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Literature summary for 3.1.1.1 extracted from

  • Wang, C.; Qiu, J.; Yang, Y.; Zheng, J.; He, J.; Li, S.
    Identification and characterization of a novel carboxylesterase (FpbH) that hydrolyzes aryloxyphenoxypropionate herbicides (2017), Biotechnol. Lett., 39, 553-560 .
    View publication on PubMed

Application

Application Comment Organism
environmental protection the catalytic efficiencies (kcat/Km) of Fluazifop-P-butyl carboxylesterase (FpbH) for different AOPP herbicides are higher than those of Cyhalofop-butyl esterase (ChbH) from Pseudomonas azotoformans and Fenoxaprop-ethyl hydrolase (FeH) from Rhodococcus sp.. FpbH differs from previously reported AOPP herbicide carboxylesterases and might be a good candidate enzyme for biodegradation, especially when diclofop-methyl and/or haloxyfop-P-methyl are the dominant pollutants Aquamicrobium sp. FPB-1

Cloned(Commentary)

Cloned (Comment) Organism
gene fpbH, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis and tree, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Aquamicrobium sp. FPB-1

Inhibitors

Inhibitors Comment Organism Structure
Ag+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Al3+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Ca2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Co2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Cr3+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Cu2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Fe2+ inhibits at 5 mM Aquamicrobium sp. FPB-1
Fe3+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Hg2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Li+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Mg2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Mn2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
additional information poor effect by EDTA at 5 mM Aquamicrobium sp. FPB-1
Ni2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Pb2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1
Zn2+ inhibits at 0.5-5 mM Aquamicrobium sp. FPB-1

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00032
-
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
0.00039
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
0.00039
-
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
0.00042
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
0.00043
-
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
0.00045
-
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O Aquamicrobium sp. FPB-1
-
fluazifop-P + butanol
-
?
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate + H2O Aquamicrobium sp. FPB-1
-
cyhalofop + butanol
-
?
ethyl 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate Aquamicrobium sp. FPB-1
-
fenoxaprop-P + ethanol
-
?
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate + H2O Aquamicrobium sp. FPB-1
-
quizalofop-P + ethanol
-
?
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O Aquamicrobium sp. FPB-1
-
haloxyfop-P + methanol
-
?
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate + H2O Aquamicrobium sp. FPB-1
-
diclofop + methanol
-
?
additional information Aquamicrobium sp. FPB-1 the Aquamicrobium strain FPB-1 is capable of efficiently degrading AOPP herbicides ?
-
?

Organism

Organism UniProt Comment Textmining
Aquamicrobium sp. FPB-1 A0A024CDT8 isolated from a legume field in Jiangsu Province, China
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and dialysis Aquamicrobium sp. FPB-1

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O
-
Aquamicrobium sp. FPB-1 fluazifop-P + butanol
-
?
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O i.e. fluazifop-P-butyl Aquamicrobium sp. FPB-1 fluazifop-P + butanol
-
?
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate + H2O
-
Aquamicrobium sp. FPB-1 cyhalofop + butanol
-
?
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate + H2O i.e. cyhalofop-butyl Aquamicrobium sp. FPB-1 cyhalofop + butanol
-
?
ethyl 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate
-
Aquamicrobium sp. FPB-1 fenoxaprop-P + ethanol
-
?
ethyl 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate i.e. fenoxaprop-P-ethyl Aquamicrobium sp. FPB-1 fenoxaprop-P + ethanol
-
?
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate + H2O
-
Aquamicrobium sp. FPB-1 quizalofop-P + ethanol
-
?
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate + H2O i.e. quizalofop-P-ethyl Aquamicrobium sp. FPB-1 quizalofop-P + ethanol
-
?
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O
-
Aquamicrobium sp. FPB-1 haloxyfop-P + methanol
-
?
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate + H2O i.e. haloxyfop-P-methyl Aquamicrobium sp. FPB-1 haloxyfop-P + methanol
-
?
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate + H2O
-
Aquamicrobium sp. FPB-1 diclofop + methanol
-
?
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate + H2O i.e. diclofop-methyl Aquamicrobium sp. FPB-1 diclofop + methanol
-
?
additional information the Aquamicrobium strain FPB-1 is capable of efficiently degrading AOPP herbicides Aquamicrobium sp. FPB-1 ?
-
?
additional information the enzyme hydrolyzes aryloxyphenoxypropionate herbicides, mass spectrometry analysis of metabolite generated during fluazifop-P-butyl degradation by strain FPB-1, overview Aquamicrobium sp. FPB-1 ?
-
?

Subunits

Subunits Comment Organism
? x * 28000, about, recombinant His-tagged enzyme, SDS-PAGE and sequence calculation Aquamicrobium sp. FPB-1

Synonyms

Synonyms Comment Organism
AOPP herbicide carboxylesterase
-
Aquamicrobium sp. FPB-1
Fluazifop-P-butyl carboxylesterase
-
Aquamicrobium sp. FPB-1
Fluazifop-P-butyl hydrolase UniProt Aquamicrobium sp. FPB-1
FpbH
-
Aquamicrobium sp. FPB-1

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
-
Aquamicrobium sp. FPB-1

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
10 60 activity range, profile overview Aquamicrobium sp. FPB-1
15 50 over 50% of maximal activity within this range Aquamicrobium sp. FPB-1

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.17
-
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
4.46
-
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
5.01
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
5.28
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
5.92
-
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
6.31
-
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
-
Aquamicrobium sp. FPB-1

pH Range

pH Minimum pH Maximum Comment Organism
4 9.5 activity range, profile overview Aquamicrobium sp. FPB-1
5 8.5 over 50% of maximal activity within this range Aquamicrobium sp. FPB-1

General Information

General Information Comment Organism
additional information enzyme FpbH contains the catalytic triad formed by Ser100, Asp213, and His239, proposed model of FpbH generated using an alpha/beta-hydrolase template from Rhodopseudomonas palustris strain CGA009, PDB ID 4psu Aquamicrobium sp. FPB-1

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
9266.7
-
butyl 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
10372.1
-
butyl 2-(4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
12571.4
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
12846.2
-
ethyl 2-[4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
15179.5
-
methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1
19718.8
-
methyl 2-(4-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy]phenoxy)propanoate recombinant His-tagged enzyme, pH 7.0, 37°C Aquamicrobium sp. FPB-1