Synthesis of α-hydroxy ketones and vicinal (R, R)-diols by Bacillus clausii DSM 8716ᵀ butanediol dehydrogenase
- α-hydroxy ketones (HK) and 1,2-diols are important building blocks for fine chemical synthesis. Here, we describe the R-selective 2,3-butanediol dehydrogenase from B. clausii DSM 8716ᵀ (BcBDH) that belongs to the metal-dependent medium chain dehydrogenases/reductases family (MDR) and catalyzes the selective asymmetric reduction of prochiral 1,2-diketones to the corresponding HK and, in some cases, the reduction of the same to the corresponding 1,2-diols. Aliphatic diketones, like 2,3-pentanedione, 2,3-hexanedione, 5-methyl-2,3-hexanedione, 3,4-hexanedione and 2,3-heptanedione are well transformed. In addition, surprisingly alkyl phenyl dicarbonyls, like 2-hydroxy-1-phenylpropan-1-one and phenylglyoxal are accepted, whereas their derivatives with two phenyl groups are not substrates. Supplementation of Mn²⁺ (1 mM) increases BcBDH's activity in biotransformations. Furthermore, the biocatalytic reduction of 5-methyl-2,3-hexanedione to mainly 5-methyl-3-hydroxy-2-hexanone with only small amounts of 5-methyl-2-hydroxy-3-hexanone within an enzyme membrane reactor is demonstrated.
Verfasserangaben: | Lukas Muschallik, Denise MolinnusORCiD, Melanie Jablonski, Carina Ronja Kipp, Johannes BongaertsORCiD, Martina Pohl, Torsten WagnerORCiD, Michael Josef SchöningORCiD, Thorsten Selmer, Petra SiegertORCiD |
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DOI: | https://doi.org/10.1039/D0RA02066D |
ISSN: | 2046-2069 |
Titel des übergeordneten Werkes (Englisch): | RSC Advances |
Verlag: | Royal Society of Chemistry (RSC) |
Verlagsort: | Cambridge |
Dokumentart: | Wissenschaftlicher Artikel |
Sprache: | Englisch |
Erscheinungsjahr: | 2020 |
Datum der Publikation (Server): | 03.04.2020 |
Jahrgang: | 10 |
Erste Seite: | 12206 |
Letzte Seite: | 12216 |
Link: | https://doi.org/10.1039/D0RA02066D |
Zugriffsart: | weltweit |
Fachbereiche und Einrichtungen: | FH Aachen / Fachbereich Chemie und Biotechnologie |
FH Aachen / Fachbereich Medizintechnik und Technomathematik | |
FH Aachen / INB - Institut für Nano- und Biotechnologien | |
open_access (DINI-Set): | open_access |
collections: | Verlag / Royal Society of Chemistry (RSC) |
Open Access / Gold | |
Lizenz (Deutsch): | Creative Commons - Namensnennung |