Asymmetric bioreduction of ketones is a fundamental process in the production of organic molecules. Compounds containing tetralone rings are found in the structure of many biologically active and pharmaceutical molecules. Biocatalytic reduction of ketones is one of the most promising and significant routes to prepare optically active alcohols. In this study, the reductive capacity of Lactobacillus paracasei BD101 was investigated as whole-cell biocatalyst in the enantioselective reduction of 1-tetralone (1). In biocatalytic reduction reactions, the conversion of the substrate and the enantiomeric excess (ee) of the product are significantly affected by optimization parameters such as temperature, agitation rate, pH, and incubation time. Effects of these parameters on ee and conversion were investigated comprehensively. (R)-1-tetralol ((R)-2), which can be used to treat disorder such as obsessive compulsive, post-traumatic stress, premenstrual dysphoric, and social anxiety, was manufactured in enantiopure form, high yield and gram-scale, using whole-cell biocatalysts of L. paracasei BD101. The 7.04 g of (R)-2 was obtained in optically pure form with 95% yield. Also, to our knowledge, this is the first report on production of (R)-2 using whole-cell biocatalyst in excellent yield, conversion, enantiopure form and gram scale. This is a clean, eco-friendly and cheap method for the synthesis of (R)-2 compared with chemical catalyst.

中文翻译：

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使用副干酪乳杆菌 BD101 生物催化不对称合成 (R)-1-四氢萘酚

酮的不对称生物还原是有机分子生产的基本过程。在许多生物活性和药物分子的结构中发现了含有四氢萘酮环的化合物。酮的生物催化还原是制备旋光醇最有前途和最重要的途径之一。在这项研究中，研究了副干酪乳杆菌BD101 作为全细胞生物催化剂在 1-四氢萘酮的对映选择性还原中的还原能力（1）。在生物催化还原反应中，底物的转化和产物的对映体过量 (ee) 受到温度、搅拌速率、pH 和孵育时间等优化参数的显着影响。综合研究了这些参数对ee和转化率的影响。( R )-1-四氢萘酚 ( ( R )-2 ) 可用于治疗强迫症、创伤后应激障碍、经前烦躁和社交焦虑等疾病，以对映体纯形式制造，产量高，革兰氏规模，使用L. paracasei BD101 的全细胞生物催化剂。( R )-2的7.04克以光学纯形式获得，产率为 95%。此外，据我们所知，这是关于使用全细胞生物催化剂以优异的产率、转化率、对映体纯形式和克级生产( R )-2的第一份报告。与化学催化剂相比，这是一种清洁、环保且廉价的( R )-2合成方法。