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Early and Late Steps of Quinine Biosynthesis.


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.

SUBMITTER: Trenti F 

PROVIDER: S-EPMC7944568 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Early and Late Steps of Quinine Biosynthesis.

Trenti Francesco F   Yamamoto Kotaro K   Hong Benke B   Paetz Christian C   Nakamura Yoko Y   O'Connor Sarah E SE  

Organic letters 20210224 5


The enzymatic basis for quinine <b>1</b> 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 <b>2</b> from strictosidine aglycone <b>3</b>. Additionally, the discovery of an <i>O</i>-methyltransferase specific for 6'-hydroxycinchoninone <b>4</b> suggested th  ...[more]

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