Information on EC 4.5.1.1 - DDT-dehydrochlorinase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY
4.5.1.1
-
RECOMMENDED NAME
GeneOntology No.
DDT-dehydrochlorinase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane = 1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + chloride
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
elimination
-
-
of HCl, C-Cl bond cleavage
-
PATHWAY
KEGG Link
MetaCyc Link
DDT degradation
-
Metabolic pathways
-
Microbial metabolism in diverse environments
-
SYSTEMATIC NAME
IUBMB Comments
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane chloride-lyase [1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene-forming]
-
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
DDT dehydrochlorinase
-
-
DDT-ase
-
-
-
-
DDT-dehydrohalogenase
-
-
DDT-dehydrohalogenase
Pseudomonas putida T5
-
-
-
dehydrochlorinase
-
-
-
-
GSTE2-2
-
isoform
GSTE5-5
-
isoform
CAS REGISTRY NUMBER
COMMENTARY
9031-20-3
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
strains PMD-R
-
-
Manually annotated by BRENDA team
Thai mosquito, glutathione S-transferase isozyme 4c has enzymic activity
-
-
Manually annotated by BRENDA team
glutathion S-transferases with enzymic activity
-
-
Manually annotated by BRENDA team
DDT-restistant housedly
-
-
Manually annotated by BRENDA team
DDT-restistant housedly; strain P2/sel
-
-
Manually annotated by BRENDA team
DDT-restistant housedly; strain RD4
-
-
Manually annotated by BRENDA team
Musca domestica P2/sel
strain P2/sel
-
-
Manually annotated by BRENDA team
Musca domestica RD4
strain RD4
-
-
Manually annotated by BRENDA team
Pseudomonas putida T5
-
-
-
Manually annotated by BRENDA team
Fischer 344 rat
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
physiological function
-
the enzyme is involved in the catalytic degradation of 4,4'-DDT by eliminating either HCl or Cl- to form DDD/DDE
physiological function
Pseudomonas putida T5
-
the enzyme is involved in the catalytic degradation of 4,4'-DDT by eliminating either HCl or Cl- to form DDD/DDE
-
additional information
-
serine and tryptophan appear to be involved at the active site
additional information
Pseudomonas putida T5
-
serine and tryptophan appear to be involved at the active site
-
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,1,1-trichloro-2,2-bis(4-bromophenyl)ethane
? + HCl
show the reaction diagram
-
-
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
-
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
-
i.e. 1,1-dichloro-2,2-di-(p-chlorophenyl)ethylene, i.e. p,p'-DDE
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
-
i.e. 1,1-dichloro-2,2-di-(p-chlorophenyl)ethylene, i.e. p,p'-DDE
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
1,1,1-trichloro-2,2-di-(p-chlorophenyl)ethane, i.e. p,p'-DDT
i.e. 1,1-dichloro-2,2-di-(p-chlorophenyl)ethylene, i.e. p,p'-DDE
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
i.e. 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane, i.e. DDT in the presence of GSH
i.e. 1,1-dichloro-2,2-bis(p-chlorophenyl)ethylene i.e. DDE
ir
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
the reaction requires the presence of GSH
-
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
the reaction requires the presence of GSH
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
the reaction requires the presence of GSH
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
Musca domestica P2/sel
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
Musca domestica RD4
-
1,1,1-trichloro-2,2-di-(p-chlorophenyl)ethane, i.e. p,p'-DDT
i.e. 1,1-dichloro-2,2-di-(p-chlorophenyl)ethylene, i.e. p,p'-DDE
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
Musca domestica P2/sel
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
Musca domestica RD4
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + chloride
show the reaction diagram
Pseudomonas putida, Pseudomonas putida T5
-
-
-
-
?
1,1,1-trichloro-2,2-bis(4-fluorophenyl)ethane
? + HCl
show the reaction diagram
-
-
-
?
1,1,1-trichloro-2,2-bis(4-iodophenyl)ethane
? + HCl
show the reaction diagram
-
-
-
?
1,1,1-trichloro-2,2-bis(4-methoxyphenyl)ethane
? + HCl
show the reaction diagram
-
-
-
?
1,1,1-trichloro-2,2-bis(4-tolyl)ethane
? + HCl
show the reaction diagram
-
-
-
?
