-fructose 6-phosphate, D-fructose 1,6-diphosphate, D-ribitol 5-phosphate, L-glycerol 3-phosphate, phosphoenolpyruvate, pyruvate, ADP, AMP, GMP, UMP, beta-NAD+ or beta-NADP+
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.052
-
alpha-D-glucose 1-phosphate
-
-
0.079
-
alpha-D-glucose 1-phosphate
Q57430, -
pH 7.5, 37C
0.09
-
alpha-D-glucose 1-phosphate
-
pH 8, 37C
0.195
-
alpha-D-glucose 1-phosphate
-
-
0.429
-
alpha-D-glucose 1-phosphate
Q8KN04
-
0.64
-
alpha-D-glucose 1-phosphate
-
pH 8, 37C
0.11
-
alpha-D-glucose-1-phosphate
-
pH 7.5, 30C
0.41
-
CDP-D-glucose
-
pH 7.5, 30C, Mg2+ as cation
0.082
-
CTP
Q57430, -
pH 7.5, 37C
0.11
-
CTP
-
pH 7.5, 30C
0.11
-
CTP
-
pH 8, 37C
0.142
-
CTP
Q8KN04
-
0.28
-
CTP
-
pH 8, 37C
5
-
D-glucosamine 1-phosphate
-
pH 8.5, 37C
1.89
-
diphosphate
-
pH 8, 37C
0.43
-
magnesium diphosphate
-
pH 7.5, 30C
0.56
-
magnesium diphosphate
-
pH 8.5, 37C
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.35
-
CDPglucose
-
pH 8.5, 37C
0.3
-
diphosphate
-
pH 8.5, 37C
0.04
-
dTTP
-
pH 8.5, 37C
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
8
10
-
broad, Mg2+ as activating cation
8
-
Q8KN04
activity assay
8.3
-
-
diphosphorolysis
8.5
-
-
CDPglucose synthesis
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.2
9.5
-
about half-maximal activity at pH 6.2 and about 70% of maximal activity at pH 9.5
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
Q8KN04
activity assay
37
-
-
assay at
37
-
-
assay at
37
-
Q57430, -
assay at
PDB
SCOP
CATH
ORGANISM
Salmonella typhi
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30900
-
Q8KN04
including 2.5 kDa of His-tag originated from pET30a, determined by SDS-PAGE
116000
-
Q57430, -
gel filtration
120000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 29035, calculated from amino acid composition deduced from nucleotide sequence, x * 31000, SDS-PAGE
monomer
-
1 * 110000, SDS-PAGE
tetramer
Q57430, -
4 * 29000, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
hanging-drop vapour-diffusion method, crystallized in the presence of its product, CDP-glucose. Enzyme exists as a fully integrated hexamer with 32-point group symmetry
-
hanging-drop vapour-diffusion method.The structure of the enzyme with bound MgCTP reveals that the binding pocket for the nucleotide is contained within one subunit rather than shared between two. Key side chains involved in nucleotide binding include Thr14, Arg15, Lys25, and Arg111
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6
-
Q57430, -
irreversible inactivation below pH 6
6.5
-
-
rapid and irreversible inactivation below
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
during the latter stages of purification the enzyme preparation is quite unstable to cold room conditions over a period of 2 to 3 days
-
Stable to repeated freeze-thawing
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-18C, in EDTA-containing Tris-HCl buffer, at least 1 year
-
-20C, about 30% loss of activity within 1 month
-
-80C stable for months with no loss of activity, freezing and thawing does not affect the enzyme activity
Q57430, -
4C stable for days
Q57430, -
frozen, 2-3 months stable
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
on a Ni-NTA His-Bind resin column
Q8KN04
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
the ste17 gene coding region is cloned into the plasmid pET30a for expression in Escherichia coli BL21 cells
Q8KN04
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
medicine
Q8KN04
ebosin is an exopolysaccharide with antagonist activity for interleukin-1 receptor in vitro and remarkable anti-rheumatic arthritis activity in vivo