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Literature summary for 3.8.1.2 extracted from

  • Vyazmensky, M.; Geresh, S.
    Substrate specificity and product stereochemistry in the dehalogenation of 2-haloacids with the crude enzyme preparation from Pseudomonas putida (1998), Enzyme Microb. Technol., 22, 323-328.
No PubMed abstract available

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
L-2-haloalkanoic acid + H2O Pseudomonas putida
-
D-2-hydroxyalkanoic acid + halide
-
?
L-2-haloalkanoic acid + H2O Xanthobacter autotrophicus
-
D-2-hydroxyalkanoic acid + halide
-
?

Organic Solvent Stability

Organic Solvent Comment Organism
DMSO the stereochemistry of the product obtained from racemic 2-bromopropionic acid by the action of celite-immobilized disrupted cells in dimethylsulfoxide differs from that of the enantiomer obtained in an aqueous buffer Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
No. 109
-
Pseudomonas putida No. 109
-
No. 109
-
Xanthobacter autotrophicus
-
-
-

Reaction

Reaction Comment Organism Reaction ID
(S)-2-haloacid + H2O = (R)-2-hydroxyacid + halide the stereochemistry of the product obtained from racemic 2-brompropionic acid by the action of celite-immobilized disrupted cells in dimethylsulfoxid differs from that of the enantiomer obtained in an aqueous buffer Pseudomonas putida

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-2-haloacid + H2O
-
Xanthobacter autotrophicus (R)-2-hydroxyacid + halide
-
?
(S)-2-haloacid + H2O reaction by inversion of the configuration in a mixture of dimethylsulfoxide and buffer, but in presence of stoichiometric amounts of water proceeds without inversion of the configuration contrary to the behavior in an aqueous environment Pseudomonas putida (R)-2-hydroxyacid + halide
-
?
(S)-2-haloacid + H2O reaction by inversion of the configuration in a mixture of dimethylsulfoxide and buffer, but in presence of stoichiometric amounts of water proceeds without inversion of the configuration contrary to the behavior in an aqueous environment Pseudomonas putida No. 109 (R)-2-hydroxyacid + halide
-
?
2-bromopropionic acid + H2O
-
Pseudomonas putida ?
-
?
2-bromopropionic acid + H2O
-
Pseudomonas putida No. 109 ?
-
?
2-chloro-3-hydroxypropionate + H2O
-
Pseudomonas putida glycerate + HCl
-
?
2-chloro-3-hydroxypropionate + H2O
-
Pseudomonas putida No. 109 glycerate + HCl
-
?
2-chloro-n-butyrate + H2O
-
Pseudomonas putida 2-hydroxybutyrate + HCl
-
?
2-chloro-n-butyrate + H2O
-
Pseudomonas putida No. 109 2-hydroxybutyrate + HCl
-
?
2-chloropropionic acid + H2O
-
Pseudomonas putida ?
-
?
2-chloropropionic acid + H2O
-
Pseudomonas putida No. 109 ?
-
?
alpha-bromophenylacetic acid + H2O
-
Pseudomonas putida ?
-
?
L-2-haloalkanoic acid + H2O
-
Pseudomonas putida D-2-hydroxyalkanoic acid + halide
-
?
L-2-haloalkanoic acid + H2O
-
Xanthobacter autotrophicus D-2-hydroxyalkanoic acid + halide
-
?