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Literature summary extracted from

  • Boyd, D.R.; Sharma, N.D.; Stevenson, P.J.; Blain, M.; McRoberts, C.; Hamilton, J.T.; Argudo, J.M.; Mundi, H.; Kulakov, L.A.; Allen, C.C.
    Dioxygenase-catalysed cis-dihydroxylation of meta-substituted phenols to yield cyclohexenone cis-diol and derived enantiopure cis-triol metabolites (2011), Org. Biomol. Chem., 9, 1479-1490.
    View publication on PubMed

Organism

EC Number Organism UniProt Comment Textmining
1.14.12.11 Pseudomonas putida
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1.14.12.11 Pseudomonas putida UV4
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Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.12.11 3-(propan-2-yl)benzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-4,5-dihydroxy-3-(propan-2-yl)cyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-4,5-dihydroxy-3-(propan-2-yl)cyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-(propan-2-yl)cyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-(propan-2-yl)benzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida UV4 (4R,5S)-4,5-dihydroxy-3-(propan-2-yl)cyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-4,5-dihydroxy-3-(propan-2-yl)cyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-(propan-2-yl)cyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-(trifluoromethyl)benzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-4,5-dihydroxy-3-(trifluoromethyl)cyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-4,5-dihydroxy-3-(trifluoromethyl)cyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-(trifluoromethyl)cyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-(trifluoromethyl)benzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida UV4 (4R,5S)-4,5-dihydroxy-3-(trifluoromethyl)cyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-4,5-dihydroxy-3-(trifluoromethyl)cyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-(trifluoromethyl)cyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-ethylbenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-3-ethyl-4,5-dihydroxycyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-3-ethyl-4,5-dihydroxycyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-ethylcyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-ethylbenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida UV4 (4R,5S)-3-ethyl-4,5-dihydroxycyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-3-ethyl-4,5-dihydroxycyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-ethylcyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 3-iodobenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4S,5S)-4,5-dihydroxy-3-iodocyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction ?
1.14.12.11 3-iodobenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida UV4 (4S,5S)-4,5-dihydroxy-3-iodocyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction ?
1.14.12.11 3-methylbenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-4,5-dihydroxy-3-methylcyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction ?
1.14.12.11 3-tert-butylbenzene-1,2-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-3-tert-butyl-4,5-dihydroxycyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-3-tert-butyl-4,5-dihydroxycyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-tert-butylcyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 biphenyl-2,3-diol + NADH + H+ + O2
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Pseudomonas putida (4R,5S)-4,5-dihydroxy-3-phenylcyclohex-2-en-1-one + NAD+ alkyl-substituted cyclohexenone cis-diols are formed as the most significant metabolites prior to extraction. In addition to the cyclohexenone cis-diols, (4R,5S)-4,5-dihydroxy-3-phenylcyclohex-2-en-1-one, and triols, (1R,2S,4R)-6-phenylcyclohex-5-ene-1,2,4-triol, are obtained from biotransformation of the phenol parent compound in strain UV4 cultures ?
1.14.12.11 additional information dioxygenase-catalysed cis-dihydroxylation of meta-substituted phenols to yield cyclohexenone cis-diol and derived enantiopure cis-triol metabolites, overview. Formation of enantiopure cyclohexenone cis-diol metabolites and binding interactions of the m-phenol substrates at the active site of toluene dioxygenase, overview. Product analysis by NMR Pseudomonas putida ?
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1.14.12.11 additional information dioxygenase-catalysed cis-dihydroxylation of meta-substituted phenols to yield cyclohexenone cis-diol and derived enantiopure cis-triol metabolites, overview. Formation of enantiopure cyclohexenone cis-diol metabolites and binding interactions of the m-phenol substrates at the active site of toluene dioxygenase, overview. Product analysis by NMR Pseudomonas putida UV4 ?
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Synonyms

EC Number Synonyms Comment Organism
1.14.12.11 TDO
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Pseudomonas putida

General Information

EC Number General Information Comment Organism
1.14.12.11 metabolism the enzyme is involved in aromatic hydroxylation and mineralization pathways converting arenes into cis-dihydrodiols, overview Pseudomonas putida