Information on EC 2.3.1.13 - glycine N-acyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.3.1.13
-
RECOMMENDED NAME
GeneOntology No.
glycine N-acyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acyl-CoA + glycine = CoA + N-acylglycine
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Phenylalanine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:glycine N-acyltransferase
The CoA derivatives of a number of aliphatic and aromatic acids, but not phenylacetyl-CoA or (indol-3-yl)acetyl-CoA, can act as donor. Not identical with EC 2.3.1.68 glutamine N-acyltransferase or EC 2.3.1.71 glycine N-benzoyltransferase.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
New Zealand white rabbits
-
-
Manually annotated by BRENDA team
ovine
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
-
5 novel single nucleotide polymorphisms of the GlyAT gene, including a polymorphism resulting in an amino acid change of Arg131His, in Japanese individuals are identified. The allelic frequency of this polymorphism in Japanese is 0.005, and none possessed this single nucleotide polymorphism among 31 caucasian individuals. Three genetic polymorphisms, 7527 T to A, 21289G to A and 21364A to G, cause the amino acid changes
metabolism
-
the enzyme activity affects mitochondrial ATP production, glycine availability, free coenzyme A availability, and the toxicity of various organic acids
physiological function
-
the enzyme plays a role in liver cancer and musculoskeletal development
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + glycine
CoA + N-acetylglycine
show the reaction diagram
-
-
-
?
acyl-CoA + glycine
CoA + N-acylglycine
show the reaction diagram
acyl-CoA + L-asparagine
?
show the reaction diagram
-
-
-
-
?
acyl-CoA + L-glutamine
?
show the reaction diagram
-
-
-
-
?
arachidonoyl-CoA + glycine
CoA + N-arachidonoylglycine
show the reaction diagram
-
-
-
?
benzoyl-CoA + glycine
CoA + N-benzoylglycine
show the reaction diagram
benzoyl-CoA + glycine ethyl ester
CoA + N-benzoylglycine ethyl ester
show the reaction diagram
-
-
-
?
benzoyl-CoA + glycine methyl ester
CoA + N-benzoylglycine methyl ester
show the reaction diagram
-
-
-
?
benzoyl-CoA + L-alanine
CoA + N-benzoyl-L-alanine
show the reaction diagram
benzoyl-CoA + L-asparagine
CoA + N-benzoyl-L-asparagine
show the reaction diagram
benzoyl-CoA + L-glutamic acid
CoA + N-benzoyl-L-glutamic acid
show the reaction diagram
benzoyl-CoA + L-glutamine
CoA + N-benzoyl-L-glutamine
show the reaction diagram
butyryl-CoA + glycine
CoA + N-butyrylglycine
show the reaction diagram
heptanoyl-CoA + glycine
CoA + N-heptanoylglycine
show the reaction diagram
-
3.9% of activity with benzoyl-coA
-
?
hexanoyl-CoA + glycine
CoA + N-hexanoylglycine
show the reaction diagram
-
-
-
?
isovaleryl-CoA + glycine
CoA + N-isovalerylglycine
show the reaction diagram
octanoyl-CoA + glycine
CoA + N-octanoylglycine
show the reaction diagram
oleoyl-CoA + glycine
CoA + N-oleoyl-glycine
show the reaction diagram
-
-
-
?
salicyl-CoA + glycine
CoA + N-salicylglycine
show the reaction diagram
stearoyl-CoA + glycine
CoA + N-stearoyl-glycine
show the reaction diagram
-
-
-
?
