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Literature summary for 1.14.12.26 extracted from

  • Yildirim, S.; Franko, T.; Wohlgemuth, R.; Kohler, H.; Witholt, B.; Schmid, A.
    Recombinant chlorobenzene dioxygenase from Pseudomonas sp. P51 A biocatalyst for regioselective oxidation of aromatic nitriles (2005), Adv. Synth. Catal., 347, 1060-1072 .
No PubMed abstract available

Application

Application Comment Organism
synthesis the enzyme is cloned under the strict control of the Palk promoter of Pseudomonas putida GPo1 and expressed in Escherichia coli JM101 cells carrying the resulting plasmid pTEZ30. Cells are used for regio- and stereoselective dihydroxylation of benzonitrile, ortho-, meta- and para-substituted benzonitriles, as well as cinnamonitrile and benzyl cyanide. cis-Dihydroxylations are at the 1,2 positions and the products have 42.9 to 97.1% enantiomeric excess Pseudomonas sp. P51

Cloned(Commentary)

Cloned (Comment) Organism
cloned under the strict control of the Palk promoter of Pseudomonas putida GPo1. Escherichia coli JM101 cells carrying the resulting plasmid pTEZ30 are used for the biotransformation of benzonitrile in a 2-l stirred tank bioreactor Pseudomonas sp. P51

Organism

Organism UniProt Comment Textmining
Pseudomonas sp. P51 Q52383 AND Q52384 AND Q52385 AND Q52386 Q52383: large subunit (tcbAa), Q52384: small subunit (tcbAb), Q52385: ferredoxin (tcbAc), Q52386: NADH-ferredoxin reductase (tcbAd)
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-bromobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-4-bromo-3,5-diene + NAD+
-
?
2-chlorobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-4-chloro-3,5-diene + NAD+
-
?
2-fluorobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-4-fluoro-3,5-diene + NAD+
-
?
3-fluorobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-5-fluoro-3,5-diene + NAD+
-
?
4-chlorobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-6-chloro-3,5-diene + NAD+
-
?
4-fluorobenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-6-fluoro-3,5-diene + NAD+
-
?
4-methylbenzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-6-methyl-3,5-diene + NAD+
-
?
benzonitrile + NADH + H+ + O2
-
Pseudomonas sp. P51 cis-1,2-dihydroxy-3-cyanocyclohexa-3,5-diene + NAD+
-
?
benzyl cyanide + NADH + H+ + O2
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Pseudomonas sp. P51 cis-1,2-dihydroxy-3,5-cyclohexadienyl acetonitrile + NAD+
-
?
cinnamonitrile + NADH + H+ + O2
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Pseudomonas sp. P51 trans-3-[(5S,6R)-5,6-dihydroxycyclo-hexa-1,3-dienyl]-acrylonitrile + NAD+
-
?

Synonyms

Synonyms Comment Organism
CDO
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Pseudomonas sp. P51