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Literature summary for 1.14.20.13 extracted from

  • Ushimaru, R.; Ruszczycky, M.W.; Chang, W.C.; Yan, F.; Liu, Y.N.; Liu, H.W.
    Substrate conformation correlates with the outcome of hyoscyamine 6beta-hydroxylase catalyzed oxidation reactions (2018), J. Am. Chem. Soc., 140, 7433-7436 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Hyoscyamus niger

Metals/Ions

Metals/Ions Comment Organism Structure
Iron
-
Hyoscyamus niger

Organism

Organism UniProt Comment Textmining
Hyoscyamus niger
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-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(6S)-6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2
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Hyoscyamus niger scopolamine + succinate + CO2 + H2O
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?
additional information enzyme is able to catalyze hydroxylation, dehydrogenation and in vitro epoxidation reactions all giving scopolamine. Hydroxyl rebound is unlikely to take place during the cyclization reaction and the hydroxylase versus oxidative cyclase activity is correlated with the presence of an exo-hydroxy group having syn-periplanar geometry with respect to the adjacent H atom to be abstracted Hyoscyamus niger ?
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