An efficient and regioselective biocatalytic synthesis of aromatic N-oxides by using a soluble di-iron monooxygenase PmlABCDEF produced in the Pseudomonas species.

Microbial Biotechnology
Vytautas PetkevičiusRolandas Meškys

Abstract

Here, we present an improved whole-cell biocatalysis system for the synthesis of heteroaromatic N-oxides based on the production of a soluble di-iron monooxygenase PmlABCDEF in Pseudomonas sp. MIL9 and Pseudomonas putida KT2440. The presented biocatalysis system performs under environmentally benign conditions, features a straightforward and inexpensive procedure and possesses a high substrate conversion and product yield. The capacity of gram-scale production was reached in the simple shake-flask cultivation. The template substrates (pyridine, pyrazine, 2-aminopyrimidine) have been converted into pyridine-1-oxide, pyrazine-1-oxide and 2-aminopyrimidine-1-oxide in product titres of 18.0, 19.1 and 18.3 g l-1 , respectively. To our knowledge, this is the highest reported productivity of aromatic N-oxides using biocatalysis methods. Moreover, comparing to the chemical method of aromatic N-oxides synthesis based on meta-chloroperoxybenzoic acid, the developed approach is applicable for a regioselective oxidation that is an additional advantageous option in the preparation of the anticipated N-oxides.

References

Jan 15, 1999·Critical Reviews in Microbiology·J P SullivanH A Chase
Oct 11, 2003·FEMS Microbiology Reviews·Joseph G LeahySuzanne M Morcomb
Apr 7, 2005·Applied and Environmental Microbiology·Chan K Chan Kwo ChionDavid J Leak
Feb 6, 2010·Journal of Biotechnology·D E Torres PazmiñoM W Fraaije
Feb 22, 2012·Applied Microbiology and Biotechnology·Ignacio Poblete-CastroChristoph Wittmann
Jan 8, 2013·Journal of Bioscience and Bioengineering·Koichi MitsukuraToru Nagasawa
Mar 23, 2013·Applied Microbiology and Biotechnology·Ji-Quan SunXiao-Lei Wu
Jun 20, 2015·Current Medicinal Chemistry·A M Mfuh, O V Larionov
Dec 17, 2016·Scientific Reports·Jonita StankevičiūtėRolandas Meškys
May 3, 2019·Current Opinion in Biotechnology·Esteban Martínez-García, Víctor de Lorenzo
Jan 18, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zuzanna Wrzeszcz, Renata Siedlecka

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

Related Papers

Archivum Immunologiae Et Therapiae Experimentalis
J Pomorski
Xenobiotica; the Fate of Foreign Compounds in Biological Systems
J D Phillipson
Farmakologiia i toksikologiia
G S ARUTIUNIAN, M D MASHKOVSKII
© 2021 Meta ULC. All rights reserved