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Literature summary extracted from

  • Pieper, D.H.; Stadler-Fritzsche, K.; Engesser, K.H.; Knackmuss, H.J.
    Metabolism of 2-chloro-4-methylphenoxyacetate by Alcaligenes eutrophus JMP 134 (1993), Arch. Microbiol., 160, 169-178.
    View publication on PubMed

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
5.5.1.11 0.06
-
2-chloro-4-methyl-cis,cis-muconate pH 8.0 Cupriavidus necator

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.13.11.1 3,5-dichlorocatechol + O2 Cupriavidus necator reaction catalyzed by catechol 1,2-dioxygenase type II (2E,4E)-2,4-dichlorohexa-2,4-dienedioate
-
?
1.13.11.1 3,5-dichlorocatechol + O2 Cupriavidus necator JMP 134-1 reaction catalyzed by catechol 1,2-dioxygenase type II (2E,4E)-2,4-dichlorohexa-2,4-dienedioate
-
?
1.13.11.1 3-chloro-5-methylcatechol + O2 Cupriavidus necator reaction catalyzed by catechol 1,2-dioxygenase type II 2-chloro-4-methylhexa-2,4-dienedioate
-
?
1.13.11.1 3-chloro-5-methylcatechol + O2 Cupriavidus necator JMP 134-1 reaction catalyzed by catechol 1,2-dioxygenase type II 2-chloro-4-methylhexa-2,4-dienedioate
-
?
1.13.11.1 4-methylcatechol + O2 Cupriavidus necator reaction catalyzed by catechol 1,2-dioxygenase type I and type II 3-methylhexa-2,4-dienedioate
-
?
1.13.11.1 4-methylcatechol + O2 Cupriavidus necator JMP 134-1 reaction catalyzed by catechol 1,2-dioxygenase type I and type II 3-methylhexa-2,4-dienedioate
-
?
1.13.11.1 catechol + O2 Cupriavidus necator reaction catalyzed by catechol 1,2-dioxygenase type I cis,cis-muconate
-
?
1.13.11.1 catechol + O2 Cupriavidus necator JMP 134-1 reaction catalyzed by catechol 1,2-dioxygenase type I cis,cis-muconate
-
?
5.5.1.11 2,4-dichloro-cis,cis-muconate Cupriavidus necator enzyme is involved in 3,5-dichloro-catechol metabolism 4-carboxymethylene-3-chlorobut-2-en-4-olide + HCl The intermediate (2,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetic acid (i.e. 3,5-dichloro-2,5-dihydro-2-oxofuran-5-acetate) is spontanously dehalogenated to 4-carboxymethylene-3-chlorobut-2-en-4-olide (i.e. 2-chlorodienelactone) ir

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.1 Cupriavidus necator
-
a spontaneous mutant of strain JMP 134, expressing the enzymes 2,4-D monooxygenase, chlorophenol hydroxylase, catechol 1,2-dioxygenase, dichloromuconate cycloisomerase, dienelactone hydrolase, and maleylacetate reductase constitutively
-
1.13.11.1 Cupriavidus necator JMP 134-1
-
a spontaneous mutant of strain JMP 134, expressing the enzymes 2,4-D monooxygenase, chlorophenol hydroxylase, catechol 1,2-dioxygenase, dichloromuconate cycloisomerase, dienelactone hydrolase, and maleylacetate reductase constitutively
-
5.5.1.11 Cupriavidus necator
-
JMP 134
-
5.5.1.11 Cupriavidus necator JMP 134-1
-
JMP 134
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.13.11.1 additional information 2-chloro-4-methylphenoxyacetate is no growth substrate for Alcaligenes eutrophus JMP 134 andJMP 134-1 Cupriavidus necator
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.13.11.1 0.01
-
whole cell induced by D-fructose, pH 7.4, 30°C Cupriavidus necator
1.13.11.1 0.19
-
whole cell induced by 2,4-dichlorophenoxyacetate, pH 7.4, 30°C Cupriavidus necator
1.13.11.1 0.41
-
whole cell induced by 2-chloro-4-methylphenoxyacetic acid, pH 7.4, 30°C Cupriavidus necator
5.5.1.11 0.13
-
enzyme from cells induced with 2-chloro-4-methylphenoxyacetic acid Cupriavidus necator
5.5.1.11 0.24
-
enzyme from cells induced with 2,4-dichlorophenoxyacetic acid Cupriavidus necator

