Covalently Immobilized 2‐Deoxyribose‐5‐phosphate Aldolase (DERA) for Biocatalysis in Flow: Utilization of the 3‐Hydroxyaldehyde Intermediate in Reaction Cascades

Abstract: C−C bond forming enzymes, such as 2‐deoxyribose‐5‐phosphate aldolase (DERA), are an important class of enzymes in synthesis. The use of DERA, with its reaction routes to the double aldol product, is an established method for producing statin side chains in industry. Herein, the selective synthesis of 3‐hydroxyaldehydes as single aldol products of DERA is presented. Successful covalent immobilization of a suitable Escherichia coli (Ec) DERA variants with C47M and C47V exchanges, respectively, enabled their use in continuous synthesis. Precise reaction control using flow chemistry made the selective formation of 3‐hydroxyoctanal from hexanal possible. For optimization, a systematic approach of design of experiment (DoE) was used, resulting in 90 % conversion. Furthermore, five two‐step reaction systems have been established to scavenge the reactive single aldol product combining biocatalysis in flow mode and a consecutive chemical reactions step either in flow (continuous flow mode) or in batch (semi‐continuous flow mode).

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Covalently Immobilized 2‐Deoxyribose‐5‐phosphate Aldolase (DERA) for Biocatalysis in Flow: Utilization of the 3‐Hydroxyaldehyde Intermediate in Reaction Cascades ; day:23 ; month:06 ; year:2022 ; extent:1
ChemCatChem ; (23.06.2022) (gesamt 1)

Urheber
Hindges née Bramski, Julia
Döbber, Johannes
Hayes, Marc R.
Classen, Thomas
Pohl, Martina
Pietruszka, Jörg

DOI
10.1002/cctc.202200390
URN
urn:nbn:de:101:1-2022062415112732512213
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:33 MESZ

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