Homogeneous hyoscyamine 6.BETA.-hydroxylase from cultured roots of Hyoscyamus niger.

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Enhanced secretion of tropane alkaloids in Nicotiana tabacum hairy roots expressing heterologous hyoscyamine-6beta-hydroxylase.

Hyoscyamine-6beta-hydroxylase (H6H; EC 1.14.11.11) catalyses oxidative reactions in the biosynthetic pathway leading from hyoscyamine to the more pharmaceutically valuable tropane alkaloid scopolamine. The h6h gene encoding H6H from Hyoscyamus niger was introduced, under the control of the CaMV 35S promoter, into non-hyoscyamine-producing Nicotiana tabacum and hyoscyamine-producing Hyoscyamus m...

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Two Tropinone Reductases with Distinct Stereospecificities from Cultured Roots of Hyoscyamus niger.

Tropinone is an alkamine intermediate at the branch point of biosynthetic pathways leading to various tropane alkaloids. Two stereospecifically distinct NADPH-dependent oxidoreductases, TR-I and TR-II, which, respectively, reduce tropinone to 3alpha-hydroxytropane (tropine) and 3beta-hydroxytropane (psi-tropine), were detected mainly in the root of tropane alkaloid-producing plants but not in n...

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Epoxidation in vivo of hyoscyamine to scopolamine does not involve a dehydration step.

Hyoscyamine is epoxidized to scopolamine via 6beta-hydroxyhyoscyamine in several solanaceous plants. 6,7-Dehydrohyoscyamine has been proposed to be an intermediate in the conversion of 6beta-hydroxyhyoscyamine to scopolamine on the basis of the observation that this unsaturated alkaloid is converted to scopolamine when fed to a Datura scion. To determine whether a dehydration step is involved i...

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Expression of Brugmansia candida Hyoscyamine 6beta-Hydroxylase gene in Saccharomyces cerevisiae and its potential use as biocatalyst

BACKGROUND Tropane alkaloids, mainly hyoscyamine and scopolamine, are widely used in medicine due to their anticholinergic activity. Scopolamine has a higher demand being the more valuable alkaloid due to its fewer side effects and higher physiological activity. Anisodamine (6beta-hydroxyhyoscyamine) is the intermediate in the conversion of hyoscyamine into scopolamine. Current studies report t...

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cDNA encoding tropinone reductase-II from Hyoscyamus niger.

Two stereospecific NADPH-dependent reductases, TR-I and TR-11, constitute a branching point in the biosynthesis of tropane alkaloids. TR-I catalyzes the stereospecific reduction of tropinone to tropine (Koelen and Gross, 1982), whereas TR-I1 reduces tropinone to pseudotropine (Drager et al., 1988). We previously characterized TRs that had been purified from cultured roots of Hyoscyamus niger (H...

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ژورنال

عنوان ژورنال: Proceedings of the Japan Academy, Series B

سال: 1990

ISSN: 0386-2208,1349-2896

DOI: 10.2183/pjab.66.73