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Information on EC 3.8.1.5 - haloalkane dehalogenase
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3.8.1.5 haloalkane dehalogenaseIUBMB Comments
Acts on a wide range of 1-haloalkanes, haloalcohols, haloalkenes and some haloaromatic compounds.
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Word Map
- 3.8.1.5
- xanthobacter
- autotrophicus
-
dehalogenation
- 1,2-dichloroethane
- halide
- 1,2-dibromoethane
-
carbon-halogen
- paucimobilis
- sphingomonas
- 1,2,3-trichloropropane
- sphingobium
- hexachlorocyclohexane
- rhodochrous
- synthesis
-
alkyl-enzyme
- environmental protection
- 1-chlorobutane
-
haloacid
- 2-chloroethanol
-
chloroalkane
- epichlorohydrine
-
alpha/beta-hydrolase
- biotechnology
- agriculture
- gamma-hexachlorocyclohexane
- dehydrochlorinase
-
haloalcohols
-
halide-binding
-
beta-hch
- degradation
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
dhaa31, rv2579, linbut, 1-chlorohexane halidohydrolase, linbmi, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
1,3,4,6,-tetrachloro-1,4-cyclohexadiene halidohydrolase
1-chlorohexane halidohydrolase
-
-
-
-
1-haloalkane dehalogenase
-
-
-
-
DadB
DatA
DbeA
DbjA
DhaA
DhaA31
DhaB
DhaC
DhAf
DhlA
DhmA
dmbA
DmbB
DmbC
dmlA
DmrA
DmrB
DmtA
DmxA
DpcA
DrbA
haloalkane dehalogenase
HanR
HLD
LinB
LinBMI
LinBUT
Rv2579
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
1-haloalkane + H2O = a primary alcohol + halide
two-step mechanism involving an ester intermediate covalently bound at Asp124, His 289 is important for hydrolysis
-
1-haloalkane + H2O = a primary alcohol + halide
GJ10, four-step reaction mechanism with covalent ester intermediate
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; two-step mechanism involving an ester intermediate covalently bound at Asp124, His 289 is important for hydrolysis
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; GJ10, three-step reaction mechanism with covalent alkyl-enzyme ester intermediate
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; GJ10, four-step reaction mechanism with covalent ester intermediate
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; GJ10, detailed reaction mechanism and energetics calculated from computational model
-
1-haloalkane + H2O = a primary alcohol + halide
-
-
-
-
1-haloalkane + H2O = a primary alcohol + halide
3 features are important for catalytic performance: i. a catalytic triad, ii. anoxyanion hole, and iii. the halide-stabilizing residues, which are not conserved among different haloalkane dehalogenases, active site structure, Asn41 is involved, SN2 reaction mechanism, modeling, overview
-
1-haloalkane + H2O = a primary alcohol + halide
3 features are important for catalytic performance: i. a catalytic triad, ii. anoxyanion hole, and iii. the halide-stabilizing residues, which are not conserved among different haloalkane dehalogenases, active site structure, Asn38 is involved, SN2 reaction mechanism, modeling, overview
-
1-haloalkane + H2O = a primary alcohol + halide
3 features are important for catalytic performance: i. a catalytic triad, ii. anoxyanion hole, and iii. the halide-stabilizing residues, which are not conserved among different haloalkane dehalogenases, active site structure, Glu56 is involved, SN2 reaction mechanism, modeling, overview
-
1-haloalkane + H2O = a primary alcohol + halide
low activity with small, chlorinated alkanes, importance of active site water molecules and reaction products in molecular docking
-
1-haloalkane + H2O = a primary alcohol + halide
catalytic nucleophile Asp108, which is the most disordered catalytic residue, catalytic base His272, structure-based reaction mechanism, active site structure, overview; H272 singly protonated at Ndelta1 and D108 in conformation A give the most exothermic reactionwith DeltaH of -22 kcal/mol
-
1-haloalkane + H2O = a primary alcohol + halide
acts on a wide range of 1-haloalkanes, haloalcohols, haloalkenes and some haloaromatic compounds
-
1-haloalkane + H2O = a primary alcohol + halide
substrate specificity is influenced by the size and shape of their entrance tunnel, surface residue Leu177 is involved and located at the tunnel opening
-
1-haloalkane + H2O = a primary alcohol + halide
hydrogen bond interactions between substrate and the environment are significantly different in aqueous solution and in the enzyme. Structure of the enzyme active site provides a more adequate interaction pattern for the reaction process
-
1-haloalkane + H2O = a primary alcohol + halide
