Information on EC 2.3.1.144 - anthranilate N-benzoyltransferase

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The expected taxonomic range for this enzyme is: Dianthus caryophyllus

EC NUMBER
COMMENTARY hide
2.3.1.144
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RECOMMENDED NAME
GeneOntology No.
anthranilate N-benzoyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
benzoyl-CoA + anthranilate = CoA + N-benzoylanthranilate
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
benzoylanthranilate biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
benzoyl-CoA:anthranilate N-benzoyltransferase
Cinnamoyl-CoA, 4-coumaroyl-CoA and salicyloyl-CoA can act as donors, but more slowly. Involved in the biosynthesis of phytoalexins.
CAS REGISTRY NUMBER
COMMENTARY hide
125498-59-1
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-(2,3-dimethoxycinnamoyl)-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
2,3-dimethoxycinnamoyl-CoA + anthranilate
CoA + N-(2,3-dimethoxycinnamoyl)-anthranilate
show the reaction diagram
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-
-
?
2,4-dimethoxycinnamoyl-CoA + anthranilate
CoA + N-(2,4-dimethoxycinnamoyl)-anthranilate
show the reaction diagram
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-
-
?
2,5-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-(2,5-dimethoxycinnamoyl)-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
2,5-dimethoxycinnamoyl-CoA + anthranilate
CoA + N-(2,5-dimethoxycinnamoyl)-anthranilate
show the reaction diagram
-
-
-
?
2-coumaroyl-CoA + 3-hydroxyanthranilate
CoA + N-(2-coumaroyl)-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
2-coumaroyl-CoA + anthranilate
CoA + N-(2-coumaroyl)anthranilate
show the reaction diagram
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-
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?
3,4,5-trimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-(3,4,5-trimethoxycinnamoyl)-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
3,4,5-trimethoxycinnamoyl-CoA + anthranilate
CoA + N-(3,4,5-trimethoxycinnamoyl)-anthranilate
show the reaction diagram
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-
-
?
3,4-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-(3,4-dimethoxycinnamoyl)-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
3-coumaroyl-CoA + 3-hydroxyanthranilate
CoA + N-(3-coumaroyl)-3-hydroxyanthranilate
show the reaction diagram
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-
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?
3-coumaroyl-CoA + anthranilate
CoA + N-(3-hydroxycinnamoyl)-anthranilate
show the reaction diagram
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?
3-hydroxy-4-methoxycinnamoyl-CoA + anthranilate
CoA + N-(3-hydroxy-4-methoxycinnamoyl)-anthranilate
show the reaction diagram
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-
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?
3-methoxycinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-(3-methoxycinnamoyl)-3-hydroxyanthranilate
show the reaction diagram
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-
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?
3-methoxycinnamoyl-CoA + anthranilate
CoA + N-(3-methoxycinnamoyl)-anthranilate
show the reaction diagram
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-
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?
4-coumaroyl-CoA + 3-hydroxyanthranilate
CoA + N-(4-coumaroyl)-3-hydroxyanthranilate
show the reaction diagram
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-
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?
4-coumaroyl-CoA + anthranilate
CoA + N-(4-coumaroyl)-anthranilate
show the reaction diagram
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product detection by mass spectrometry
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?
4-coumaroyl-CoA + anthranilate
CoA + N-4-(coumaroyl)anthranilate
show the reaction diagram
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127% of activity with benzoyl-CoA
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?
4-methoxycinnamoyl-CoA + anthranilate
CoA + N-(4-methoxycinnamoyl)-anthranilate
show the reaction diagram
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-
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?
benzoyl-CoA + 3-hydroxyanthranilate
CoA + N-benzoyl-3-hydroxyanthranilate
show the reaction diagram
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20% of activity with anthranilate
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?
benzoyl-CoA + 4-hydroxyanthranilate
CoA + N-benzoyl-4-hydroxyanthranilate
show the reaction diagram
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10% of activity with anthranilate
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?
benzoyl-CoA + anthranilate
CoA + N-benzoylanthranilate
show the reaction diagram
caffeoyl-CoA + 3-hydroxyanthranilate
CoA + N-caffeoyl-3-hydroxyanthranilate
show the reaction diagram
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-
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?
caffeoyl-CoA + anthranilate
CoA + N-(3,4-dihydroxycinnamoyl)-anthranilate
show the reaction diagram
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-
-
?
cinnamoyl-CoA + 3-hydroxyanthranilate
CoA + N-cinnamoyl-3-hydroxyanthranilate
show the reaction diagram
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-
-
?
cinnamoyl-CoA + anthranilate
CoA + N-cinammoylanthranilate
show the reaction diagram
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140% of activity with benzoyl-CoA
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?
cinnamoyl-CoA + anthranilate
CoA + N-cinnamoylanthranilate
show the reaction diagram
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-
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?
coumaroyl-CoA + anthranilate
CoA + N-(4-hydroxycinnamoyl)-anthranilate
show the reaction diagram
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product detection by mass spectrometry
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?
feruloyl-CoA + 3-hydroxyanthranilate
CoA + N-feruloyl-3-hydroxyanthranilate
show the reaction diagram
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?
feruloyl-CoA + anthranilate
CoA + N-feruloylanthranilate
show the reaction diagram
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?
salicyl-CoA + anthranilate
CoA + N-salicylanthranilate
show the reaction diagram
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60% of activity with benzoyl-CoA
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?
sinapoyl-CoA + 3-hydroxyanthranilate
CoA + N-sinapoyl-3-hydroxyanthranilate
show the reaction diagram
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?
sinapoyl-CoA + anthranilate
CoA + N-sinapoylanthranilate
show the reaction diagram
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?
additional information
?
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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
benzoyl-CoA + anthranilate
CoA + N-benzoylanthranilate
show the reaction diagram
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cinnamoyl-CoA, salicyl-CoA and 4-coumaroyl-CoA can act as donors with 73%, 70% and 65% efficiency respectively, enzyme is involved in the biosynthesis of phytoalexins, 4-hydroxyanthranilate is the most probable substrate in vivo
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?
coumaroyl-CoA + anthranilate
CoA + N-(4-hydroxycinnamoyl)-anthranilate
show the reaction diagram
O24645
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product detection by mass spectrometry
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?
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02 - 0.033
anthranilate
0.009 - 0.05
benzoyl-CoA
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00000948
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.8 - 7
additional information
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true pH-optimum may be closer to the amino-pK of anthranilate at 4.95
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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cell culture
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
44000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 53000, SDS-PAGE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6
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crude extract, 4°C, almost all activity irreversibly lost within less than 2 h
485081
7
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very labile at pH below
485081
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
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crude extract, 5 min, pH 7.5, significant loss of activity
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate, Q-Sepharose, Blue Sepharose, Sephacryl S200, Mono Q
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ammonium sulfate, Q-Sepharose, partially purified
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloning of 2 cDNAs
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expression in Escherichia coli
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expression of HCBT in Saccharomyces cerevisiae, coexpression with 4-coumarate/CoA ligase from Arabidopsis thaliana using yeast shuttle vector pDRf1-GW-PHXT7
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information