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EC Tree
IUBMB Comments The enzyme, characterized from the bacterium Sphingomonas sp. DC-6, initiates the degradation of several chloroacetanilide herbicides, including alachlor, acetochlor, and butachlor. The enzyme is a Rieske non-heme iron oxygenase, and requires a ferredoxin and EC 1.18.1.3, ferredoxin---NAD+ reductase, for activity.
The expected taxonomic range for this enzyme is: Sphingomonadaceae
Reaction Schemes
+
2
reduced ferredoxin [iron-sulfur] cluster
+
=
+
+
2
oxidized ferredoxin [iron-sulfur] cluster
+
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cndA
-
-
-
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butachlor + 2 reduced ferredoxin [iron-sulfur] cluster + O2 = 2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
-
-
-
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butachlor,ferredoxin:oxygen oxidoreductase (butyl formate-releasing)
The enzyme, characterized from the bacterium Sphingomonas sp. DC-6, initiates the degradation of several chloroacetanilide herbicides, including alachlor, acetochlor, and butachlor. The enzyme is a Rieske non-heme iron oxygenase, and requires a ferredoxin and EC 1.18.1.3, ferredoxin---NAD+ reductase, for activity.
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acetochlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + acetyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
alachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + allyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
butachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
acetochlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + acetyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
acetochlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + acetyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
acetochlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + acetyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
acetochlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + acetyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
alachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + allyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
alachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + allyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
alachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + allyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
alachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + allyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
butachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
butachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
-
?
butachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
butachlor + reduced ferredoxin [iron-sulfur] cluster + O2
2-chloro-N-(2,6-diethylphenyl)acetamide + butyl formate + reduced ferredoxin [iron-sulfur] cluster + H2O
-
-
?
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NADH
NADH, but not NADPH, supports the enzyme activity
NADH
-
NADH, but not NADPH, supports the enzyme activity
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Ca2+
-
moderately stimulates enzyme activity
Ca2+
moderately stimulates enzyme activity
Co2+
-
moderately stimulates enzyme activity
Co2+
moderately stimulates enzyme activity
Cr2+
-
moderately stimulates enzyme activity
Cr2+
moderately stimulates enzyme activity
Fe2+
-
stimulates enzyme activity
Fe2+
stimulates enzyme activity
Mg2+
-
stimulates enzyme activity
Mg2+
stimulates enzyme activity
Mn2+
-
moderately stimulates enzyme activity
Mn2+
moderately stimulates enzyme activity
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Ag+
-
severely inhibits enzyme activity
Ag+
severely inhibits enzyme activity
Cu2+
-
severely inhibits enzyme activity
Cu2+
severely inhibits enzyme activity
EDTA
-
significantly inhibits enzyme activity
EDTA
significantly inhibits enzyme activity
Hg2+
-
severely inhibits enzyme activity
Hg2+
severely inhibits enzyme activity
Ni2+
-
severely inhibits enzyme activity
Ni2+
severely inhibits enzyme activity
Pb2+
-
severely inhibits enzyme activity
Pb2+
severely inhibits enzyme activity
Zn2+
-
severely inhibits enzyme activity
Zn2+
severely inhibits enzyme activity
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7
-
-
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35
-
-
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-
-
-
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UniProt
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UniProt
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metabolism
the enzyme is involved in the N-dealkylation of chloroacetanilide herbicides
metabolism
-
the enzyme is involved in the N-dealkylation of chloroacetanilide herbicides
metabolism
-
the enzyme is involved in the N-dealkylation of chloroacetanilide herbicides
metabolism
-
the enzyme is involved in the N-dealkylation of chloroacetanilide herbicides
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CNDA_SPHSD
Sphingomonas wittichii (strain DC-6 / KACC 16600)
348
0
38664
Swiss-Prot
-
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Ni-affinity column chromatography
Ni-affinity column chromatography
Ni-affinity column chromatography
-
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expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli BL21(DE3) cells
-
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Chen, Q.; Wang, C.H.; Deng, S.K.; Wu, Y.D.; Li, Y.; Yao, L.; Jiang, J.D.; Yan, X.; He, J.; Li, S.P.
Novel three-component Rieske non-heme iron oxygenase system catalyzing the N-dealkylation of chloroacetanilide herbicides in sphingomonads DC-6 and DC-2
Appl. Environ. Microbiol.
80
5078-5085
2014
Sphingobium quisquiliarum, Sphingomonas wittichii (A0A059WLZ7), Sphingomonas wittichii DC-6 (A0A059WLZ7), Sphingobium quisquiliarum DC-2
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Enzyme Nomenclature
1.14.15.23 chloroacetanilide N-alkylformylase
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