Galactose Oxidase Variants for the Oxidation of Amino Alcohols in Enzyme Cascade Synthesis | Zendy

Herter Susanne | Zendy; McKenna Shane M. | Zendy; Frazer Andrew R. | Zendy; Leimkühler Silke | Zendy; Carnell Andrew J. | Zendy; Turner Nicholas J. | Zendy

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Galactose Oxidase Variants for the Oxidation of Amino Alcohols in Enzyme Cascade Synthesis

Author(s) -

Herter Susanne,

McKenna Shane M.,

Frazer Andrew R.,

Leimkühler Silke,

Carnell Andrew J.,

Turner Nicholas J.

Publication year - 2015

Publication title -

chemcatchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.201500218

Subject(s) - chemistry , galactose oxidase , regioselectivity , aldehyde oxidase , aldehyde , aldolase a , oxidase test , xanthine oxidase , enzyme , cascade reaction , amino acid , organic chemistry , alcohol dehydrogenase , aqueous solution , alcohol oxidation , stereochemistry , biochemistry , alcohol , catalysis

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 α‐hydroxyaldehyde which was then used in an aldolase reaction. Another variant, M 3–5 , 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(2 H )‐one, 2‐pyrrolidone and valerolactam in one‐pot tandem reactions with xanthine dehydrogenase (XDH) or aldehyde oxidase (PaoABC).

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