| Title |
An efficient and regioselective biocatalytic synthesis of aromatic N-oxides by using a soluble di-iron monooxygenase PmlABCDEF produced in the Pseudomonas species |
| Authors |
Petkevičius, Vytautas ; Vaitekūnas, Justas ; Gasparavičiūtė, Renata ; Tauraitė, Daiva ; Meškys, Rolandas |
| DOI |
10.1111/1751-7915.13849 |
| Full Text |
|
| Is Part of |
Microbial biotechnology.. Hoboken : Wiley. 2021, vol. 14, iss. 4, p. 1771-1783.. ISSN 1751-7915 |
| Keywords [eng] |
Biocatalysis ; chemoselectivity ; nitrogen heterocycles ; oxidation ; regioselectivity ; soluble di-iron monooxygenase |
| Abstract [eng] |
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. |
| Published |
Hoboken : Wiley |
| Type |
Journal article |
| Language |
English |
| Publication date |
2021 |
| CC license |
|
