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Literature summary for 3.8.1.5 extracted from

  • Westerbeek, A.; van Leeuwen, J.; Szymanski, W.; Feringa, B.; Janssen, D.
    Haloalkane dehalogenase catalysed desymmetrisation and tandem kinetic resolution for the preparation of chiral haloalcohols (2012), Tetrahedron, 68, 7645-7650.
No PubMed abstract available

Application

Application Comment Organism
synthesis haloalkane dehalogenases can be used for the production of highly enantioenriched haloalcohols Bradyrhizobium japonicum
synthesis haloalkane dehalogenases can be used for the production of highly enantioenriched haloalcohols Rhodococcus rhodochrous
synthesis haloalkane dehalogenases can be used for the production of highly enantioenriched haloalcohols Sphingomonas paucimobilis
synthesis haloalkane dehalogenases can be used for the production of highly enantioenriched haloalcohols Mesorhizobium loti
synthesis haloalkane dehalogenases can be used for the production of highly enantioenriched haloalcohols Xanthobacter autotrophicus

Cloned(Commentary)

Cloned (Comment) Organism
recombinant expression as N-terminally His-tagged enzyme in Escherichia coli TOP10 Bradyrhizobium japonicum
recombinant expression as N-terminally His-tagged enzyme in Escherichia coli TOP10 Rhodococcus rhodochrous
recombinant expression as N-terminally His-tagged enzyme in Escherichia coli TOP10 Sphingomonas paucimobilis
recombinant expression as N-terminally His-tagged enzyme in Escherichia coli TOP10 Mesorhizobium loti
recombinant expression as N-terminally His-tagged enzyme in Escherichia coli TOP10 Xanthobacter autotrophicus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information substrate specificity and kinetics, overview Bradyrhizobium japonicum
additional information
-
additional information substrate specificity and kinetics, overview Rhodococcus rhodochrous
additional information
-
additional information substrate specificity and kinetics, overview Sphingomonas paucimobilis
additional information
-
additional information substrate specificity and kinetics, overview Mesorhizobium loti
additional information
-
additional information substrate specificity and kinetics, overview Xanthobacter autotrophicus

