Two-step epoxidation of hyoscyamine to scopolamine is catalyzed by bifunctional hyoscyamine 6β-hydroxylase

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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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Determination of Hyoscyamine and Scopolamine in Datura innoxia Plants by High Performance Liquid Chromatography

For the determination of the hyoscyamine-scopolamine content in small quantities of fresh plant tissue an HPLC assay was developed; with a sensitivity of about 20 ng alkaloid per run. Analysis of the different organs of Datura innoxia plants are in accord with the concept that hyoscyamine is synthesized in the roots, whereas transformation to scopolamine starts in these organs and proceeds in t...

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Determination of Hyoscyamine and Scopolamine in Four Hyoscyamus Species from Iran

The purpose of the present study was to determine the tropane alkaloid content of four Hyoscyamus species from Iran, i.e. H. pusillus L., H. niger L., H. reticulatus L. and H. kurdicus Bornm. Determination of alkaloids was performed by the HPLC method. Samples were extracted with chloroform-methanol-25% ammonium hydroxide 15:5:1 (V/V/V). HPLC separation was performed on Eurospher C18 reversed p...

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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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Determination of Hyoscyamine and Scopolamine in Four Hyoscyamus Species from Iran

The purpose of the present study was to determine the tropane alkaloid content of four Hyoscyamus species from Iran, i.e. H. pusillus L., H. niger L., H. reticulatus L. and H. kurdicus Bornm. Determination of alkaloids was performed by the HPLC method. Samples were extracted with chloroform-methanol-25% ammonium hydroxide 15:5:1 (V/V/V). HPLC separation was performed on Eurospher C18 reversed p...

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ژورنال

عنوان ژورنال: FEBS Letters

سال: 1993

ISSN: 0014-5793

DOI: 10.1016/0014-5793(93)80187-y