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Article Dans Une Revue Organic Process Research and Development Année : 2020

d -Serine as a Key Building Block: Enzymatic Process Development and Smart Applications within the Cascade Enzymatic Concept

Résumé

An efficient enzymatic way catalyzed by an enzyme from D-Threonine Aldolase family was developed for D-serine production at industrial scale. This process was applied to the synthesis of two valuable ketoses, L-erythrulose and D-fructose, within cascade enzymatic concept involving both other enzymes. Indeed, D-serine was used as a substrate of D-amino acid oxidase for the in situ generation of the corresponding ketoacid, hydroxypyruvate, a key donor substrate of Transketolase. This enzyme catalyzed the irreversible transfer of the ketol group from hydroxypyruvate to an aldehyde acceptor to form a (3S)-ketose by stereoselective carbon-carbon bond formation. The compatibility of all enzymes and substrates allowed to develop a three step enzymatic process avoiding the purification of intermediates. This strategy was validated with two TK aldehyde substrates to finally obtain the corresponding (3S)-ketoses with a high control of the stereoselectivity and excellent aldehyde conversion rates.

Domaines

Chimie Catalyse
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Dates et versions

hal-02995483 , version 1 (09-11-2020)

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Nazim Ocal, Mélanie L’enfant, Franck Charmantray, Loredano Pollegioni, Juliette Martin, et al.. d -Serine as a Key Building Block: Enzymatic Process Development and Smart Applications within the Cascade Enzymatic Concept. Organic Process Research and Development, 2020, 24 (5), pp.769-775. ⟨10.1021/acs.oprd.0c00024⟩. ⟨hal-02995483⟩
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