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Pictet–Spengler Reaction for the Chemical Synthesis of Strictosidine

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Catharanthus roseus

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2505))

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Abstract

Strictosidine is the common biosynthetic precursor of Monoterpene Indole Alkaloids (MIA). A practical single-step procedure to assemble strictosidine from secologanin is described via a bioinspired Pictet–Spengler reaction. Mild conditions and purification by crystallization and flash chromatography allow access to the targeted product in fair yield.

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Acknowledgments

University Paris-Saclay is acknowledged for financial support.

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Correspondence to Laurent Evanno .

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© 2022 The Author(s), under exclusive license to Springer Science+Business Media, LLC, part of Springer Nature

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Dou, Y., Evanno, L., Poupon, E., Vincent, G. (2022). Pictet–Spengler Reaction for the Chemical Synthesis of Strictosidine. In: Courdavault, V., Besseau, S. (eds) Catharanthus roseus. Methods in Molecular Biology, vol 2505. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-2349-7_6

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  • DOI: https://doi.org/10.1007/978-1-0716-2349-7_6

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-2348-0

  • Online ISBN: 978-1-0716-2349-7

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