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Literature summary for 1.14.12.12 extracted from

  • Chopard, C.; Bertho, G.; Prange, T.
    Naphthalene-dioxygenase catalysed cis-dihydroxylation of bicyclic azaarenes (2012), RSC Adv., 2, 605-615.
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Pseudomonas sp.

Organism

Organism UniProt Comment Textmining
Pseudomonas sp.
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Pseudomonas sp. NCIB 9616-4
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-methylquinoline + NADH + H+ + O2
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Pseudomonas sp. (5R,6S)-2-methyl-5,6-dihydroquinoline-5,6-diol + 2-methylquinolin-8-ol + NAD+ 99% total conversion, giving 92% (5R,6S)-2-methyl-5,6-dihydroquinoline-5,6-diol and 8% 2-methylquinolin-8-ol ?
2-methylquinoline + NADH + H+ + O2
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Pseudomonas sp. NCIB 9616-4 (5R,6S)-2-methyl-5,6-dihydroquinoline-5,6-diol + 2-methylquinolin-8-ol + NAD+ 99% total conversion, giving 92% (5R,6S)-2-methyl-5,6-dihydroquinoline-5,6-diol and 8% 2-methylquinolin-8-ol ?
3-methylisoquinoline + NADH + H+ + O2
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Pseudomonas sp. cis-3-methyl-7,8-dihydroisoquinoline-7,8-diol + 3-methylisoquinolin-5-ol + NAD+ 99% total conversion, giving 73% cis-3-methyl-7,8-dihydroisoquinoline-7,8-diol + 27% 3-methylisoquinolin-5-ol ?
3-methylisoquinoline + NADH + H+ + O2
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Pseudomonas sp. NCIB 9616-4 cis-3-methyl-7,8-dihydroisoquinoline-7,8-diol + 3-methylisoquinolin-5-ol + NAD+ 99% total conversion, giving 73% cis-3-methyl-7,8-dihydroisoquinoline-7,8-diol + 27% 3-methylisoquinolin-5-ol ?
8-methylquinoline + NADH + H+ + O2
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Pseudomonas sp. 5,6-dihydroquinolin-8-ylmethanol + (5R,6S)-8-methyl-5,6-dihydroquinoline-5,6-diol + NAD+ 78% total conversion, giving 72% 5,6-dihydroquinolin-8-ylmethanol + 28% (5R,6S)-8-methyl-5,6-dihydroquinoline-5,6-diol ?
8-methylquinoline + NADH + H+ + O2
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Pseudomonas sp. NCIB 9616-4 5,6-dihydroquinolin-8-ylmethanol + (5R,6S)-8-methyl-5,6-dihydroquinoline-5,6-diol + NAD+ 78% total conversion, giving 72% 5,6-dihydroquinolin-8-ylmethanol + 28% (5R,6S)-8-methyl-5,6-dihydroquinoline-5,6-diol ?
quinazoline + NADH + H+ + O2
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Pseudomonas sp. (5R,6S)-5,6-dihydroquinazoline-5,6-diol + quinazolin-8-ol 99% total conversion, givng 56% (5R,6S)-5,6-dihydroquinazoline-5,6-diol + 43% quinazolin-8-ol ?
quinazoline + NADH + H+ + O2
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Pseudomonas sp. NCIB 9616-4 (5R,6S)-5,6-dihydroquinazoline-5,6-diol + quinazolin-8-ol 99% total conversion, givng 56% (5R,6S)-5,6-dihydroquinazoline-5,6-diol + 43% quinazolin-8-ol ?
quinoline + NADH + H+ + O2
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Pseudomonas sp. (5R,6S)-5,6-dihydroquinoline-5,6-diol + quinolin-3-ol + NAD+ 66% total conversion, giving 55% (5R,6S)-5,6-dihydroquinoline-5,6-diol and 35% quinolin-3-ol ?
quinoline + NADH + H+ + O2
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Pseudomonas sp. NCIB 9616-4 (5R,6S)-5,6-dihydroquinoline-5,6-diol + quinolin-3-ol + NAD+ 66% total conversion, giving 55% (5R,6S)-5,6-dihydroquinoline-5,6-diol and 35% quinolin-3-ol ?
quinoxaline + NADH + H+ + O2
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Pseudomonas sp. (5R,6S)-5,6-dihydroquinoxaline-5,6-diol + NAD+ exclusive product ?