Facile Stereoselective Reduction of Prochiral Ketones by using an F 420-dependent alcohol dehydrogenase

Caterina Martin, Gwen Tjallinks, Milos Trajkovic, Marco Fraaije*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

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Effective procedures for the synthesis of optically pure alcohols are highly valuable. A commonly employed method involves the biocatalytic reduction of prochiral ketones. This is typically achieved by using nicotinamide cofactor-dependent reductases. In this work, we demonstrate that a rather unexplored class of enzymes can also be used for this. We used an F420-dependent alcohol dehydrogenase (ADF) from Methanoculleus thermophilicus that was found to reduce various ketones to enantiopure alcohols. The respective (S) alcohols were obtained in excellent enantiopurity (>99 % ee). Furthermore, we discovered that the deazaflavoenzyme can be used as a self-sufficient system by merely using a sacrificial cosubstrate (isopropanol) and a catalytic amount of cofactor F420 or the unnatural cofactor FOP to achieve full conversion. This study reveals that deazaflavoenzymes complement the biocatalytic toolbox for enantioselective ketone reductions.

Originele taal-2English
Artikelnummercbic.202000651
Pagina's (van-tot)156-159
Aantal pagina's4
TijdschriftChemBioChem
Volume22
Nummer van het tijdschrift1
Vroegere onlinedatum16-sep-2020
DOI's
StatusPublished - 5-jan-2021

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