catalytic triad consists of D123, H279, D250, with a first halide-stabilizing W124 and a secong stabilizing residue W164. Two-step reaction mechanism
1-haloalkane + H2O = a primary alcohol + halide
activation energy of reaction 59.5 kJ/mol
-
1-haloalkane + H2O = a primary alcohol + halide
Asp103, Glu127 and His280 are involved in the catalytic reaction, and two H-bond donating residues, Asn38 and Trp104, are involved in stabilization of a halogen group of the substrate
-
1-haloalkane + H2O = a primary alcohol + halide
reaction mechanism, overview. The bromide release is the rate-limiting step of the catalytic cycle, overview
-
1-haloalkane + H2O = a primary alcohol + halide
structural basis for its reaction mechanism
1-haloalkane + H2O = a primary alcohol + halide
structural basis for its reaction mechanism
Agrobacterium tumefaciens C58 / ATCC 33970
-
-
1-haloalkane + H2O = a primary alcohol + halide
Asp103, Glu127 and His280 are involved in the catalytic reaction, and two H-bond donating residues, Asn38 and Trp104, are involved in stabilization of a halogen group of the substrate
-
-
1-haloalkane + H2O = a primary alcohol + halide
catalytic triad consists of D123, H279, D250, with a first halide-stabilizing W124 and a secong stabilizing residue W164. Two-step reaction mechanism
-
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
-
1-haloalkane + H2O = a primary alcohol + halide
activation energy of reaction 59.5 kJ/mol
-
-
1-haloalkane + H2O = a primary alcohol + halide
distinction of 3 different substrate classes for haloalkane dehalogenases after profound statistical reaction rate analysis
-
-
1-haloalkane + H2O = a primary alcohol + halide
reaction mechanism, overview. The bromide release is the rate-limiting step of the catalytic cycle, overview
-
-
1-haloalkane + H2O = a primary alcohol + halide
3 features are important for catalytic performance: i. a catalytic triad, ii. anoxyanion hole, and iii. the halide-stabilizing residues, which are not conserved among different haloalkane dehalogenases, active site structure, Asn38 is involved, SN2 reaction mechanism, modeling, overview; alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; catalytic nucleophile Asp108, which is the most disordered catalytic residue, catalytic base His272, structure-based reaction mechanism, active site structure, overview; H272 singly protonated at Ndelta1 and D108 in conformation A give the most exothermic reactionwith DeltaH of -22 kcal/mol; low activity with small, chlorinated alkanes, importance of active site water molecules and reaction products in molecular docking; substrate specificity is influenced by the size and shape of their entrance tunnel, surface residue Leu177 is involved and located at the tunnel opening
-
-
1-haloalkane + H2O = a primary alcohol + halide
alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; alpha/beta hydrolase with catalytic triad, i.e. nucleophile (Asp124)-histidine (H289)-acid (Asp260), during catalytic reaction; GJ10, four-step reaction mechanism with covalent ester intermediate; GJ10, four-step reaction mechanism with covalent ester intermediate; two-step mechanism involving an ester intermediate covalently bound at Asp124, His 289 is important for hydrolysis; two-step mechanism involving an ester intermediate covalently bound at Asp124, His 289 is important for hydrolysis
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
C-halide hydrolysis
hydrolysis of C-halide
hydrolysis of C-halide
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
KEGG
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SYSTEMATIC NAME
IUBMB Comments
1-haloalkane halidohydrolase
Acts on a wide range of 1-haloalkanes, haloalcohols, haloalkenes and some haloaromatic compounds.
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CAS REGISTRY NUMBER
COMMENTARY
95990-29-7
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1S,3S)-2,3,4,5,6-pentachlorocyclohexanol + H2O
cis-2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
(RS)-3-chloropropane-1,2-diol + NAD+
(R)-3-chloropropane-1,2-diol + 2-oxo-propionaldehyde + CH3COOH + Cl- + HCOOH + NADH
-
-
-
-
-
1,2,3-tribromopropane + H2O
2,3-dibromopropanol + chloride
-
-
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloropropan-1-ol
-
prefered formation of R-enantiomer due to a specific interaction of substrate with residue N41
-
?
1,2,3-trichloropropane + H2O
2,3-dichloropropanol + chloride
A0A0P1IZI1
-
-
-
?
1,2,3-trichloropropene + H2O
2,3-dichloropropenol + chloride
A0A0P1IZI1
-
-
-
?
1,2-dibromopropane + H2O
2-bromopropan-1-ol + bromide
-
-
-
?
1,2-dichlorobutane + H2O
?
