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首页> 外文期刊>Bioprocess and Biosystems Engineering >Integration of newly isolated biocatalyst and resin-based in situ product removal technique for the asymmetric synthesis of (R)-methyl mandelate
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Integration of newly isolated biocatalyst and resin-based in situ product removal technique for the asymmetric synthesis of (R)-methyl mandelate

机译：新分离的生物催化剂和基于树脂的原位产物去除技术的集成，用于（R）-扁桃酸甲酯的不对称合成

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摘要

The enantioselective reduction of methyl ben-zoylformate to (R)-methyl mandelate, an important pharmaceutical intermediate and a versatile resolving agent, was investigated in this study. After minimizing the reaction-specific constraints (constraints dependent on the nature of the substrate and product) by preliminary selection of the reaction parameters, an effective whole cell biocatalyst (Saccharomyces cerevisiae AS2.1392) was obtained by simple screening procedures. Under further optimized conditions, a product concentration of 103 mmol L~(-1) could be attained within 5 h with a yield of 85.8% and an enantiometric excess of 95.4%, indicating 5. cerevisiae AS2.1392 an efficient biocatalyst for the asymmetric synthesis of (R)-methyl mandelate. Furthermore, resin-based in situ product removal (ISPR) technique was applied to alleviate the substrate and product inhibition or toxicity to the whole cells. The integration of newly isolated biocatalyst and proper ISPR technique provides a practical route for the preparation of optically active pharmaceutical intermediates.
机译：在这项研究中，研究了将对苯甲酰基甲酸甲酯对映体选择性还原为（R）-扁桃酸甲酯，这是一种重要的药物中间体和多功能拆分剂。通过初步选择反应参数将反应特异性的限制（取决于底物和产物的性质的限制）降至最低后，可通过简单的筛选程序获得有效的全细胞生物催化剂（酿酒酵母AS2.1392）。在进一步优化的条件下，在5 h内可达到103 mmol L〜（-1）的产物浓度，产率为85.8％，对映体过量为95.4％，表明5. cerevisiae AS2.1392是一种有效的不对称生物催化剂。 （R）-扁桃酸甲酯的合成。此外，基于树脂的原位产物去除（ISPR）技术被应用于减轻底物和产物对整个细胞的抑制或毒性。新分离的生物催化剂与适当的ISPR技术的整合为光学活性药物中间体的制备提供了一条实用的途径。

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  • 来源
    《Bioprocess and Biosystems Engineering》 |2010年第7期|P.797-804|共8页
  • 作者

    Jin-Ling Guo; rnXiao-Qing Mu; rnYan Xu;

  • 作者单位

    Key Laboratory of Industrial Biotechnology of Ministry of Education, School of Biotechnology, Jiangnan University, 1800 Lihu Road, 214122 Wuxi, Jiangsu, China;

    rnKey Laboratory of Industrial Biotechnology of Ministry of Education, School of Biotechnology, Jiangnan University, 1800 Lihu Road, 214122 Wuxi, Jiangsu, China;

    rnKey Laboratory of Industrial Biotechnology of Ministry of Education, School of Biotechnology, Jiangnan University, 1800 Lihu Road, 214122 Wuxi, Jiangsu, China;

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  • 原文格式 PDF
  • 正文语种 eng
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  • 关键词

    biocatalyst; asymmetric reduction; (R)-methyl mandelate; in situ product removal; adsorbent resin;

    机译：生物催化剂不对称还原（R）-扁桃酸甲酯;原位产品去除;吸附树脂;

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