Lubiak-Kozłowska Katarzyna, Brzezińska-Rodak Małgorzata, Klimek-Ochab Magdalena, Olszewski Tomasz K, Serafin-Lewańczuk Monika, Żymańczyk-Duda Ewa
Laboratory of Biotechnology, Department of Biochemistry, Molecular Biology and Biotechnology, Faculty of Chemistry, Wrocław University of Science and Technology, Wrocław, Poland.
Department of Physical and Quantum Chemistry, Faculty of Chemistry, Wrocław University of Science and Technology, Wrocław, Poland.
Front Chem. 2020 Nov 11;8:589720. doi: 10.3389/fchem.2020.589720. eCollection 2020.
was successfully applied as a biocatalyst for the enantioselective resolution of the racemic mixtures of heteroatom phosphonates derivatives, resulting in receiving the following enantiomers: (S)-1-amino-1(2-thienyl)methylphosphonic acid (Product 1) and (R)-1-amino-1-(3'pirydyl) methylphosphonic acid (Product 2). Biological synthesis of both products is reported . Pure (S)-1-amino-1-(2-thienyl)methylphosphonic acid (Product 1) was isolated with a conversion degree of 50% after of biotransformation was conducted on a laboratory scale under moderate conditions (1.55 mM of substrate 1, 100 mL of distilled water, 135 rpm, 25°C; Method A). The scale was enlarged to semi-preparative one, using a simplified flow-reactor (Method C; 3.10 mM of substrate 1) and immobilized biocatalyst. The product was isolated with a conversion degree of 50% just after of biotransformation. Amino-1-(3'pirydyl)methylphosphonic acid (Substrate 2) was converted according to novel procedure, by the immobilized biocatalyst - mucilaginosa. The process was carried out under moderate conditions (3.19 mM - substrate 2 solution; Method C1) with the application of a simplified flow reactor system, packed with the yeasts biomass entrapped in 4% agar-agar solution. Pure (R)-amino-1-(3'pirydyl)methylphosphonic (50% of conversion degree) was received within only 48 h.
已成功用作生物催化剂，用于对杂原子膦酸酯衍生物的外消旋混合物进行对映选择性拆分，从而得到以下对映体：(S)-1-氨基-1-(2-噻吩基)甲基膦酸（产物1）和(R)-1-氨基-1-(3-吡啶基)甲基膦酸（产物2）。报道了这两种产物的生物合成。在实验室规模下，于温和条件（1.55 mM底物1、100 mL蒸馏水、135 rpm、25°C；方法A）下进行生物转化后，分离得到了纯度为50%的(S)-1-氨基-1-(2-噻吩基)甲基膦酸（产物1）。使用简化的流动反应器（方法C；3.10 mM底物1）和固定化生物催化剂，将规模扩大至半制备规模。生物转化仅进行[此处原文缺失时间]后，就以50%的转化率分离得到了产物。氨基-1-(3-吡啶基)甲基膦酸（底物2）按照新方法，通过固定化生物催化剂——黏液菌进行转化。该过程在温和条件下（3.19 mM底物2溶液；方法C1）进行，应用了装有包埋在4%琼脂溶液中的酵母生物质的简化流动反应器系统。仅在48小时内就得到了纯度为50%的(R)-氨基-1-(3-吡啶基)甲基膦酸（转化率50%）。