-
7.8% of the activity with 4-chlorobutanol
-
-
?
1,2-dichloropropane + H2O
2-chloropropanol + chloride
A0A0P1IZI1
-
-
-
?
1,3,4,6-tetrachloro-1,4,cyclohexadiene + 2 H2O
2,5-dichloro-2,5-cyclohexadiene-1,4-diol + 2 chloride
1,3,4,6-tetrachloro-1,4-cyclohexadiene + H2O
2,4,5-trichloro-2,5-cyclohexadiene-1-ol + chloride
-
-
-
?
1,3-dichlorobutane + H2O
?
-
12% of the activity with 4-chlorobutanol
-
-
?
1,3-dichloropropane + H2O
3-chloropropan-1-ol + chloride
-
-
-
?
1,3-dichloropropene + H2O
3-chloropropenol + chloride
A0A0P1IZI1
-
-
-
?
1,4-dichlorobutane + H2O
?
-
27% of the activity with 4-chlorobutanol
-
-
?
1,5-dichloropentane + H2O
?
-
20% of the activity with 4-chlorobutanol
-
-
?
1,6-dibromohexane + H2O
6-bromohexane + bromide
-
low activity
-
-
?
1,6-dichlorohexane + H2O
6-chlorohexane + bromide
-
low activity
-
-
?
1,6-dichlorohexane + H2O
?
-
32% of the activity with 4-chlorobutanol
-
-
?
1,6-diiodohexane + H2O
6-iodohexane + iodide
-
low activity
-
-
?
1,7-dichloroheptane + H2O
?
-
20% of the activity with 4-chlorobutanol
-
-
?
1,8-dichlorooctane + H2O
?
-
32% of the activity with 4-chlorobutanol
-
-
?
1,9-dichlorononane + H2O
?
-
14% of the activity with 4-chlorobutanol
-
-
?
1-bromo-2-chloroethane + H2O
1-bromo-2-ethanol + chloride
-
low activity
-
-
?
1-bromo-2-chloroethane + H2O
?
-
76% of the activity with 1,2-dichloroethane
-
-
?
1-chloro-2-(2-chloroethoxy)ethane + H2O
2-(2-chloroethoxy)ethanol + chloride
A0A0P1IZI1
-
-
-
?
1-chloro-2-bromoethane + H2O
2-bromoethanol + chloride
-
-
-
-
?
1-chloro-2-fluoroethane + H2O
?
-
no release of fluoride, 25% of the activity with 1,2-dichloroethane
-
-
?
1-chloro-4-methylbutane + H2O
pentanol + chloride
-
42% of the activity with 4-chlorobutanol
-
-
?
1-chlorononane + H2O
nonanol + chloride
-
13% of the activity with 4-chlorobutanol
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
2-bromoacetamide + H2O
acetamide + bromide
poor substrate
-
-
?
2-chloroacetamide + H2O
acetamide + chloride
poor substrate
-
-
?
2-chloroethanol + H2O
ethanol + chloride
very poor substrate
-
-
?
3,4,5,6-tetrachloro-2-cyclohexene-1-ol + H2O
2,5,6-trichloro-2-cyclohexene-1,4-diol + chloride
3-chloro-2-(chloromethyl)-1-propene + H2O
2-chloromethyl-2-propen-1-ol + Cl-
-
-
-
-
?
3-chloro-2-methylpropene + H2O
2-methylpropene + chloride
-
-
-
-
?
3-chloropropene + H2O
propenol + chloride
-
45% of the activity with 1,2-dichloroethane
-
-
?
4-chlorobutanol + H2O
butane-1,4-diol + chloride
-
highest activity
-
-
?
bromochloromethane + H2O
?
-
99% of the activity with 1,2-dichloroethane
-
-
?
chlorocyclopentane + H2O
hydroxycyclopentane + chloride
-
-
-
-
?
delta-hexachlorocyclohexane + H2O
(1S,3S)-2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
delta-pentachlorocyclohexene + H2O
3,4,5,6-tetrachloro-2-cyclohexene-1-ol + chloride
-
-
-
-
?
dichloromethane + H2O
chloromethanol + chloride
poor substrate
-
-
?
epsilon-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + tetrachlorocyclohexane-1,4-diol + chloride
gamma-pentachlorocyclohexene + H2O
3,4,5,6-tetrachloro-2-cyclohexene-1-ol + 2,5,6-trichloro-2-cyclohexene-1,4-diol + chloride
-
-
-
-
?
pentachlorocyclohexanol + H2O
tetrachlorocyclohexanediol + chloride
-
-
-
-
?
