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Information on EC 5.5.1.2 - 3-carboxy-cis,cis-muconate cycloisomerase
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EC Tree
5.5.1.2 3-carboxy-cis,cis-muconate cycloisomeraseSpecify your search results
Word Map
- 5.5.1.2
- putida
- protocatechuate
-
beta-ketoadipate
-
cmles
- crassa
-
neurospora
-
3,4-dioxygenase
- fumarase
-
kozarich
- 3-oxoadipate
-
1.13.11.3
- gamma-carboxymuconolactone
-
enol-lactone
- adenylosuccinate
- tumefaciens
- trifolii
- muconolactones
-
regiochemical
-
taxon
- leguminosarum
- cepacia
-
succinyl-coenzyme
-
5.5.1.1
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
3-carboxy-cis,cis-muconate lactonizing enzyme, ppcmle, beta-carboxy-cis,cis-muconate lactonizing enzyme, 3-carboxy-cis,cis-muconate cycloisomerase, 3-carboxymuconolactone hydrolase, beta-carboxymuconate lactonizing enzyme, 3-carboxymuconate lactonizing enzyme, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-Carboxy-cis,cis-muconate lactonizing enzyme
3-Carboxy-cis-cis-muconate cycloisomerase
-
-
-
-
3-carboxymuconate lactonizing enzyme
-
-
-
-
3-Carboxymuconolactone hydrolase
-
-
-
-
beta-Carboxy-cis,cis-muconate lactonizing enzyme
-
-
-
-
beta-Carboxymuconate lactonizing enzyme
-
-
-
-
CMLE
Isomerase, 3-carboxy-cis, cis-muconate cyclo-
-
-
-
-
3-Carboxy-cis,cis-muconate lactonizing enzyme
-
belongs to the fumarase class II superfamily
CMLE
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cis,cis-butadiene-1,2,4-tricarboxylate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
lactonization proceeds by an anti-addition
-
cis,cis-butadiene-1,2,4-tricarboxylate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
lactonization proceeds by an anti-addition
-
cis,cis-butadiene-1,2,4-tricarboxylate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
activation of the carboxylic nucleophile by a hydrophobic environment is not required for lactonization
cis,cis-butadiene-1,2,4-tricarboxylate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
activation of the carboxylic nucleophile by a hydrophobic environment is not required for lactonization
-
-
cis,cis-butadiene-1,2,4-tricarboxylate = 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
elimination/addition
-
-
intramolecular
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing)
-
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CAS REGISTRY NUMBER
COMMENTARY
9075-77-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(S)-5-oxo-2-tetrahydrofurancarboxylic acid
L-alpha-hydroxyglutaric acid
-
-
-
-
?
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-cis-butadiene-1,2,4-tricarboxylate
-
-
-
?
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis,cis-butadiene-1,2,4-tricarboxylate
-
-
-
?
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis,cis-butadiene-1,2,4-tricarboxylate
-
-
-
-
?
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis,cis-butadiene-1,2,4-tricarboxylate
-
-
-
-
?
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis,cis-butadiene-1,2,4-tricarboxylate
-
-
-
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
(4R,5R)-4-carboxymuconate
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
-
-
-
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
(4R,5R)-4-carboxymuconate
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
cis-Butadiene-1,2,4-tricarboxylate
-
i.e. beta-carboxy-cis,cis-muconate
i.e. gamma-carboxymuconolactone
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
no substrate: 3-sulfomuconate
-
-
?
additional information
?
-
-
enzyme is involved in aromatic ring fission
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme is involved in aromatic ring fission
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
additional information
?
-
-
enzyme of the protocatechuate branch of the beta-ketoadipate pathway
-
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
requires no metal cofactor for catalytic activity
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
citrate
noncompetitive, localization of binding pocket on the enzyme outside the active site
Dicarboxylic acids
-
saturated dicarboxylic acids with the exception of oxalate, are less inhibitory as the molecular weight increases. Compounds with two cis-carboxyl groups are much more inhibitory than the corresponding trans-isomers
isocitrate
noncompetitive, localization of binding pocket on the enzyme outside the active site
additional information
-
enzyme shows significantly reduced activities in sodium/potassium phosphate/citrate buffers
-
additional information
enzyme shows significantly reduced activities in sodium/potassium phosphate/citrate buffers
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.15
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
pH 8.0, 30°C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1.22
2-carboxy-2,5-dihydro-5-oxofuran-2-acetate
pH 8.0, 30°C
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6 - 7
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5.5 - 9
-
pH 5.5: about 70% of maximal activity, pH 9.0: about 25% of maximal activity
5.8
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
biovar viciae, and biovar trifolii WUU95 and its 4-hydroxybenzoate transport mutant MNF9013
-
-
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
-
inactivation of CMLE does not affect superficial tomato root colonization, but does inhibit in planta growth, as well as growth and conidial germination in the presence of certain phenolic compounds
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PDB
SCOP
CATH
UNIPROT
ORGANISM
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
40000
42000
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
octamer
-
8 * 23000-25000, SDS-PAGE, equilibrium sedimentation of enzyme treated with 5 M guanidine-HCl and 0.01% v/v 2-mercaptoethanol
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme at 2.2 A resolution. C-terminal domain present in all other members of fumarase II family is missing and enzyme contains an Arg residue as opposed to Trp in the active site. Activation of the carboxylic nucleophile by a hydrophobic environment is not required for lactonization
ammonium sulfate precipitation, Semet protein, determination of structure at 3.0 A resolution
-
hanging drop vapour diffusion method with 12-18% PEG8000, 5 mM dithiothreitol, and 40 mM sodium phosphate (pH 7.3)
-
hanging-drop vapor-diffusion method, 2.6 A resolution, symmetric of hexagonal space group P6(5) with unit cell parameters: a = b = 231.52 A, c = 78.46 A, alpha = beta = 90°, gamma = 120°. There are four PpCMLE molecules, forming a homotetramer, in the asymmetric unit
-
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 50 mM Tris/HCl, 100 mM NaCl, 0.5 mM dithiothreitol, completely stable
20°C, 50 mM Tris/HCl, 100 mM NaCl, 0.5 mM dithiothreitol, 50% loss of activity
4°C, 50 mM Tris/HCl, 100 mM NaCl, 0.5 mM dithiothreitol, 36 days, completely stable
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant protein
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CLONED (Commentary)
ORGANISM
UNIPROT