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.1 3,5-dichlorocatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type II Cupriavidus necator (2E,4E)-2,4-dichlorohexa-2,4-dienedioate
-
?
1.13.11.1 3,5-dichlorocatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type II Cupriavidus necator JMP 134-1 (2E,4E)-2,4-dichlorohexa-2,4-dienedioate
-
?
1.13.11.1 3-chloro-5-methylcatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type II Cupriavidus necator 2-chloro-4-methylhexa-2,4-dienedioate
-
?
1.13.11.1 3-chloro-5-methylcatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type II Cupriavidus necator JMP 134-1 2-chloro-4-methylhexa-2,4-dienedioate
-
?
1.13.11.1 4-methylcatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type I and type II Cupriavidus necator 3-methylhexa-2,4-dienedioate
-
?
1.13.11.1 4-methylcatechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type I and type II Cupriavidus necator JMP 134-1 3-methylhexa-2,4-dienedioate
-
?
1.13.11.1 catechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type I Cupriavidus necator cis,cis-muconate
-
?
1.13.11.1 catechol + O2 reaction catalyzed by catechol 1,2-dioxygenase type I Cupriavidus necator JMP 134-1 cis,cis-muconate
-
?
5.5.1.11 2,4-dichloro-cis,cis-muconate
-
Cupriavidus necator 4-carboxymethylene-3-chlorobut-2-en-4-olide + HCl The intermediate (2,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetic acid (i.e. 3,5-dichloro-2,5-dihydro-2-oxofuran-5-acetate) is spontanously dehalogenated to 4-carboxymethylene-3-chlorobut-2-en-4-olide (i.e. 2-chlorodienelactone) ir
5.5.1.11 2,4-dichloro-cis,cis-muconate enzyme is involved in 3,5-dichloro-catechol metabolism Cupriavidus necator 4-carboxymethylene-3-chlorobut-2-en-4-olide + HCl The intermediate (2,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetic acid (i.e. 3,5-dichloro-2,5-dihydro-2-oxofuran-5-acetate) is spontanously dehalogenated to 4-carboxymethylene-3-chlorobut-2-en-4-olide (i.e. 2-chlorodienelactone) ir
5.5.1.11 2,4-dichloro-cis,cis-muconate
-
Cupriavidus necator JMP 134-1 4-carboxymethylene-3-chlorobut-2-en-4-olide + HCl The intermediate (2,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetic acid (i.e. 3,5-dichloro-2,5-dihydro-2-oxofuran-5-acetate) is spontanously dehalogenated to 4-carboxymethylene-3-chlorobut-2-en-4-olide (i.e. 2-chlorodienelactone) ir
5.5.1.11 2-chloro-4-methyl-cis,cis-muconate
-
Cupriavidus necator 2-chloro-4-methyl-muconolactone 4-carboxymethyl-2-chlorobut-4-methylbut-2-en-4-olide ?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.1 catechol 1,2-dioxygenase type I
-
Cupriavidus necator
1.13.11.1 catechol 1,2-dioxygenase type II
-
Cupriavidus necator

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.13.11.1 30
-
in vivo assay at Cupriavidus necator

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
5.5.1.11 additional information
-
additional information kcat of 2-chloro-4-methyl-cis,cis-musconate is about 55% of that found for 2,4-dichloro-cis,cis-musconate Cupriavidus necator

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.13.11.1 7.4
-
in vivo assay at Cupriavidus necator

Expression

EC Number Organism Comment Expression
1.13.11.1 Cupriavidus necator 2,4-dichlorophenoxyacetate and 2-chloro-4-methylphenoxyacetate induce the enzyme, 2-chloro-4-methylphenoxyacetate induces the enzymes of the chloroaromatic pathway, i.e. 2,4-D monooxygenase, chlorophenol hydroxylase, catechol 1,2-dioxygenase type II, dichloromuconate cycloisomerase, dienelactone hydrolase and maleylacetate reductase up

General Information

EC Number General Information Comment Organism
1.13.11.1 metabolism the enzyme is part of the chloroaromatic pathway and catalyzes the third step of the cometabolism of 2-chloro-4-methylphenoxyacetate by Alcaligenes eutrophus JMP 134 after growth on 2,4-dichlorophenoxyacetate, overview Cupriavidus necator