(1S,3S)-2,3,4,5,6-pentachlorocyclohexanol + H2O
cis-2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
(1S,3S)-2,3,4,5,6-pentachlorocyclohexanol + H2O
cis-2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
(bromomethyl)cyclohexane + H2O
cyclohexylmethanol + bromide
A0A0P1IZI1
-
-
-
?
(bromomethyl)cyclohexane + H2O
cyclohexylmethanol + bromide
-
-
-
-
?
1,1,2,3,4,5,6-heptachlorocyclohexane + H2O
2,3,4,4,5,6-hexachlorocyclohexanol + chloride
-
-
-
-
?
1,1,2,3,4,5,6-heptachlorocyclohexane + H2O
2,3,4,4,5,6-hexachlorocyclohexanol + chloride
-
-
-
-
?
1,2,3-tribromopropane + H2O
2,3-dibromo-1-propanol + bromide
-
-
-
-
?
1,2,3-tribromopropane + H2O
2,3-dibromo-1-propanol + bromide
-
-
-
-
?
1,2,3-tribromopropane + H2O
2,3-dibromopropanol + bromide
-
high activity
-
-
?
1,2,3-tribromopropane + H2O
2,3-dibromopropanol + bromide
A0A0P1IZI1
-
-
-
?
1,2,3-trichloropropane + H2O
(RS)-2,3-dichloropropan-1-ol + chloride
-
-
-
-
?
1,2,3-trichloropropane + H2O
(RS)-2,3-dichloropropan-1-ol + chloride
-
structural model of DhaA31 with TCP docked in the active site, comparison with DhaA31 mutant enzyme docking models, overview. The pentad is made up of an Asp-His-Asp catalytic triad and a Trp-Trp or Trp-Asn diad for halide binding. An aspartate residue acts as the nucleophile to displace a halide ion from the substrate. By hydrolysis of the resulting covalent alkyl-enzyme intermediate, alcohol is released
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloro-1-propanol + chloride
-
low activity
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloro-1-propanol + chloride
-
low activity
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloro-1-propanol + chloride
-
-
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloro-1-propanol + chloride
-
-
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloropropan-1-ol + chloride
-
substrate, but not the product, adsorbs with high affinity onto the polyethylenimine impregnated gamma-alumina support used for enzyme immobilization
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichloropropan-1-ol + chloride
-
-
-
?
1,2,3-trichloropropane + H2O
2,3-dichlorpropane-1-ol + chloride
-
-
-
ir
1,2,3-trichloropropane + H2O
2,3-dichlorpropane-1-ol + chloride
-
-
-
ir
1,2,3-trichloropropane + H2O
2,3-dichlorpropane-1-ol + chloride
-
-
-
ir
1,2,3-trichloropropane + H2O
?
-
substrate of DhaA31, a mutant of DhaA with enhanced catalytic activity for 1,2,3-trichloropropane
-
-
?
1,2,3-trichloropropane + H2O
?
-
substrate of DhaA31, a mutant of DhaA with enhanced catalytic activity for 1,2,3-trichloropropane
-
-
?
1,2-dibromo-3-chloropropane + H2O
2-bromo-3-chloropropanol + bromide
-
high activity
-
-
?
1,2-dibromo-3-chloropropane + H2O
2-bromo-3-chloropropanol + bromide
A0A0P1IZI1
-
-
-
?
1,2-dibromo-3-chloropropane + H2O
2-bromo-3-chloropropanol + bromide
-
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
high activity
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
Agrobacterium tumefaciens C58 / ATCC 33970
-
high activity
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
A0A0P1IZI1
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
1100% of the activity with 1-chlorobutane
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
1100% of the activity with 1-chlorobutane
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
42% of the activity with 4-chlorobutanol
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
P51698
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
94% of the activity with 1,2-dichloroethane
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
78% of the activity with 1,2-dichloroethane
-
-
?
1,2-dibromoethane + H2O
2-bromoethanol + bromide
-
-
-
-
?
1,2-dibromopropane + H2O
2-bromo-1-propanol + bromide
-
low activity
-
-
?
1,2-dibromopropane + H2O
2-bromo-1-propanol + bromide
-
low activity
-
-
?
1,2-dibromopropane + H2O
2-bromopropanol + bromide
-
high activity
-
-
?
1,2-dichloroethane + H2O
1,2-ethanediol + chloride
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
A0A0P1IZI1
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
A0A0P1IZI1
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
low activity
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
low activity
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
highest activity
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
analysis of dynamic and electrostatic effects
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
highest activity
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
?
