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Literature summary for 1.14.12.12 extracted from

  • Resnick, s.M.; Gibson, D.T.
    Regio- and stereospecific oxidation of 9,10-dihydroanthracene and 9,10-dihydrophenanthrene by naphthalene dioxygenase: structure and absolute stereochemistry of metabolites (1996), Appl. Environ. Microbiol., 62, 3355-3359.
    View publication on PubMedView publication on EuropePMC

Organism

Organism UniProt Comment Textmining
Pseudomonas sp.
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strain NCIB 9816/11, naphthalene dihydrogenase mutant derived from strain NCIB 9816-4 oxidizing naphthalene to cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
9,10-dihydroanthracene + NADH + O2 naphthalene dioxygenase activity in cells induced by salicylate Pseudomonas sp. cis-(1R,2S)-1,2-dihydroxy-1,2,9,10-tetrahydroanthracene + NAD+ more than 95% yield, enantiomeric excess greater than 95%, minor product: 9-hydroxy-9,10-dihydroanthracene ?
9,10-dihydrophenanthrene + NADH + O2 naphthalene dioxygenase activity in cells induced by salicylate Pseudomonas sp. cis-(3S,4R)-3,4-dihydroxy-3,4,9,10-tetrahydrophenanthrene + (S)-9-hydroxy-9,10-dihydrophenanthrene 70% cis-(3S,4R)-3,4-dihydroxy-3,4,9,10-tetrahydrophenanthrene, enantiomeric excess greater than 95%, 30% (S)-9-hydroxy-9,10-dihydrophenanthrene ?