A Single Enzyme Oxidative "cascade" via a Dual-Functional Galactose OxidaseCitation formats

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A Single Enzyme Oxidative "cascade" via a Dual-Functional Galactose Oxidase. / Birmingham, William R.; Turner, Nicholas J.

In: ACS Catalysis, Vol. 8, No. 5, 04.05.2018, p. 4025-4032.

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Birmingham, William R. ; Turner, Nicholas J. / A Single Enzyme Oxidative "cascade" via a Dual-Functional Galactose Oxidase. In: ACS Catalysis. 2018 ; Vol. 8, No. 5. pp. 4025-4032.

Bibtex

@article{3cffb33f0abc4862bec4e5057eb39758,
title = "A Single Enzyme Oxidative {"}cascade{"} via a Dual-Functional Galactose Oxidase",
abstract = "The galactose oxidase (GOase) M3-5 variant, previously engineered for enantioselective oxidation of (R)-secondary alcohols, is now shown to catalyze the sequential four-electron oxidation of substituted benzylic and heteroaromatic benzylic alcohols to the corresponding carboxylic acids via the intermediate aldehyde. Aldehyde oxidation has been shown to occur on the hydrated (gem-diol) form of the aldehyde, and hence the activity of this second oxidation step is primarily determined by the effects of substituents on the aromatic ring. The demonstration of GOase for {"}through oxidation{"} of alcohols to carboxylic acids represents a fusion of the activities of two distinct copper radical oxidases (galactose oxidase and glyoxal oxidase) into a single enzyme sequence with potential applications as an abbreviated oxidative cascade.",
keywords = "alcohol oxidation, aldehyde oxidation, biocatalysis, dual functional enzyme, galactose oxidase, through oxidation",
author = "Birmingham, {William R.} and Turner, {Nicholas J.}",
year = "2018",
month = "5",
day = "4",
doi = "10.1021/acscatal.8b00043",
language = "English",
volume = "8",
pages = "4025--4032",
journal = "A C S Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "5",

}

RIS

TY - JOUR

T1 - A Single Enzyme Oxidative "cascade" via a Dual-Functional Galactose Oxidase

AU - Birmingham, William R.

AU - Turner, Nicholas J.

PY - 2018/5/4

Y1 - 2018/5/4

N2 - The galactose oxidase (GOase) M3-5 variant, previously engineered for enantioselective oxidation of (R)-secondary alcohols, is now shown to catalyze the sequential four-electron oxidation of substituted benzylic and heteroaromatic benzylic alcohols to the corresponding carboxylic acids via the intermediate aldehyde. Aldehyde oxidation has been shown to occur on the hydrated (gem-diol) form of the aldehyde, and hence the activity of this second oxidation step is primarily determined by the effects of substituents on the aromatic ring. The demonstration of GOase for "through oxidation" of alcohols to carboxylic acids represents a fusion of the activities of two distinct copper radical oxidases (galactose oxidase and glyoxal oxidase) into a single enzyme sequence with potential applications as an abbreviated oxidative cascade.

AB - The galactose oxidase (GOase) M3-5 variant, previously engineered for enantioselective oxidation of (R)-secondary alcohols, is now shown to catalyze the sequential four-electron oxidation of substituted benzylic and heteroaromatic benzylic alcohols to the corresponding carboxylic acids via the intermediate aldehyde. Aldehyde oxidation has been shown to occur on the hydrated (gem-diol) form of the aldehyde, and hence the activity of this second oxidation step is primarily determined by the effects of substituents on the aromatic ring. The demonstration of GOase for "through oxidation" of alcohols to carboxylic acids represents a fusion of the activities of two distinct copper radical oxidases (galactose oxidase and glyoxal oxidase) into a single enzyme sequence with potential applications as an abbreviated oxidative cascade.

KW - alcohol oxidation

KW - aldehyde oxidation

KW - biocatalysis

KW - dual functional enzyme

KW - galactose oxidase

KW - through oxidation

UR - http://www.scopus.com/inward/record.url?scp=85046620114&partnerID=8YFLogxK

U2 - 10.1021/acscatal.8b00043

DO - 10.1021/acscatal.8b00043

M3 - Article

VL - 8

SP - 4025

EP - 4032

JO - A C S Catalysis

JF - A C S Catalysis

SN - 2155-5435

IS - 5

ER -