1,2-dichloroethane + H2O
2-chloroethanol + chloride
-
-
-
-
?
1,2-dichloropropane + H2O
2-chloropropan-1-ol + chloride
-
low activity
-
-
?
1,2-dichloropropane + H2O
2-chloropropan-1-ol + chloride
-
low activity
-
-
?
1,2-dichloropropane + H2O
2-chloropropan-1-ol + chloride
-
-
-
-
?
1,2-dichloropropane + H2O
2-chloropropan-1-ol + chloride
-
-
-
?
1,3,4,6-tetrachloro-1,4,cyclohexadiene + 2 H2O
2,5-dichloro-2,5-cyclohexadiene-1,4-diol + 2 chloride
-
-
-
-
?
1,3,4,6-tetrachloro-1,4,cyclohexadiene + 2 H2O
2,5-dichloro-2,5-cyclohexadiene-1,4-diol + 2 chloride
-
-
-
-
?
1,3-dibromo-2-methylpropane + H2O
3-bromo-2-methylpropan-1-ol + bromide
-
desymmetrisation of a dihaloalkane is followed by kinetic resolution of the chiral haloalcohol that is produced in the first step, increase of the enantiomeric excess of the respective haloalcohol
-
-
?
1,3-dibromo-2-methylpropane + H2O
3-bromo-2-methylpropan-1-ol + bromide
-
desymmetrisation of a dihaloalkane is followed by kinetic resolution of the chiral haloalcohol that is produced in the first step, increase of the enantiomeric excess of the respective haloalcohol
-
-
?
1,3-dibromo-2-phenylpropane + H2O
?
-
desymmetrisation of a dihaloalkane is followed by kinetic resolution of the chiral haloalcohol that is produced in the first step, increase of the enantiomeric excess of the respective haloalcohol
-
-
?
1,3-dibromo-2-phenylpropane + H2O
?
-
desymmetrisation of a dihaloalkane is followed by kinetic resolution of the chiral haloalcohol that is produced in the first step, increase of the enantiomeric excess of the respective haloalcohol
-
-
?
1,3-dibromo-2-propanol + H2O
3-bromo-1,2-propandiol
-
-
-
-
?
1,3-dibromopropane + H2O
1,3-propanediol + bromide
-
-
-
?
1,3-dibromopropane + H2O
3-bromo-1-propanol + bromide
-
-
-
?
1,3-dibromopropane + H2O
3-bromo-1-propanol + bromide
Agrobacterium tumefaciens C58 / ATCC 33970
-
-
-
?
1,3-dibromopropane + H2O
3-bromo-1-propanol + bromide
-
high activity
-
-
?
1,3-dibromopropane + H2O
3-bromo-1-propanol + bromide
-
high activity
-
-
?
1,3-dibromopropane + H2O
3-bromo-1-propanol + bromide
-
best substrate, the release of product 3-bromo-1-propanol is the rate limiting step
-
-
?
1,3-dibromopropane + H2O
3-bromo-propanol + bromide
-
-
-
?
1,3-dibromopropane + H2O
3-bromo-propanol + bromide
-
-
-
?
1,3-dibromopropane + H2O
3-bromopropane + bromide
-
preferred substrate
-
-
?
1,3-dibromopropane + H2O
3-bromopropanol + bromide
Agrobacterium tumefaciens C58 / ATCC 33970
-
-
-
?
1,3-dibromopropane + H2O
3-bromopropanol + bromide
-
420% of the activity with 1-chlorobutane
-
-
?
1,3-dibromopropane + H2O
3-bromopropanol + bromide
-
700% of the activity with 1-chlorobutane
-
-
?
1,3-dibromopropane + H2O
3-bromopropanol + bromide
-
high activity
-
-
?
1,3-dichloropropane + H2O
3-chloropropanol + chloride
A0A0P1IZI1
-
-
-
?
1,3-dichloropropane + H2O
?
-
21% of the activity with 4-chlorobutanol
-
-
?
1,3-dichloropropane + H2O
?
-
21% of the activity with 4-chlorobutanol
-
-
?
1,3-dichloropropane + H2O
?
-
80% of the activity with 1,2-dichloroethane
-
-
?
1,5-dichloropentane + H2O
5-chloro-1-pentanol + chloride
-
low activity
-
-
?
1,5-dichloropentane + H2O
5-chloropentanol + chloride
A0A0P1IZI1
-
-
-
?
1,5-dichloropentane + H2O
5-chloropentanol + chloride
-
-
-
-
?
1-bromo-2-chloroethane + H2O
2-chloroethanol + bromide
-
high activity
-
-
?
