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Literature summary for 3.1.1.45 extracted from

  • Schlmann, M.
    Evolution of chlorocatechol catabolic pathways. Conclusions to be drawn from comparisons of lactone hydrolases (1994), Biodegradation, 5, 301-321.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Cupriavidus necator

Inhibitors

Inhibitors Comment Organism Structure
EDTA no inactivation Burkholderia cepacia
EDTA Alcaligenes eutrophus 335 and JMP222; Alcaligenes eutrophus JMP134 no inactivation Cupriavidus necator
EDTA no inactivation Pseudomonas knackmussii
EDTA no inactivation Pseudomonas putida
EDTA no inactivation Rhodococcus opacus
p-chloromercuribenzoate not inhibitory Burkholderia cepacia
p-chloromercuribenzoate
-
Cupriavidus necator
p-chloromercuribenzoate
-
Pseudomonas knackmussii
p-chloromercuribenzoate Pseudomonas putida AC866 Pseudomonas putida
p-chloromercuribenzoate
-
Rhodococcus opacus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.015
-
trans-4-Carboxymethylenebut-2-en-4-olide
-
Pseudomonas knackmussii
0.0281
-
cis-4-carboxymethylenebut-2-en-4-olide
-
Rhodococcus opacus
0.11
-
trans-4-Carboxymethylenebut-2-en-4-olide Alcaligenes eutrophus JMP134, cell-free extract, not with purified enzyme Cupriavidus necator
0.14
-
cis-4-carboxymethylenebut-2-en-4-olide Alcaligenes eutrophus JMP134, cell-free extract, not with purified enzyme Cupriavidus necator
0.4
-
cis-4-carboxymethylenebut-2-en-4-olide
-
Pseudomonas knackmussii

Metals/Ions

Metals/Ions Comment Organism Structure
Mn2+ Alcaligenes eutrophus 335, Mn2+ dependent Cupriavidus necator

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
25400 25800 predicted from DNA sequences Pseudomonas putida
25400 25800 predicted from DNA sequences Cupriavidus necator
25400 25800 predicted from DNA sequences Pseudomonas knackmussii
25400 25800 Alcaligenes eutrophus JMP134 Cupriavidus necator
25400 25800 Pseudomonas putida AC866 Pseudomonas putida
30000
-
gel filtration Rhodococcus opacus
39000
-
gel filtration Burkholderia cepacia
58000
-
Alcaligenes eutrophus 335 and JMP222, gel filtration Cupriavidus necator

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-carboxymethylenebut-2-en-4-olide + H2O Pseudomonas knackmussii the enzyme is one of the enzymes of the halocatechol branch of the beta-ketoadipate pathway, a complex set of catabolic reactions used by bacteria for utilization of aromatic compounds ?
-
?

Organism

Organism UniProt Comment Textmining
Burkholderia cepacia
-
type II DLH: cis-dienelactone hydrolase
-
Burkholderia cepacia
-
Pseudomonas cepacia
-
Cupriavidus necator
-
Alcaligenes eutrophus JMP134, type III DLH: hydrolyzes both dienelactone isomers
-
Cupriavidus necator
-
Alcaligenes eutrophus 335, type I DLH: trans-dienelactone hydrolyse
-
Cupriavidus necator
-
Alcaligenes eutrophus JMP222, type I DLH: trans-dienelactone hydrolyse
-
Pseudomonas knackmussii
-
dienelactone hydrolases purified from Pseudomonas sp. B13 and from a clone with pAC27, encoding the 3-chlorobenzoate degradative enzymes in Pseudomonas putida AC866 are identical in every discernible respect. The DLH of Pseudomonas sp. B13 and Pseudomonas putida AC866, pAC27, are therefore not differentiated
-
Pseudomonas knackmussii
-
type III DLH: hydrolyzes both dienelactone isomers
-
Pseudomonas putida
-
dienelactone hydrolases purified from Pseudomonas sp. B13 and from a clone with pAC27, encoding the 3-chlorobenzoate degradative enzymes in Pseudomonas putida AC866 are identical in every discernible respect. The DLH of Pseudomonas sp. B13 and Pseudomonas putida AC866, pAC27, are therefore not differentiated
-
Pseudomonas putida
-
AC866, type III DLH: hydrolyzes both dienelactone isomers
-
Pseudomonas sp. P51
-
-
-
Rhodococcus opacus
-
1CP, Rhodococcus erythropolis 1CP
-

Reaction

Reaction Comment Organism Reaction ID
4-carboxymethylenebut-2-en-4-olide + H2O = 4-oxohex-2-enedioate similar catalytic triads are found in alpha/beta hydrolase fold enzymes: DLH is the simplest one Pseudomonas knackmussii