1,1-dichloro-2,2-bis(4-chlorophenyl)ethane
1-chloro-2,2-bis(4-chlorophenyl)ethylene + HCl
show the reaction diagram
-
i.e. TDE, reaction velocity is 4 times the rate of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane, i.e. DDT
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + chloride
show the reaction diagram
-
-
-
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
Musca domestica P2/sel
-
-
-
-
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene + chloride
show the reaction diagram
Pseudomonas putida T5
-
-
-
-
?
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
?
show the reaction diagram
Musca domestica RD4
-
-
-
-
-
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
glutathione
-
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Al3+
-
stimulates at a concentration of 0.1 mM
Ca2+
-
stimulates at a concentration of 0.1 mM
Ca2+
-
a metalloprotein containing Zn2+, Mg2+, and Ca2+ ions
Cu2+
-
stimulates at a concentration of 0.1 mM
Fe2+
-
stimulates at a concentration of 0.1 mM
Mg2+
-
stimulates at a concentration of 0.1 mM
Mg2+
-
a metalloprotein containing Zn2+, Mg2+, and Ca2+ ions
Mn2+
-
stimulates at a concentration of 0.1 mM
Zn2+
-
stimulates at a concentration of 0.1 mM
Zn2+
-
a metalloprotein containing Zn2+, Mg2+, and Ca2+ ions
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
bromosulfophthalein
-
-
Ethacrynic acid
-
-
guanidine hydrochloride
-
complete inhibition at 1 M
iodoacetate
-
inhibition to a minor degree, completely reversible
p-chloromercuribenzoate
-
i.e. PCMB. 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane completely protects the fully aggregated enzyme against PCMB inhibition
permethrin
-
uncompetitive inhibitor of isoform GSTE2-2
SDS
-
78% loss of activity at 5% (w/v)
Urea
-
98% loss of activity at 10 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
cysteinylglycine
-
activates
GSH
-
Km: 0.25 mM; required
GSH
-
required
GSH
-
required; stabilizes tetrameric enzyme form
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.037
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
-
pH 7.0, 37C
0.21
-
1-chloro-2,4-dinitrobenzene
-
pH 6.5, 22C
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.0383
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
-
-
0.113
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane
-
pH 7.0, 37C
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.149
-
-
pH 6.5, 22C
additional information
-
-
-
additional information
-
-
-
additional information
-
-
anaerobic incubation
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
37000
-
-
about, native PAGE
120000
-
-
PAGE
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
monomer
-
1 * 37000, SDS-PAGE
tetramer
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane induces aggregation of the enzyme into the active tetrameric form, 4 * 30000, disc electrophoresis, dissociation of the tetrameric enzyme by mercaptoethanol or dithiothreitol
tetramer
Musca domestica P2/sel
-
1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane induces aggregation of the enzyme into the active tetrameric form, 4 * 30000, disc electrophoresis, dissociation of the tetrameric enzyme by mercaptoethanol or dithiothreitol
-
trimer
-
the trimeric enzyme is 10% as active as the tetrameric form
trimer
Musca domestica P2/sel
-
the trimeric enzyme is 10% as active as the tetrameric form
-
monomer
Pseudomonas putida T5
-
1 * 37000, SDS-PAGE
-
additional information
-
mass spectrometric sequence canalysis
additional information
Pseudomonas putida T5
-
mass spectrometric sequence canalysis
-
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
side-chain modification
-
phospholipoprotein
side-chain modification
Musca domestica P2/sel
-
phospholipoprotein
-
glycoprotein
-
a glycoprotein with mannose forming the backbone
glycoprotein
Pseudomonas putida T5
-
a glycoprotein with mannose forming the backbone
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
4
6
-
stable between for 6 h
6
12
-
stable between for 48 h at 2C
7
-
-
purified native enzyme, 37C, stable for 4-5 h
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
37
-
-
purified native enzyme, pH 7.0, stable for 4-5 h
ORGANIC SOLVENT
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
organic solvents
-
instability of the enzyme to organic solvents at temperatures about -5C
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
instability of the enzyme to freezing and thawing
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
native enzyme from strain T5 to homogeneity
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
biotechnology
-
positive correlation of enzyme activity and resistance against DDT, non-correlation between enzyme activity and GST activity
biotechnology
-
positive correlation of enzyme activity and resistance against DDT
biotechnology
-
positive correlation of enzyme activity and resistance against DDT, and also between enzyme activity and GST activity