1-bromo-2-chloroethane + H2O
2-chloroethanol + bromide
A0A0P1IZI1
-
-
-
?
1-bromo-2-chloroethane + H2O
2-chloroethanol + bromide
-
-
-
-
?
1-bromo-2-chloroethane + H2O
2-chloroethanol + bromide
-
high activity
-
-
?
1-bromo-3-chloropropane + H2O
3-chloropropanol + bromide
A0A0P1IZI1
-
-
-
?
1-bromo-3-chloropropane + H2O
3-chloropropanol + bromide
-
-
-
-
?
1-bromobutane + H2O
1-butanol + bromide
preferred substrate
-
-
?
1-bromobutane + H2O
butanol + bromide
-
25% of the activity with 4-chlorobutanol
-
-
?
1-bromobutane + H2O
butanol + bromide
-
reaction in aqueous phase, 98% of the activity with 1-chlorobutane, reaction in gaseous phase, 98% of the activity with 1-chlorobutane
-
-
?
1-bromobutane + H2O
butanol + bromide
-
reaction in aqueous phase, 98% of the activity with 1-chlorobutane, reaction in gaseous phase, 98% of the activity with 1-chlorobutane
-
-
?
1-bromobutane + H2O
n-butanol + bromide
-
180% of the activity with 1-chlorobutane
-
-
?
1-bromobutane + H2O
n-butanol + bromide
-
180% of the activity with 1-chlorobutane
-
-
?
1-bromobutane + H2O
n-butanol + bromide
-
630% of the activity with 1-chlorobutane
-
-
?
1-bromobutane + H2O
n-butanol + bromide
-
630% of the activity with 1-chlorobutane
-
-
?
1-bromohexane + H2O
hexanol + bromide
-
reaction in aqueous phase, 87% of the activity with 1-chlorobutane, reaction in gaseous phase, 301% of the activity with 1-chlorobutane
-
-
?
1-bromopropane + H2O
propanol + bromide
-
29% of the activity with 1,2-dichloroethane
-
-
?
1-chloro-2,2-dimethylpropane + H2O
2,2-dimethylpropan-1-ol + chloride
-
-
-
-
?
1-chloro-2,2-dimethylpropane + H2O
2,2-dimethylpropan-1-ol + chloride
-
-
-
-
?
1-chloro-2-(2-chloroethoxy)ethane + H2O
?
-
-
-
-
?
1-chloro-2-methylpropane + H2O
2-methylpropanol + chloride
A0A0P1IZI1
-
-
-
?
1-chloro-2-methylpropane + H2O
2-methylpropanol + chloride
-
20% of the activity with 4-chlorobutanol
-
-
?
1-chlorobutane + H2O
1-butanol + chloride
-
-
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
22% of the activity with 4-chlorobutanol
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
22% of the activity with 4-chlorobutanol
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
-
-
-
?
1-chlorobutane + H2O
butanol + chloride
-
31% of the activity with 1,2-dichloroethane
-
-
?
1-chlorodecane + H2O
n-decanol + chloride
-
52% of the activity with 1-chlorobutane
-
-
?
1-chlorodecane + H2O
n-decanol + chloride
-
110% of the activity with 1-chlorobutane
-
-
?
1-chloroheptane + H2O
heptanol + chloride
-
22% of the activity with 4-chlorobutanol
-
-
?
1-chlorohexane + H2O
hexanol + chloride
-
15% of the activity with 4-chlorobutanol
-
-
?
1-chlorohexane + H2O
hexanol + chloride
-
reaction in aqueous phase, 100% of the activity with 1-chlorobutane, reaction in gaseous phase, 194% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
hexanol + chloride
-
reaction in aqueous phase, 100% of the activity with 1-chlorobutane, reaction in gaseous phase, 194% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
hexanol + chloride
-
best substrate
-
-
?
1-chlorohexane + H2O
n-hexanol + chloride
-
210% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
n-hexanol + chloride
-
210% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
n-hexanol + chloride
-
110% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
n-hexanol + chloride
-
110% of the activity with 1-chlorobutane
-
-
?
1-chlorohexane + H2O
n-hexanol + chloride
-
low activity
-
-
?
1-chlorooctane + H2O
octanol + chloride
-
18% of the activity with 4-chlorobutanol
-
-
?
1-chloropentane + H2O
n-pentanol + chloride
-
140% of the activity with 1-chlorobutane
-
-
?
1-chloropentane + H2O
n-pentanol + chloride
-
120% of the activity with 1-chlorobutane
-
-
?
