Department of Medical Biology and Biochemistry, Faculty of Medicine, Nicolaus Copernicus University in Toruń, Collegium Medicum in Bydgoszcz, 24 Karłowicz Street, 85-092 Bydgoszcz, Poland.
Department of Organic Chemistry, Faculty of Pharmacy, Nicolaus Copernicus University in Toruń, Collegium Medicum in Bydgoszcz, 2 Jurasz Street, 85-089 Bydgoszcz, Poland.
Molecules. 2021 Mar 12;26(6):1578. doi: 10.3390/molecules26061578.
In this study, we examined the strains DSM 14940 and DSM 14941 included in the Blossom Protect™ agent to be used in the bioreduction reaction of a symmetrical dicarbonyl compound. Both chiral 2-hydroxy-1,2-diphenylethanone antipodes were obtained with a high enantiomeric purity. Mild conditions (phosphate buffer [pH 7.0, 7.2], 30 °C) were successfully employed in the synthesis of ()-benzoin using two different methodologies: benzyl desymmetrization and -benzoin deracemization. Bioreduction carried out with higher reagent concentrations, lower pH values and prolonged reaction time, and in the presence of additives, enabled enrichment of the reaction mixture with ()-benzoin. The described procedure is a potentially useful tool in the synthesis of chiral building blocks with a defined configuration in a simple and economical process with a lower environmental impact, enabling one-pot biotransformation.
在这项研究中，我们研究了 Blossom Protect™ 制剂中包含的 DSM 14940 和 DSM 14941 菌株，用于对称二羰基化合物的生物还原反应。两种手性 2-羟基-1,2-二苯乙酮对映体都以高对映体纯度获得。温和的条件（磷酸缓冲液[pH 7.0、7.2]，30°C）成功地用于使用两种不同方法学合成（）-苯偶姻：苄基去对称化和 -苯偶姻外消旋化。使用更高的试剂浓度、更低的 pH 值和更长的反应时间进行生物还原，并在添加剂存在的情况下，能够使反应混合物富集（）-苯偶姻。所描述的方法是在简单经济的过程中合成具有确定构型的手性构建块的有用工具，具有更低的环境影响，能够一锅式生物转化。
