Information on EC 2.3.1.208 - 4-hydroxycoumarin synthase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.3.1.208
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RECOMMENDED NAME
GeneOntology No.
4-hydroxycoumarin synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
malonyl-CoA + 2-hydroxybenzoyl-CoA = 2 CoA + 4-hydroxycoumarin + CO2
show the reaction diagram
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-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
4-hydroxycoumarin and dicoumarol biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
malonyl-CoA:2-hydroxybenzoyl-CoA malonyltransferase
The enzyme, a polyketide synthase, can also accept benzoyl-CoA as substrate, which it condenses with 3 malonyl-CoA molecules to form 3,5-dihydroxybiphenyl (cf. EC 2.3.1.177, biphenyl synthase) [1].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
cv. Holsteiner Cox
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
malonyl-CoA + 2-hydroxybenzoyl-CoA
2 CoA + 4-hydroxycoumarin + CO2
show the reaction diagram
malonyl-CoA + 3-hydroxybenzoyl-CoA
2 CoA + 2-oxabicyclo[4.3.1]deca-1(10),6,8-triene-3,5-dione + CO2
show the reaction diagram
-
-
-
?
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
malonyl-CoA + 2-hydroxybenzoyl-CoA
2 CoA + 4-hydroxycoumarin + CO2
show the reaction diagram
malonyl-CoA + 3-hydroxybenzoyl-CoA
2 CoA + 2-oxabicyclo[4.3.1]deca-1(10),6,8-triene-3,5-dione + CO2
show the reaction diagram
D2DRC4, D2DRC5
-
-
-
?
additional information
?
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0008 - 0.0032
2-hydroxybenzoyl-CoA
0.0062 - 0.0101
malonyl-CoA
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0045 - 0.037
2-hydroxybenzoyl-CoA
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.625 - 12.72
2-hydroxybenzoyl-CoA
3891
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.45
BIS2, sequence calculation
6.42
BIS3, sequence calculation
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
BIS3, parenchyma of the bark
Manually annotated by BRENDA team
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BIS2
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
-
junctions between cortical parenchyma cells
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Manually annotated by BRENDA team
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged BIS2 by nickel affinity chromatography; recombinant His-tagged BIS3 by nickel affinity chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
isozyme BIS2, cDNA and amino acid sequence determination and analysis, recombinant expression of the His-tagged isozyme; isozyme BIS3, cDNA and amino acid sequence determination and analysis, recombinant expression of the His-tagged isozyme
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
BIS is induced by elicitors in cell culture
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BIS2 and BIS3 are not induced by phytoalexins, e.g. Erwinia amylovora, applicated to the shoot
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elicitor-treated cell cultures of Sorbus aucuparia form 4-hydroxycoumarin when fed with the N-acetylcysteamine thioester of salicylic acid (salicoyl-NAC)
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elicitor-treated cell cultures of Sorbus aucuparia form 4-hydroxycoumarin when fed with the N-acetylcysteamine thioester of salicylic acid (salicyl-NAC), elicitors induce BIS2, expression profile, overview; elicitor-treated cell cultures of Sorbus aucuparia form 4-hydroxycoumarin when fed with the N-acetylcysteamine thioester of salicylic acid (salicyl-NAC), elicitors induce BIS3, expression profile, overview
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
S338G
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CHS numbering, site-directed mutagenesis of the mechanistically important residue
T132A
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CHS numbering, site-directed mutagenesis of the mechanistically important residue