1-chloropentane + H2O
pentanol + chloride
-
20% of the activity with 4-chlorobutanol
-
-
?
1-chloropentane + H2O
pentanol + chloride
-
reaction in aqueous phase, 101% of the activity with 1-chlorobutane, reaction in gaseous phase, 186% of the activity with 1-chlorobutane
-
-
?
1-chloropentane + H2O
pentanol + chloride
-
reaction in aqueous phase, 101% of the activity with 1-chlorobutane, reaction in gaseous phase, 186% of the activity with 1-chlorobutane
-
-
?
1-chloropropane + H2O
propanol + chloride
-
5% of the activity with 4-chlorobutanol
-
-
?
1-chloropropane + H2O
propanol + chloride
-
5% of the activity with 4-chlorobutanol
-
-
?
1-chloropropane + H2O
propanol + chloride
-
51% of the activity with 1,2-dichloroethane
-
-
?
1-chloropropane + H2O
propanol + chloride
-
51% of the activity with 1,2-dichloroethane
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-I, substrates small, terminally halogenated
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-I, substrates small, terminally halogenated
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-III, unknown substrates
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
subfamily HLD-III, unknown substrates
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-II, substrates larger, beta-substituted
-
-
?
1-haloalkane + H2O
a primary alcohol + halide
-
subfamily HLD-I, substrates small, terminally halogenated
-
-
?
1-iodobutane + H2O
1-butanol + iodide
-
-
-
-
?
1-iodobutane + H2O
butanol + iodide
-
12% of the activity with 4-chlorobutanol
-
-
?
1-iodopropane + H2O
propanol + iodide
-
14% of the activity with 1,2-dichloroethane
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
-
?
2,3,4,5,6-pentachlorocyclohexanol + H2O
2,3,5,6-tetrachlorocyclohexane-1,4-diol + chloride
-
-
-
?
2,3,4,5,6-pentachlorohexanol + H2O
tetrachlorocyclohexanediol + chloride
-
-
-
-
-
2,3,4,5,6-pentachlorohexanol + H2O
tetrachlorocyclohexanediol + chloride
-
-
-
-
-
2,3,4,5,6-pentachlorohexanol + H2O
tetrachlorocyclohexanediol + chloride
-
-
-
-
-
2,3,4,5,6-pentachlorohexanol + H2O
tetrachlorocyclohexanediol + chloride
-
-
-
-
-
2-bromoethanol + H2O
ethanol + bromide
-
low activity
-
-
?
2-iodobutane + H2O
2-butanol + iodide
-
-
-
-
?
3,4,5,6-tetrachloro-2-cyclohexene-1-ol + H2O
2,5,6-trichloro-2-cyclohexene-1,4-diol + chloride
-
-
-
-
?
3,4,5,6-tetrachloro-2-cyclohexene-1-ol + H2O
2,5,6-trichloro-2-cyclohexene-1,4-diol + chloride
-
-
-
-
?
3-chloro-2-methylpropene + H2O
2-methylpropene-3-ol + chloride
-
320% of the activity with 1-chlorobutane
-
-
?
3-chloro-2-methylpropene + H2O
2-methylpropene-3-ol + chloride
-
270% of the activity with 1-chlorobutane
-
-
?
4-bromobutyronitrile + H2O
4-hydroxybutyronitrile + bromide
A0A0P1IZI1
-
-
-
?
alpha-hexachlorocyclohexane + H2O
beta-pentachlorocyclohexene + chloride
-
-
-
-
?
alpha-hexachlorocyclohexane + H2O
beta-pentachlorocyclohexene + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
no further degradation of product
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
no further degradation of product
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
no further degradation of product
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
no further degradation of product
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
two-step conversion of beta-HCH to TCDL
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
two-step conversion of beta-HCH to TCDL
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorohexanol + chloride
-
ratio kcat/KM is two orders of magnitude lower than for best substrate 1-chlorohexane. Product is not further degraded
-
-
?
beta-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorohexanol + chloride
-
ratio kcat/KM is two orders of magnitude lower than for best substrate 1-chlorohexane. Product is not further degraded
-
-
?
beta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
-
?
beta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
?
bromocyclohexane + H2O
cyclohexanol + bromide
-
84% of the activity with 1-chlorobutane
-
-
?
bromocyclohexane + H2O
cyclohexanol + bromide
-
84% of the activity with 1-chlorobutane
-
-
?
bromocyclohexane + H2O
cyclohexanol + bromide
-
420% of the activity with 1-chlorobutane
-
-
?
bromocyclohexane + H2O
cyclohexanol + bromide
-
420% of the activity with 1-chlorobutane
-
-
?