Organism

Organism UniProt Comment Textmining
Bradyrhizobium japonicum
-
-
-
Bradyrhizobium japonicum USDA 110
-
-
-
Mesorhizobium loti
-
-
-
Mesorhizobium loti MAFF303099
-
-
-
Rhodococcus rhodochrous
-
-
-
Rhodococcus rhodochrous NCIMB13064
-
-
-
Sphingomonas paucimobilis
-
-
-
Sphingomonas paucimobilis UT26
-
-
-
Xanthobacter autotrophicus
-
-
-
Xanthobacter autotrophicus GJ10
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant N-terminally His-tagged enzyme from Escherichia coli TOP10 by nickel affinity chromatography Bradyrhizobium japonicum
recombinant N-terminally His-tagged enzyme from Escherichia coli TOP10 by nickel affinity chromatography Rhodococcus rhodochrous
recombinant N-terminally His-tagged enzyme from Escherichia coli TOP10 by nickel affinity chromatography Sphingomonas paucimobilis
recombinant N-terminally His-tagged enzyme from Escherichia coli TOP10 by nickel affinity chromatography Mesorhizobium loti
recombinant N-terminally His-tagged enzyme from Escherichia coli TOP10 by nickel affinity chromatography Xanthobacter autotrophicus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1,2,3-tribromopropane + H2O
-
Rhodococcus rhodochrous ?
-
?
1,2,3-tribromopropane + H2O
-
Rhodococcus rhodochrous NCIMB13064 ?
-
?
1,2,3-trichloropropane + H2O
-
Bradyrhizobium japonicum ?
-
?
1,2,3-trichloropropane + H2O
-
Sphingomonas paucimobilis ?
-
?
1,2,3-trichloropropane + H2O low activity Xanthobacter autotrophicus ?
-
?
1,2,3-trichloropropane + H2O substrate of DhaA31, a mutant of DhaA with enhanced catalytic activity for 1,2,3-trichloropropane Rhodococcus rhodochrous ?
-
?
1,2,3-trichloropropane + H2O
-
Bradyrhizobium japonicum USDA 110 ?
-
?
1,2,3-trichloropropane + H2O
-
Sphingomonas paucimobilis UT26 ?
-
?
1,2,3-trichloropropane + H2O substrate of DhaA31, a mutant of DhaA with enhanced catalytic activity for 1,2,3-trichloropropane Rhodococcus rhodochrous NCIMB13064 ?
-
?
1,2,3-trichloropropane + H2O low activity Xanthobacter autotrophicus GJ10 ?
-
?
1,3,4,6-tetrachloro-1,4-cyclohexadiene + H2O
-
Sphingomonas paucimobilis ?
-
?
1,3,4,6-tetrachloro-1,4-cyclohexadiene + H2O
-
Sphingomonas paucimobilis UT26 ?
-
?
1,3-dibromo-2-methylpropane + 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 Bradyrhizobium japonicum 3-bromo-2-methylpropan-1-ol + bromide
-
?
1,3-dibromo-2-methylpropane + 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 Bradyrhizobium japonicum USDA 110 3-bromo-2-methylpropan-1-ol + bromide
-
?
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 Sphingomonas paucimobilis ?
-
?
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 Sphingomonas paucimobilis UT26 ?
-
?
meso-2,3-dibromobutane + H2O
-
Bradyrhizobium japonicum ?
-
?
meso-2,3-dibromobutane + H2O
-
Bradyrhizobium japonicum USDA 110 ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Bradyrhizobium japonicum ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Rhodococcus rhodochrous ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Sphingomonas paucimobilis ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview. Poor activity with 1,2,3-trichloropropane, 1,3-dibromo-2-methylpropane, 1,3-dibromo-2-phenylpropane, and meso-2,3-dibromobutane Mesorhizobium loti ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview. Poor activity with 1,3-dibromo-2-methylpropane, 1,3-dibromo-2-phenylpropane, and meso-2,3-dibromobutane Xanthobacter autotrophicus ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Bradyrhizobium japonicum USDA 110 ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Sphingomonas paucimobilis UT26 ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview. Poor activity with 1,2,3-trichloropropane, 1,3-dibromo-2-methylpropane, 1,3-dibromo-2-phenylpropane, and meso-2,3-dibromobutane Mesorhizobium loti MAFF303099 ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview Rhodococcus rhodochrous NCIMB13064 ?
-
?
additional information the enzyme catalyses the conversion of prochiral short-chain dihaloalkanes and a meso dihaloalkane, yielding enantioenriched haloalcohols, single enzyme tandem conversion of a prochiral or meso dihaloalkane to chiral haloalcohol and prochiral or meso diol, substrate specificity, overview. Poor activity with 1,3-dibromo-2-methylpropane, 1,3-dibromo-2-phenylpropane, and meso-2,3-dibromobutane Xanthobacter autotrophicus GJ10 ?
-
?

Synonyms

Synonyms Comment Organism
DbjA
-
Bradyrhizobium japonicum
DhaA
-
Rhodococcus rhodochrous
DhaA31
-
Rhodococcus rhodochrous
DhlA
-
Xanthobacter autotrophicus
dmlA
-
Mesorhizobium loti
LinB
-
Sphingomonas paucimobilis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Bradyrhizobium japonicum
30
-
assay at Rhodococcus rhodochrous
30
-
assay at Sphingomonas paucimobilis
30
-
assay at Mesorhizobium loti
30
-
assay at Xanthobacter autotrophicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8.2
-
assay at Bradyrhizobium japonicum
8.2
-
assay at Rhodococcus rhodochrous
8.2
-
assay at Sphingomonas paucimobilis
8.2
-
assay at Mesorhizobium loti
8.2
-
assay at Xanthobacter autotrophicus

General Information

General Information Comment Organism
malfunction DhaA31 is a mutant of DhaA with enhanced catalytic activity for 1,2,3-trichloropropane Rhodococcus rhodochrous