One-Pot Transformation of Ketoximes into Optically Active Alcohols and Amines by Sequential Action of Laccases and Ketoreductases or ω-Transaminases

Raquel S. Correia Cordeiro, Nicolás Ríos-Lombardía, Francisco Morís, Robert Kourist, Javier González-Sabín*

*Korrespondierende/r Autor/in für diese Arbeit

Publikation: Beitrag in einer FachzeitschriftArtikel

Abstract

An enzymatic one-pot process for asymmetric transformation of prochiral ketoximes into alcohols or amines was developed by sequential coupling of a laccase-catalyzed deoximation either with a ketone reduction (ketoreductase, KRED) or bioamination (ω-transaminase, ω-TA) in aqueous medium. An accurate selection of biocatalysts provided the corresponding products in excellent enantiomeric excesses and overall conversions ranging from 83 to >99 % for alcohols and 70 to >99 % for amines. Likewise, the employment of exclusively 1 % (w/w) of Cremophor®, a polyethoxylated castor oil, as co-solvent enabled to reach concentrations up to 100 mM in the chiral alcohols cascade.

Originalspracheenglisch
Seiten (von - bis)1272-1277
Seitenumfang6
FachzeitschriftChemCatChem
Jahrgang11
Ausgabenummer4
DOIs
PublikationsstatusVeröffentlicht - 20 Feb 2019

ASJC Scopus subject areas

  • !!Catalysis
  • !!Physical and Theoretical Chemistry
  • Organische Chemie
  • Anorganische Chemie

Fingerprint Untersuchen Sie die Forschungsthemen von „One-Pot Transformation of Ketoximes into Optically Active Alcohols and Amines by Sequential Action of Laccases and Ketoreductases or ω-Transaminases“. Zusammen bilden sie einen einzigartigen Fingerprint.

Dieses zitieren