Asymmetric Transformation of Enones with Synechococcus sp. PCC 7942.

Asymmetric Transformation of Enones with Synechococcus sp. PCC 7942.
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聚球藻对烯酮的不对称转化。

DOI:
10.1002/chin.200515035
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发表时间:
2005
期刊:
ChemInform
影响因子:
--
通讯作者:
T. Hirata
T. Hirata
中科院分区:
--
文献类型:
--
作者:
K. Shimoda;N. Kubota;H. Hamada;S. Yamane;T. Hirata

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用培养的聚球菌细胞研究了烯酮的不对称转化。pcc7942(一种蓝藻)。在光照下,细胞降低了具有高对映选择性的S -转烯酮的内环C-C双键和S -顺烯酮的外环C-C双键,生成了具有光学活性的α-取代(S)-酮。此外,这些烯酮的双键的还原伴随着饱和醇的形成。细胞优先还原简单脂肪族酮而非环酮为相应的(S)-醇,具有良好的对映选择性。
Asymmetric transformation of enones was investigated with cultured cells ofSynechococcussp. PCC 7942 (a cyanobacterium). The cells reduced both the endocyclic C–C double bond ofs-transenones and the exocyclic C–C double bond ofs-cisenones with high enantioselectivity to afford optically active α-substituted (S)-ketones under illumination. In addition, the reduction of the double bond of these enones was accompanied by the formation of saturated alcohols. The cells preferentially reduced simple aliphatic ketones rather than cyclic ones to the corresponding (S)-alcohols with excellent enantioselectivity.