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Information on EC 5.5.1.7 - Chloromuconate cycloisomerase
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EC Tree
5.5.1.7 Chloromuconate cycloisomeraseIUBMB Comments
Requires Mn2+. The product of cycloisomerization of 3-chloro-cis,cis-muconate spontaneously eliminates chloride to produce cis-4-carboxymethylenebut-2-en-4-olide. Also acts on 2-chloro-cis,cis-muconate. Not identical with EC 5.5.1.1 (muconate cycloisomerase) or EC 5.5.1.11 (dichloromuconate cycloisomerase).
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Word Map
- 5.5.1.7
- chlorocatechols
-
2,4-dichlorophenoxyacetic
- dienelactone
- 3-chlorocatechol
- maleylacetate
- 3-chlorobenzoate
- 5-chloromuconolactone
-
cephamycins
-
cycloisomerization
- opacus
- 3-oxoadipate
-
chloroaromatic
- cis-dienelactone
- trans-dienelactone
- clavuligerus
- 2-chloro-cis,cis-muconate
- muconolactone
- 2-chlorophenol
- cis,cis-muconate
The expected taxonomic range for this enzyme is: Bacteria, Archaea
Reaction Schemes
Synonyms
cmci, chloromuconate cycloisomerase, mle ii, muconate cycloisomerase ii, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
2-chloro-5-oxo-2,5-dihydrofuran-2-acetate lyase (decyclizing)
-
-
-
-
2CMA-cycloisomerase
-
-
-
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CMC
-
-
-
-
CMCI
Isomerase, chloromuconate cyclo-
-
-
-
-
MLE II
-
-
-
-
Muconate cycloisomerase II
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate = 3-chloro-cis,cis-muconate
syn cycloisomerization
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(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate = 3-chloro-cis,cis-muconate
syn cycloisomerization
-
-
(2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate = 3-chloro-cis,cis-muconate
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
elimination/addition
-
-
intramolecular
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
KEGG
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SYSTEMATIC NAME
IUBMB Comments
2-chloro-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing)
Requires Mn2+. The product of cycloisomerization of 3-chloro-cis,cis-muconate spontaneously eliminates chloride to produce cis-4-carboxymethylenebut-2-en-4-olide. Also acts on 2-chloro-cis,cis-muconate. Not identical with EC 5.5.1.1 (muconate cycloisomerase) or EC 5.5.1.11 (dichloromuconate cycloisomerase).
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CAS REGISTRY NUMBER
COMMENTARY
95990-33-3
-
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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
(+)-2-Chloromuconolactone
trans-4-Carboxymethylenebut-2-en-4-olide + Cl-
-
-
-
?
(+)-2-Chloromuconolactone
trans-4-Carboxymethylenebut-2-en-4-olide + Cl-
-
-
-
?
(+)-5-Chloromuconolactone
trans-4-Carboxymethylenebut-2-en-4-olide + Cl-
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-
-
?
(+)-5-Chloromuconolactone
trans-4-Carboxymethylenebut-2-en-4-olide + Cl-
-
-
-
?
(+)-5-Chloromuconolactone
trans-4-Carboxymethylenebut-2-en-4-olide + Cl-
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elimination of chloride is not catalyzed
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-
?
2-chloro-3-methylmuconate
5-chloro-4-methylmuconolactone + 2-chloro-3-methylmuconolactone
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-
-
-
?
2-chloro-3-methylmuconate
5-chloro-4-methylmuconolactone + 2-chloro-3-methylmuconolactone
-
-
-
-
?
2-chloro-4-methylmuconate
5-chloro-3-methylmuconolactone + 2-chloro-4-methylmuconolactone
-
-
-
-
?
2-chloro-4-methylmuconate
5-chloro-3-methylmuconolactone + 2-chloro-4-methylmuconolactone
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-
-
-
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
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-
trans-4-carboxymethylenebut-2-en-4-olide is produced after dehalogenation
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
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-
trans-4-carboxymethylenebut-2-en-4-olide is produced after dehalogenation
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
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-
-
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
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65% of the activity relative to 2-methyl-cis,cis-muconate
trans-4-carboxymethylenebut-2-en-4-olide is produced after dehalogenation
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
-
-
-
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
-
-
-
?
2-Chloro-cis,cis-muconate
4-Carboxymethyl-2-chloro-but-2-en-4-olide
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-
-
-
?
2-Chloro-cis,cis-muconate
5-Chloromuconolactone
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r
the enzyme is unable to catalyze dehalogenation
?
3-chloro-2-methylmuconate
5-methyl-cis-dienelactone + 2-chloro-3-methylmuconolactone
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-
-
-
?
3-chloro-2-methylmuconate
5-methyl-cis-dienelactone + 2-chloro-3-methylmuconolactone
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-
-
-
?
3-chloro-2-methylmuconolactone + 3-chloro-2-methylmuconolactone
?
-
-
-
-
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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about 90% of the activity compared to 2-methyl-cis,cis-muconate
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-
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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about 90% of the activity compared to 2-methyl-cis,cis-muconate
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-
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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corresponding (E)-dienenlactone
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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73% of the activity relative to 2-methyl-cis,cis-muconate
-
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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-
corresponding (E)-dienenlactone
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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-
-
-
?
3-Chloro-cis,cis-muconate
cis-4-Carboxymethylenebut-2-en-4-olide
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-
-
?
3-Methyl-cis,cis-muconate
?
-
84% of the activity relative to 2-methyl-cis,cis-muconate
-
-
?