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
acyl-CoA + glycine
CoA + N-acylglycine
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cs+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
K+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
Li+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
Na+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
NH4+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
Rb+
-
K+, Rb+, Na+, Li+, Cs+ or NH4+ required for activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5,5'-dithiobis(2-nitrobenzoate)
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-
benzoyl-CoA
-
-
benzoylglycine
-
competitive vs. benzoyl-CoA
butyryl-CoA
-
-
ethanolamine
about 37% inhibition at 100 mM
Gly-Gly-Gly
about 37% inhibition at 100 mM
glycolic acid
-
K3PO4
Mg2+
-
-
N-benzoyl-L-alanine
-
competitive vs. benzoyl-CoA
N-benzoyl-L-asparagine
-
competitive vs. benzoyl-CoA
N-benzoyl-L-glutamic acid
-
competitive vs. benzoyl-CoA
N-benzoyl-L-serine
-
competitive vs. benzoyl-CoA
N-benzoylglycine
-
-
Ni2+
-
-
oleoyl-CoA
p-chloromercuribenzoate
serine
about 15% inhibition at 100 mM
tyramine
about 53% inhibition at 100 mM
Zn2+
-
-
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.209
acetyl-CoA
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
997 - 1573
alanine
129
asparagine
-
acyl donor benzoyl-CoA
0.0094 - 998
benzoyl-CoA
0.052 - 0.7
butyryl-CoA
1150
glutamic acid
-
acyl donor benzoyl-CoA
353
glutamine
-
acyl donor benzoyl-CoA
0.0016 - 79
glycine
9.7
glycine ethyl ester
apparent value, at pH 8.0, temperature not specified in the publication
29
Glycine methyl ester
apparent value, at pH 8.0, temperature not specified in the publication
0.045 - 450
Hexanoyl-CoA
73.3 - 124
isovaleryl-CoA
108.6 - 198
Octanoyl-CoA
0.0044
oleoyl-CoA
pH not specified in the publication, temperature not specified in the publication
0.15
phenylacetyl-CoA
-
cosubstrate glycine
0.03 - 83.7
salicyl-CoA
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.8
acetyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
4.2
benzoyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
15
butyryl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
3.2
glycine
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
0.57
glycine ethyl ester
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
1
Glycine methyl ester
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
4.6
Hexanoyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3.8
acetyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
29
450
benzoyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
394
290
butyryl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
270
0.52
glycine
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
72
0.059
glycine ethyl ester
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
10659
0.035
Glycine methyl ester
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
12546
100
Hexanoyl-CoA
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication; pH 8.0, temperature not specified in the publication
395
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
7.9
N-benzoyl-L-alanine
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-
3
N-benzoyl-L-asparagine
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-
8
N-benzoyl-L-glutamic acid
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-
4.1
N-benzoyl-L-serine
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-
0.075 - 0.1
N-benzoylglycine
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
58
glycolic acid
Mus musculus
Q91XE0
apparent value, at pH 8.0, temperature not specified in the publication
0.021
oleoyl-CoA
Mus musculus
Q91XE0
at pH 8.0, temperature not specified in the publication
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.105
-
activity in 176000 g supernantant of Triton X-100 solubilized preparations
0.19
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activity in liver 4 h after birth
2.51
-
activity in liver of a 7 months old child
6.38
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mean activity in liver of children aged 18 months to 11 years
6.5
-
activity in liver of adults aged 24 to 40 years
9.7
-
-
10
-
acyl donor benzoyl-CoA
13.9
-
-
500
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-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5 - 8.5
wild-type
8.4 - 8.6
8.8 - 9.5
-
kidney enzyme
additional information
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8 - 10
-
approx. 35% of maximal activity at pH 8.0, approx. 40% of maximal activity at pH 10.0, kidney enzyme
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.44
calculated
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
24000
-
gel filtration
27000
-
27000, SDS-PAGE
30000
-
1 * 30000, SDS-PAGE
33500
-
gel filtration
34000
x * 34000, calculated; x * 34000, SDS-PAGE
35100
SDS-PAGE, Western blot analysis
36000
-
1 * 36000, SDS-PAGE
56000
-
x * 56000, thioredoxin-His-tagged fusion protein, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
enzyme fractions from hydroxylapatite column are inactivated by dialysis or concentration by ultracentrifugation
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, 1-3 weeks, about 25% loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate, Bio-gel P-150
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ammonium sulfate, DEAE-Sephacel, heparin-Sepharose 4B, Biogel P 100, hydroxylapatite, Blue-Dextran agarose
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ammonium sulfate, hydroxylapatite, Biogel P 100, Blue-dextran agarose, chromatofocusing
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DE-52, gel filtration, chromatofocusing
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nickel affinity column chromatography, and gel filtration
Protino Ni-TED 2000 column chromatography and Sephadex G25 gel filtration
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells; expression in Escherichia coli
expressed in Escherichia coli Origami cells
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overexpression in HEK293T cells, transient expression in COS-7 cells as myc-tagged GLYATL1 fusion protein, GLYATL1 is involved in heat shock response pathway
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
isoform Glyat expression is suppressed in all hepatocellular carcinomas, but not in other liver diseases. Glyat repression in cancerous cells in the liver is controlled at the transcriptional level
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
E226Q
about 3fold increase in Km value for lgycine
Arg131His
-
polymorphism resulting in an amino acid change of Arg131His, in Japanese individuals
E226Q
-
active site mutant
E227Q
-
inactive
Q61L
-
the mutation has a negative effect on the enzyme activity
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
isoform Glyat expression is suppressed in all hepatocellular carcinomas, but not in other liver diseases. Glyat repression in cancerous cells in the liver is controlled at the transcriptional level