Choline Oxidase and Choline Ionic Liquids in Biocatalytic Heme Peroxidase Cascades
Abstract: Choline oxidase from Alcaligenes sp. (ChOx) is used to generate hydrogen peroxide in situ from choline‐based ionic liquids (ILs) to fuel peroxidase‐mediated biocatalysis while mitigating oxidative degradation of the heme‐dependent enzymes. Horseradish peroxidase (HRP) and chloroperoxidase from Caldariomyces fumago (CPO), in combination with the ChOx, are evaluated in enzymatic cascades for the ability of the biocatalytic systems to withstand elevated concentrations of different choline additives in oxidative and halogenative enzymatic assays. The findings are applied in various synthetic scenarios to produce important oxygen‐ and nitrogen‐containing heterocycles, using choline ILs in a dual‐purpose fashion, as a substrate‐solubilizing component in the reaction medium as well as the source for hydrogen peroxide. The ChOx/HRP couple is used to induce intramolecular cyclizations of hydroxamic acids and hydroxycarbamates in a nitroso‐ene‐type pathway with choline dihydrogen phosphate as IL additive. The ChOx/CPO cascade successfully mediates brominative cyclizations of α‐allenic alcohols, while amphiphilic surfactants are employed to turn the aqueous choline propionate IL media into a colloidal suspension. ChOx/CPO partnering is also evaluated in an oxygenative rearrangement of 1‐furylethanol with choline acetate IL. The results show the wide potential of choline oxidase for hydrogen peroxide‐driven biocatalysis with both aqueous and micellar choline ionic liquid solutions.
- Standort
-
Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
-
Online-Ressource
- Sprache
-
Englisch
- Erschienen in
-
Choline Oxidase and Choline Ionic Liquids in Biocatalytic Heme Peroxidase Cascades ; day:21 ; month:10 ; year:2024 ; extent:9
ChemCatChem ; (21.10.2024) (gesamt 9)
- Urheber
-
Hallamaa, Marleen
Naapuri, Janne M.
Silva, Rafaela A. L.
Rosatella, Andreia A.
Deska, Jan
- DOI
-
10.1002/cctc.202401216
- URN
-
urn:nbn:de:101:1-2410221419358.218518737350
- Rechteinformation
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
-
15.08.1100, 06:31 MEZ
Datenpartner
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Hallamaa, Marleen
- Naapuri, Janne M.
- Silva, Rafaela A. L.
- Rosatella, Andreia A.
- Deska, Jan
Ähnliche Objekte (12)
Choline metabolism and choline kinase gene expression in human breast cancer
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Choline supplementation for preterm infants: metabolism of four Deuterium-labeled choline compounds
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Interactions of Choline and Geranate (CAGE) and Choline Octanoate (CAOT) Deep Eutectic Solvents with Lipid Bilayers
Insights into the tribological behavior of choline chloride—urea and choline chloride—thiourea deep eutectic solvents
Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa
An Economical Assay for HDL Phosphatidyl Choline
Pivotal role of choline metabolites in remyelination
Optimisation of acid hydrolysis conditions of choline esters and mass spectrometric determination of total choline in various foods
Structural and mechanistic insights into human choline transport
A SYNTHESIS OF CHOLINE SALTS OF PRAZOLE DERIVATIVES
Choline metabolism and choline kinase gene expression in human breast cancer
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Choline supplementation for preterm infants: metabolism of four Deuterium-labeled choline compounds
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Interactions of Choline and Geranate (CAGE) and Choline Octanoate (CAOT) Deep Eutectic Solvents with Lipid Bilayers
Insights into the tribological behavior of choline chloride—urea and choline chloride—thiourea deep eutectic solvents
Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa
An Economical Assay for HDL Phosphatidyl Choline
Pivotal role of choline metabolites in remyelination
Optimisation of acid hydrolysis conditions of choline esters and mass spectrometric determination of total choline in various foods
Structural and mechanistic insights into human choline transport
A SYNTHESIS OF CHOLINE SALTS OF PRAZOLE DERIVATIVES
Choline metabolism and choline kinase gene expression in human breast cancer
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Choline supplementation for preterm infants: metabolism of four Deuterium-labeled choline compounds
Hydration, ion binding and self-aggregation of choline and choline-based surfactants
Interactions of Choline and Geranate (CAGE) and Choline Octanoate (CAOT) Deep Eutectic Solvents with Lipid Bilayers
Insights into the tribological behavior of choline chloride—urea and choline chloride—thiourea deep eutectic solvents
Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa
An Economical Assay for HDL Phosphatidyl Choline
Pivotal role of choline metabolites in remyelination
Optimisation of acid hydrolysis conditions of choline esters and mass spectrometric determination of total choline in various foods
Structural and mechanistic insights into human choline transport