4-chloro-2-methylmuconate
2-methyl-cis-dienelactone + 3-chloro-5-methylmuconolactone
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-
-
-
?
4-chloro-2-methylmuconate
2-methyl-cis-dienelactone + 3-chloro-5-methylmuconolactone
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-
-
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?
cis,cis-Muconate
?
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about 30% of the activity compared to 2-methyl-cis,cis-muconate
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?
cis,cis-Muconate
?
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about 30% of the activity compared to 2-methyl-cis,cis-muconate
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?
cis,cis-Muconate
?
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36% of the activity relative to 2-methyl-cis,cis-muconate
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?
additional information
?
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completely inactive with 2-fluoro-cis,cis-muconate
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?
additional information
?
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completely inactive with 2-fluoro-cis,cis-muconate
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?
additional information
?
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induced at low levels in strain RD330 by 3-chlorobenzoate and its metabolites
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?
additional information
?
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enzyme is involved in the 2,4-dichlorophenoxyacetate degradation pathway
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?
additional information
?
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induced at low levels in strain RD330 by 3-chlorobenzoate and its metabolites
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?
additional information
?
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completely inactive with 2-fluoro-cis,cis-muconate
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?
additional information
?
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the enzyme is involved in the degradation of 3,5-dichlorocatechol
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?
additional information
?
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the enzyme is involved in the degradation of 3,5-dichlorocatechol
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?
additional information
?
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completely inactive with 2-fluoro-cis,cis-muconate
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?
additional information
?
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completely inactive with 2-fluoro-cis,cis-muconate
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?
additional information
?
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no activity with cis,cis-muconate, 3-chloromuconate, 3-methylmuconate and 2,4-dichloromuconate
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?
additional information
?
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key enzyme in a modified ortho-pathway in cells utilizing 2-chlorophenol via a 3-chlorocatechol branch of a modified ortho-pathway
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?
additional information
?
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no activity with cis,cis-muconate, 3-chloromuconate, 3-methylmuconate and 2,4-dichloromuconate
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?
additional information
?
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key enzyme in a modified ortho-pathway in cells utilizing 2-chlorophenol via a 3-chlorocatechol branch of a modified ortho-pathway
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?
additional information
?
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-
rate-limiting step in the conversion of dichloromuconate to chloromaleylacetate
-
-
?
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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
?
-
-
induced at low levels in strain RD330 by 3-chlorobenzoate and its metabolites
-
-
?
additional information
?
-
-
enzyme is involved in the 2,4-dichlorophenoxyacetate degradation pathway
-
-
?
additional information
?
-
-
induced at low levels in strain RD330 by 3-chlorobenzoate and its metabolites
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-
?
additional information
?
-
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the enzyme is involved in the degradation of 3,5-dichlorocatechol
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-
?
additional information
?
-
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the enzyme is involved in the degradation of 3,5-dichlorocatechol
-
-
?
additional information
?
-
-
key enzyme in a modified ortho-pathway in cells utilizing 2-chlorophenol via a 3-chlorocatechol branch of a modified ortho-pathway
-
?
additional information
?
-
-
key enzyme in a modified ortho-pathway in cells utilizing 2-chlorophenol via a 3-chlorocatechol branch of a modified ortho-pathway
-
?
additional information
?
-
-
rate-limiting step in the conversion of dichloromuconate to chloromaleylacetate
-
-
?
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Alzheimer Disease
An Ensemble Learning System for a 4-Way Classification of Alzheimer's Disease and Mild Cognitive Impairment.
Alzheimer Disease
Random forest feature selection, fusion and ensemble strategy: Combining multiple morphological MRI measures to discriminate among healhy elderly, MCI, cMCI and alzheimer's disease patients: From the alzheimer's disease neuroimaging initiative (ADNI) database.
Brain Ischemia
Uncoupling of protein C and antithrombin III activity in cerebral ischemia patients associated with cutis marmorata.
Extensively Drug-Resistant Tuberculosis
Linezolid for the treatment of extensively drug-resistant tuberculosis: a systematic review and meta-analysis.
Livedo Reticularis
Uncoupling of protein C and antithrombin III activity in cerebral ischemia patients associated with cutis marmorata.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0559
2-chloro-cis,cis-muconate
pH and temperature not specified in the publication
1.24
3-chloro-cis,cis-muconate
pH and temperature not specified in the publication
0.0487
3-methyl-cis,cis-muconate
pH and temperature not specified in the publication
0.0813
cis,cis-muconate
pH and temperature not specified in the publication
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
3.6
2-chloro-cis,cis-muconate
pH and temperature not specified in the publication
8.8
3-chloro-cis,cis-muconate
pH and temperature not specified in the publication
3.2
3-methyl-cis,cis-muconate
pH and temperature not specified in the publication
24.66
cis,cis-muconate
pH and temperature not specified in the publication
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
65
2-chloro-cis,cis-muconate
pH and temperature not specified in the publication
6.66
3-chloro-cis,cis-muconate
pH and temperature not specified in the publication
65
3-methyl-cis,cis-muconate
pH and temperature not specified in the publication
303
cis,cis-muconate
pH and temperature not specified in the publication
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6 - 8.5
-
pH 6: about 60% of maximal activity, pH 8.5: about 40% of maximal activity
7.2 - 8.2
-
4 C, 36 h, 40 mM Tris-HCl, MOPS or HEPES buffer, enzyme concentration 0.03 mg/ml
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
Show AA Sequence and Transmembrane Helices (1119 entries)
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
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