Department of Molecular Microbiology and Biotechnology, Institute of Biochemistry, the Life Sciences Centre, Vilnius University, Sauletekio al. 7, LT-10257 Vilnius, Lithuania.
Sci Rep. 2016 Dec 16;6:39129. doi: 10.1038/srep39129.
Pyridinols and pyridinamines are important intermediates with many applications in chemical industry. The pyridine derivatives are in great demand as synthons for pharmaceutical products. Moreover, pyridines are used either as biologically active substances or as building blocks for polymers with unique physical properties. Application of enzymes or whole cells is an attractive strategy for preparation of hydroxylated pyridines since the methods for chemical synthesis of pyridinols, particularly aminopyridinols, are usually limited or inefficient. Burkholderia sp. MAK1 (DSM102049), capable of using pyridin-2-ol as the sole carbon and energy source, was isolated from soil. Whole cells of Burkholderia sp. MAK1 were confirmed to possess a good ability to convert different pyridin-2-amines and pyridin-2-ones into their 5-hydroxy derivatives. Moreover, several methylpyridines as well as methylated pyrazines were converted to appropriate N-oxides. In conclusion, regioselective oxyfunctionalization of pyridine derivatives using whole cells of Burkholderia sp. MAK1 is a promising method for the preparation of various pyridin-5-ols and pyridin-N-oxides.
吡啶醇和吡啶胺是重要的中间体,在化学工业中有许多应用。吡啶衍生物作为药物产品的合成子需求量很大。此外,吡啶可以作为生物活性物质或具有独特物理性质的聚合物的构建块。由于化学合成吡啶醇的方法通常受到限制或效率低下,因此使用酶或整个细胞是制备羟基化吡啶的一种有吸引力的策略。伯克霍尔德菌 MAK1(DSM102049)能够将吡啶-2-醇用作唯一的碳源和能源,从土壤中分离出来。伯克霍尔德菌 MAK1 的完整细胞被证实具有将不同的 2-氨基吡啶和 2-酮吡啶转化为其 5-羟基衍生物的良好能力。此外,几种甲基吡啶和甲基吡嗪也被转化为适当的 N-氧化物。总之,使用伯克霍尔德菌 MAK1 的完整细胞对吡啶衍生物进行区域选择性氧化官能化是制备各种吡啶-5-醇和吡啶-N-氧化物的一种很有前途的方法。