ASYMMETRIC REDUCTION OF 2-OCTANONE TO S-2-OCTANOL BY YEAST IN AQUEOUS PHASE

YANG Zhonghua; YAO Shanjing; XIA Haifeng; MEI Lehe

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ASYMMETRIC REDUCTION OF 2-OCTANONE TO S-2-OCTANOL BY YEAST IN AQUEOUS PHASE

更新时间：2025-12-10

- ASYMMETRIC REDUCTION OF 2-OCTANONE TO S-2-OCTANOL BY YEAST IN AQUEOUS PHASE
- CIESC Journal Issue 8, Pages: 1301-1305(2004)
- 作者机构：
  
  浙江大学化学工程与生物工程学系,浙江,杭州,310027
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Online First：25 August 2004，
  
  Published：25 August 2004
- 稿件说明：
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YANG Zhonghua, YAO Shanjing, XIA Haifeng, et al. ASYMMETRIC REDUCTION OF 2-OCTANONE TO S-2-OCTANOL BY YEAST IN AQUEOUS PHASE[J]. CIESC Journal, 2004, (8): 1301-1305.
DOI：

YANG Zhonghua, YAO Shanjing, XIA Haifeng, et al. ASYMMETRIC REDUCTION OF 2-OCTANONE TO S-2-OCTANOL BY YEAST IN AQUEOUS PHASE[J]. CIESC Journal, 2004, (8): 1301-1305. DOI：

摘要

利用活性酵母细胞催化2-辛酮的不对称还原，合成在制备光学活性物质中具有重要用途的直链手性仲醇.实验发现不对称还原的产物主要是S-2-辛醇，反应的转化率和光学选择性都比较高.考察了底物浓度、产物、辅助底物的种类及浓度，以及pH值和温度对反应的转化率和光学选择性的影响.结果表明，底物和产物对酵母的活性具有一定的毒害作用，产物2-辛醇对酮的还原反应具有抑制作用，酵母能选择性地催化S-2-辛醇氧化为相应的酮；在酵母催化还原2-辛酮的同时需要一定的辅助底物来再生辅酶NAD（P）H，利用10 g8226;L-1的葡萄糖作辅助底物较好；温度30 ℃、pH值3.0或7.0为较好的反应条件.

Abstract

The asymmetric reduction of 2-octanone to 2-octanol by yeast in aqueous phase was investigated.The reduction product was mainly S-2- octanol.The results indicated that the conversion ratio of 2-octanoe and the enantiomeric excess values of product were both satisfactory for asymmetric reduction.It was shown also that in the catalysis of the ketone reduction the co-substrate was required to regenerate the NAD(P)H.The appropriate condition to the reaction was 30 ℃ and pH 3.0 or pH 7.0. The high concentrations of substrate and product would have some toxicity to the yeast cells and the high concentration of 2-octanol would inhibit the reduction reaction.When too much S-2-octanol existed in the medium

the S-2-octanol would be oxidized to 2-octanone by yeast

which showed that yeast could be a biocatalyst not only for reduction of 2-octanone to S-2-octanol

but also for oxidation of S-2-octanol to 2-octanone.

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