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-oxoadipate enol-lactone + H2O Alcaligenes eutrophus JMP134 not a substrate Cupriavidus necator ?
-
?
3-oxoadipate enol-lactone + H2O Alcaligenes eutrophus 335 and JMP222 Cupriavidus necator ?
-
?
4-carboxymethylenebut-2-en-4-olide + H2O the enzyme is one of the enzymes of the halocatechol branch of the beta-ketoadipate pathway, a complex set of catabolic reactions used by bacteria for utilization of aromatic compounds Pseudomonas knackmussii ?
-
?
4-fluoro-muconolactone + H2O
-
Cupriavidus necator ?
-
?
4-fluoro-muconolactone + H2O
-
Pseudomonas knackmussii ?
-
?
4-fluoro-muconolactone + H2O AC866 Pseudomonas putida ?
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O
-
Burkholderia cepacia 4-oxohex-2-enedioate
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O
-
Rhodococcus opacus 4-oxohex-2-enedioate
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O
-
Pseudomonas knackmussii 4-oxohex-2-enedioate
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O Alcaligenes eutrophus JPM134 Cupriavidus necator 4-oxohex-2-enedioate
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O Pseudomonas putida AC866 Pseudomonas putida 4-oxohex-2-enedioate
-
?
cis-4-carboxymethylenebut-2-en-4-olide + H2O Alcaligenes eutrophus 335, Alcaligenes eutrophus H16, Alcaligenes eutrophus JMP222: not a substrate to a significant extent Cupriavidus necator 4-oxohex-2-enedioate
-
?
additional information
-
Rhodococcus opacus ?
-
?
additional information substrate specificities differentiate among three types of this activity. Type I: extracts of Alcaligenes eutrophus 335, Alcaligenes eutrophus H16, Alcaligenes eutrophus JMP222 and Alcaligenes strain A7 convert trans-4-carboxymethylenebut-2-en-4-olide, trans-dienelactone, much faster than cis-isomer, type II: enzyme of Pseudomonas cepacia converts cis-dienelactone much faster, type III: enzyme of Alcaligenes eutrophus JMP134 and Pseudomonas strain B13 hydrolyze both dienelactones Cupriavidus necator ?
-
?
additional information substrate specificities differentiate among three types of this activity. Type I: extracts of Alcaligenes eutrophus 335, Alcaligenes eutrophus H16, Alcaligenes eutrophus JMP222 and Alcaligenes strain A7 convert trans-4-carboxymethylenebut-2-en-4-olide, trans-dienelactone, much faster than cis-isomer, type II: enzyme of Pseudomonas cepacia converts cis-dienelactone much faster, type III: enzyme of Alcaligenes eutrophus JMP134 and Pseudomonas strain B13 hydrolyze both dienelactones Burkholderia cepacia ?
-
?
additional information substrate specificities differentiate among three types of this activity. Type I: extracts of Alcaligenes eutrophus 335, Alcaligenes eutrophus H16, Alcaligenes eutrophus JMP222 and Alcaligenes strain A7 convert trans-4-carboxymethylenebut-2-en-4-olide, trans-dienelactone, much faster than cis-isomer, type II: enzyme of Pseudomonas cepacia converts cis-dienelactone much faster, type III: enzyme of Alcaligenes eutrophus JMP134 and Pseudomonas strain B13 hydrolyze both dienelactones Pseudomonas knackmussii ?
-
?
trans-4-carboxymethylenebut-2-en-4-olide + H2O
-
Pseudomonas putida 4-oxohex-2-enedioate
-
?
trans-4-carboxymethylenebut-2-en-4-olide + H2O
-
Cupriavidus necator 4-oxohex-2-enedioate
-
?
trans-4-carboxymethylenebut-2-en-4-olide + H2O
-
Pseudomonas knackmussii 4-oxohex-2-enedioate
-
?
trans-4-carboxymethylenebut-2-en-4-olide + H2O not a substrate to a significant extent Burkholderia cepacia 4-oxohex-2-enedioate
-
?
trans-4-carboxymethylenebut-2-en-4-olide + H2O not a substrate to a significant extent Rhodococcus opacus 4-oxohex-2-enedioate
-
?

Subunits

Subunits Comment Organism
monomer
-
Pseudomonas putida
monomer 1 * 30000, SDS-PAGE Rhodococcus opacus
monomer alpha,beta protein Pseudomonas knackmussii
monomer 1* 32400, SDS-PAGE Burkholderia cepacia

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5.5
-
-
Burkholderia cepacia
7.5
-
-
Cupriavidus necator
7.5
-
-
Pseudomonas knackmussii
7.5
-
Pseudomonas putida AC866 Pseudomonas putida
7.8 8
-
Rhodococcus opacus