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Combined chemoenzymatic strategy for sustainable continuous synthesis of the natural product hordenine† † Electronic supplementary information (ESI) available. See DOI: https://doi.org/10.1039/d2gc02767d

ABSTRACT: To improve sustainability, safety and cost-efficiency of synthetic methodologies, biocatalysis can be a helpful ally. In this work, a novel chemoenzymatic stategy ensures the rapid synthesis of hordenine, a valuable phenolic phytochemical under mild working conditions. In a two-step cascade, the immobilized tyrosine decarboxylase from Lactobacillus brevis (LbTDC) is here coupled with the chemical reductive amination of tyramine. Starting from the abundant and cost-effective amino acid l-tyrosine, the complete conversion to hordenine is achieved in less than 5 minutes residence time in a fully-automated continuous flow system. Compared to the metal-catalyzed N,N-dimethylation of tyramine, this biocatalytic approach reduces the process environmental impact and improves its STY to 2.68 g L−1 h−1. To improve sustainability, safety and cost-efficiency of synthetic methodologies, biocatalysis can be a helpful ally.

SUBMITTER: Gianolio S

PROVIDER: S-EPMC9621339 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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