bromoethane + H2O
ethanol + bromide
-
32% of the activity with 4-chlorobutanol
-
-
?
bromoethane + H2O
ethanol + bromide
-
32% of the activity with 4-chlorobutanol
-
-
?
bromoethane + H2O
ethanol + bromide
-
24% of the activity with 1,2-dichloroethane
-
-
?
chlorocyclohexane + H2O
cyclohexanol + chloride
-
30% of the activity with 1-chlorobutane
-
-
?
chlorocyclohexane + H2O
cyclohexanol + chloride
-
620% of the activity with 1-chlorobutane
-
-
?
chlorocyclohexane + H2O
cyclohexanol + chloride
-
620% of the activity with 1-chlorobutane
-
-
?
chlorocyclopentane + H2O
cyclopentanol + chloride
-
high activity
-
-
?
chloroethane + H2O
ethanol + chloride
-
24% of the activity with 1,2-dichloroethane
-
-
?
chloroethane + H2O
ethanol + chloride
-
24% of the activity with 1,2-dichloroethane
-
-
?
chloromethane + H2O
methanol + chloride
-
28% of the activity with 1,2-dichloroethane
-
-
?
chloromethane + H2O
methanol + chloride
-
28% of the activity with 1,2-dichloroethane
-
-
?
delta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
-
?
delta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
-
?
delta-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + chloride
-
-
-
?
dibromomethane + H2O
bromomethanol + bromide
-
71% of the activity with 1,2-dichloroethane
-
-
?
epsilon-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + tetrachlorocyclohexane-1,4-diol + chloride
-
reaction modeling, overview
-
-
?
epsilon-hexachlorocyclohexane + H2O
pentachlorocyclohexanol + tetrachlorocyclohexane-1,4-diol + chloride
-
reaction modeling, overview
-
-
?
gamma-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
no further degradation of product
-
?
gamma-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
no further degradation of product
-
?
gamma-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
no further degradation of product
-
?
gamma-hexachlorocyclohexane + H2O
2,3,4,5,6-pentachlorocyclohexanol + chloride
-
-
no further degradation of product
-
?
haloalkane + H2O
alcohol + halide
-
substrate range includes at least 50 halogenated compounds, 1-chloroalkanes C3 to C10, 1-bromoalkanes C1 to C9, 1-iodoalkanes C1 to C7, no 1-fluoroalkane, subterminally substituted, branched-chain and non-saturated haloalkanes, halogenated aromatic substrates, e.g. bromobenzene and benzyl bromide, several alpha,omega-dihaloalkanes are subject to double dehalogenation
-
-
?
haloalkane + H2O
alcohol + halide
-
substrate range includes at least 50 halogenated compounds, 1-chloroalkanes C3 to C10, 1-bromoalkanes C1 to C9, 1-iodoalkanes C1 to C7, no 1-fluoroalkane, subterminally substituted, branched-chain and non-saturated haloalkanes, halogenated aromatic substrates, e.g. bromobenzene and benzyl bromide, several alpha,omega-dihaloalkanes are subject to double dehalogenation
-
-
?
haloalkane + H2O
alcohol + halide
-
highest activity towards alpha,omega disubstituted chloro-C2-C6 and bromo-C2-C6 alkanes and 4-chlorobutanol
-
-
?
haloalkane + H2O
alcohol + halide
-
highest activity towards alpha,omega disubstituted chloro-C2-C6 and bromo-C2-C6 alkanes and 4-chlorobutanol
-
-
?
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
-
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
-
haloalkane + H2O
alcohol + halide
-
broad specificity
-
-
?
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
-
haloalkane + H2O
alcohol + halide
-
alpha,omega-dihalogenated ethanes, preference for long-chain haloalkanes
-
-
?
haloalkane + H2O
alcohol + halide
-
alpha,omega-dihalogenated ethanes, preference for long-chain haloalkanes
-
-
?
haloalkane + H2O
alcohol + halide
-
broad specificity
-
-
?
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
-
haloalkane + H2O
alcohol + halide
-
-
-
-
?
haloalkane + H2O
alcohol + halide
-
n-halogenated C1 to C4 alkanes, including chlorinated, brominated and iodinated compounds
-
?
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
-
haloalkane + H2O
alcohol + halide
-
comparison of substrate specificities and classification
-
-
?
haloalkane + H2O
alcohol + halide
-
n-halogenated C1 to C4 alkanes, including chlorinated, brominated and iodinated compounds
-
?
haloalkane + H2O
alcohol + halide
-
-
-
-
?