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Disproof of the Overall Enzymatic Biosynthesis of Vindoline from Tryptamine and Secologanin by Cell‐Free Extracts from the Leaves of Catharanthus roseus (L.) G. D ON

Joachim H. H. Stöckigt, Heidrun Gundlach, Brigitte Deus‐Neumann

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Abstract

Abstract A cell‐free extract, which was isolated from the leaves of mature Catharanthus roseus plants by a previously published procedure, does not convert a mixture of secologanin and radiolabelled tryptamine to vindoline, as was recently claimed. The radioactivity in the purified alkaloid extract determined by earlier workers is certainly due to ‘impurities’ in the presumed ‘vindoline’. This was shown by extensive purification of the alkaloid extract (which contained added unlabelled vindoline as a carrier) followed by chemical conversion of vindoline to two derivatives and subsequent purification, ultimately giving unlabelled deacetylvindoline.

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Abstract A cell‐free extract, which was isolated from the leaves of mature Catharanthus roseus plants by a previously published procedure, does not convert a mixture of secologanin and radiolabelled tryptamine to vindoline, as was recently claimed. The radioactivity in the purified alkaloid extract determined by earlier workers is certainly due to ‘impurities’ in the presumed ‘vindoline’. This was shown by extensive purification of the alkaloid extract (which contained added unlabelled vindoline as a carrier) followed by chemical conversion of vindoline to two derivatives and subsequent purification, ultimately giving unlabelled deacetylvindoline.

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Available abstract

Abstract A cell‐free extract, which was isolated from the leaves of mature Catharanthus roseus plants by a previously published procedure, does not convert a mixture of secologanin and radiolabelled tryptamine to vindoline, as was recently claimed. The radioactivity in the purified alkaloid extract determined by earlier workers is certainly due to ‘impurities’ in the presumed ‘vindoline’. This was shown by extensive purification of the alkaloid extract (which contained added unlabelled vindoline as a carrier) followed by chemical conversion of vindoline to two derivatives and subsequent purification, ultimately giving unlabelled deacetylvindoline.

Key concepts: Vindoline, Catharanthus roseus, Tryptamine, Chemistry, Alkaloid, Indole alkaloid, Biosynthesis, Biochemistry

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Disproof of the Overall Enzymatic Biosynthesis of Vindoline from Tryptamine and Secologanin by Cell‐Free Extracts from the Leaves of Catharanthus roseus (L.) G. D ON — Research Paper | ScholarLens