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Literature summary for 1.14.12.11 extracted from

  • Bui, V.P.; Vidar Hansen, T.; Stenstrom, Y.; Hudlicky, T.; Ribbons, D.W.
    A study of substrate specificity of toluene dioxygenase in processing aromatic compounds containing benzylic and/or remote chiral centers (2001), New J. Chem., 25, 116-124.
No PubMed abstract available

Application

Application Comment Organism
synthesis screening of substituted arenes containing remote chiral centers as substrates, enantiomers are indiscriminately processed to diastereomeric pairs. Some of these new metabolites are useful as synthons for morphine synthesis Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+/-)-trans-2-phenyl-1-cyclohexanol + NADH + O2
-
Pseudomonas putida 3-(2-hydroxycyclohexanyl)-3,5-cyclohexadiene-1,2-diol + ?
-
?
(1R,2S)-(-)-trans-2-phenyl-1-cyclohexanol + NADH + O2
-
Pseudomonas putida 3-(2-hydroxycyclohexanyl)-3,5-cyclohexadiene-1,2-diol + ?
-
?
(R)-1-phenyl-1-ethanol + NADH + O2
-
Pseudomonas putida 3-[1(R)-hydroxyethyl]cyclohexa-3,5-diene-1(S),2(R)-diol + ?
-
?
(R)-2-phenylcyclohexanone + NADH + O2
-
Pseudomonas putida (4S,4aR,9aR)-4,6,7,8,9,9a-hexahydro-4aH-dibenzofuran-4,5a-diol + ?
-
?
(S)-1-phenyl-1-ethanol + O2 + NADH + O2
-
Pseudomonas putida 3-[1(S)-hydroxyethyl]cyclohexa-3,5-diene-1(S),2(R)-diol + ?
-
?
(S)-2-phenylcyclohexanone + NADH + O2
-
Pseudomonas putida (1S,5'S,6'R)-5',6'-dihydroxybicyclohexyl-1',3'-diene-2-one + ?
-
?
1-phenylcyclohexene + NADH + O2
-
Pseudomonas putida (1S,2R)-3-(1-cyclohexenyl)-3,5-cyclohexadiene-1,2-diol + ?
-
?
3-phenylcyclohexene + NADH + O2
-
Pseudomonas putida (1S,2R)-3-(cyclohexenyl)-3,5-cyclohexadiene-1,2-diol + ?
-
?
diphenylmethane + NADH + O2
-
Pseudomonas putida (1S,2R)-3-benzylcyclohexa-3,5-diene-1,2-diol + ?
-
?
additional information screening of substituted arenes containing remote chiral centers as substrates, enantiomers are indiscriminately processed to diastereomeric pairs Pseudomonas putida ?
-
?
phenylcyclohexane + NADH + O2
-
Pseudomonas putida (1S,2R)-3-(1-cyclohexyl)-3,5-cyclohexadiene-1,2-diol + ?
-
?
toluene + NADH + O2
-
Pseudomonas putida (1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol + NAD+
-
?

Cofactor

Cofactor Comment Organism Structure
NADH
-
Pseudomonas putida