Early and Late Steps of Quinine Biosynthesis

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Abstract

The enzymatic basis for quinine 1 biosynthesis was investigated. Transcriptomic data from the producing plant led to the discovery of three enzymes involved in the early and late steps of the pathway. A medium-chain alcohol dehydrogenase (CpDCS) and an esterase (CpDCE) yielded the biosynthetic intermediate dihydrocorynantheal 2 from strictosidine aglycone 3. Additionally, the discovery of an O-methyltransferase specific for 6′-hydroxycinchoninone 4 suggested the final step order to be cinchoninone 16/17 hydroxylation, methylation, and keto-reduction.

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Trenti, F., Yamamoto, K., Hong, B., Paetz, C., Nakamura, Y., & O’Connor, S. E. (2021). Early and Late Steps of Quinine Biosynthesis. Organic Letters, 23(5), 1793–1797. https://doi.org/10.1021/acs.orglett.1c00206

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