Information on EC 6.2.1.43 - 2-hydroxy-7-methoxy-5-methyl-1-naphthoate-CoA ligase

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The expected taxonomic range for this enzyme is: Streptomyces carzinostaticus

EC NUMBER
COMMENTARY hide
6.2.1.43
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RECOMMENDED NAME
GeneOntology No.
2-hydroxy-7-methoxy-5-methyl-1-naphthoate-CoA ligase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ATP + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate + CoA = AMP + diphosphate + 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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Biosynthesis of enediyne antibiotics
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SYSTEMATIC NAME
IUBMB Comments
2-hydroxy-7-methoxy-5-methyl-1-naphthoate:CoA ligase
The enzyme from the bacterium Streptomyces carzinostaticus is involved in the attachment of the 2-hydroxy-7-methoxy-5-methyl-1-naphthoate moiety of the antibiotic neocarzinostatin. In vitro the enzyme also catalyses the activation of other 1-naphthoic acid analogues, e.g. 2-hydroxy-5-methyl-1-naphthoate or 2,7-dihydroxy-5-methyl-1-naphthoate.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
ATP + 1-naphthoate + CoA
AMP + diphosphate + 1-naphthoyl-CoA
show the reaction diagram
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kcat/Km is 0.6% compared to the wild-type value
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-
?
ATP + 2,7-dihydroxy-5-methyl-1-naphthoate + CoA
AMP + diphosphate + 2,7-dihydroxy-5-methyl-1-naphthoyl-CoA
show the reaction diagram
ATP + 2,7-dihydroxy-5-methylnaphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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47% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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-
?
ATP + 2-hydroxy-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-1-naphthoyl-CoA
show the reaction diagram
ATP + 2-hydroxy-5,7-dimethoxy-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-5,7-dimethoxy-1-naphthoyl-CoA
show the reaction diagram
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kcat/Km is 35% compared to the wild-type value
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-
?
ATP + 2-hydroxy-5,7-dimethoxynaphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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35% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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-
?
ATP + 2-hydroxy-5-methyl-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-5-methyl-1-naphthoyl-CoA
show the reaction diagram
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kcat/Km is 50% compared to the wild-type value
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-
?
ATP + 2-hydroxy-5-methylnaphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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50% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
-
?
ATP + 2-hydroxy-7-methoxy-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-7-methoxy-1-naphthoyl-CoA
show the reaction diagram
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kcat/Km is 5% compared to the wild-type value
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-
?
ATP + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA
show the reaction diagram
ATP + 2-hydroxy-7-methoxynaphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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4.8% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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-
?
ATP + 2-hydroxynaphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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1.3% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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?
ATP + naphthalene-1-carboxylic acid + CoA
AMP + diphosphate + ?
show the reaction diagram
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0.58% activity compared to 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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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
ATP + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate + CoA
AMP + diphosphate + 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA
show the reaction diagram
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0031
2,7-dihydroxy-5-methyl-1-naphthoate
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pH 8.0, 24C
0.0031
2,7-dihydroxy-5-methylnaphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.0034
2-hydroxy-1-naphthoate
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pH 8.0, 24C
0.0011
2-hydroxy-5,7-dimethoxy-1-naphthoate
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pH 8.0, 24C
0.0011
2-hydroxy-5,7-dimethoxynaphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.00025
2-hydroxy-5-methyl-1-naphthoate
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pH 8.0, 24C
0.00025
2-hydroxy-5-methylnaphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.0023
2-hydroxy-7-methoxy-1-naphthoate
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pH 8.0, 24C
0.00059
2-hydroxy-7-methoxy-5-methyl-1-naphthoate
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pH 8.0, 24C; pH and temperature not specified in the publication
0.0023
2-hydroxy-7-methoxynaphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.0034
2-hydroxynaphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.018
Naphthalene-1-carboxylic acid
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pH and temperature not specified in the publication
0.018
naphthoate
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pH 8.0, 24C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.55
2,7-dihydroxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
1.55
2,7-dihydroxy-5-methylnaphthalene-1-carboxylic acid
Streptomyces carzinostaticus
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pH and temperature not specified in the publication
0.047
2-hydroxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
0.42
2-hydroxy-5,7-dimethoxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
0.42
2-hydroxy-5,7-dimethoxynaphthalene-1-carboxylic acid
Streptomyces carzinostaticus
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pH and temperature not specified in the publication
0.135
2-hydroxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
0.135
2-hydroxy-5-methylnaphthalene-1-carboxylic acid
Streptomyces carzinostaticus
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pH and temperature not specified in the publication
0.118
2-hydroxy-7-methoxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
0.63
2-hydroxy-7-methoxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C; pH and temperature not specified in the publication
0.12
2-hydroxy-7-methoxynaphthalene-1-carboxylic acid
Streptomyces carzinostaticus
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pH and temperature not specified in the publication
0.05
2-hydroxynaphthalene-1-carboxylic acid
Streptomyces carzinostaticus
-
pH and temperature not specified in the publication
0.11
Naphthalene-1-carboxylic acid
Streptomyces carzinostaticus
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pH and temperature not specified in the publication
0.11
naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
500
2,7-dihydroxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
4455
13.8
2-hydroxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
25589
382
2-hydroxy-5,7-dimethoxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
42690
540
2-hydroxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
-
pH 8.0, 24C
42688
51.3
2-hydroxy-7-methoxy-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
42689
1068
2-hydroxy-7-methoxy-5-methyl-1-naphthoate
Streptomyces carzinostaticus
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pH 8.0, 24C
12260
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli; expression in Escherichia coli
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