Galactose Oxidase Variants for the Oxidation of Amino Alcohols in Enzyme Cascade Synthesis
- The use of selected engineered galactose oxidase (GOase) variants for the oxidation of amino alcohols to aldehydes under mild conditions in aqueous systems is reported. GOase variant F-2 catalyses the regioselective oxidation of N-carbobenzyloxy (Cbz)-protected 3-amino-1,2-propanediol to the corresponding -hydroxyaldehyde which was then used in an aldolase reaction. Another variant, M3-5, was found to exhibit activity towards free and N-Cbz-protected aliphatic and aromatic amino alcohols allowing the synthesis of lactams such as 3,4-dihydronaphthalen-1(2H)-one, 2-pyrrolidone and valerolactam in one-pot tandem reactions with xanthine dehydrogenase (XDH) or aldehyde oxidase (PaoABC).
Author details: | Susanne Herter, Shane M. McKenna, Andrew R. Frazer, Silke LeimkühlerORCiDGND, Andrew J. Carnell, Nicholas J. Turner |
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DOI: | https://doi.org/10.1002/cctc.201500218 |
ISSN: | 1867-3880 |
ISSN: | 1867-3899 |
Title of parent work (English): | ChemCatChem : heterogeneous & homogeneous & bio- & nano-catalysis ; a journal of ChemPubSoc Europe |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Year of first publication: | 2015 |
Publication year: | 2015 |
Release date: | 2017/03/27 |
Tag: | aldehyde oxidase; amino alcohols; cascade reactions; enzyme catalysis; lactams |
Volume: | 7 |
Issue: | 15 |
Number of pages: | 5 |
First page: | 2313 |
Last Page: | 2317 |
Funding institution: | Innovative Medicines Initiative Joint Undertaking [115360]; European Union; EFPIA; Science and Industry Endowment (SIEF); Engineering and Physical Sciences Research Council (EPSRC); Royal Society Wolfson Merit Award |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Biochemie und Biologie |
Peer review: | Referiert |