Marine Microorganisms as Source of Stereoselective Esterases and Ketoreductases: Kinetic Resolution of a Prostaglandin Intermediate

Marine Microorganisms as Source of Stereoselective Esterases and Ketoreductases: Kinetic Resolution of a Prostaglandin Intermediate
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DOI:
10.1007/s10126-014-9602-z
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发表时间:
2015-04-01
影响因子:
3
通讯作者:
Romano, Diego
Romano, Diego
中科院分区:
生物学2区
文献类型:
--
作者:
De Vitis, Valerio;Guidi, Benedetta;Romano, Diego

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对从东地中海深层高盐缺氧盆地 (DHAB) 的水-盐水界面分离的细菌菌株进行了筛选,用于生物催化拆分抗 2-氧代三环[2.2.1.0]庚烷-7-甲酸 (R,S)-1 的外消旋丙酯,这是合成 d-氯前列醇的关键中间体。 Bacillus horneckiae 15A 高度立体选择性还原 (R,S)-1,而 Halomonas aquamarina 9B 对映选择性水解 (R,S)-1;在这两种情况下,对映体纯的未反应的 (R)-1 可以在低于 57-58% 的摩尔转化率下轻松回收和纯化,显示 DHAB 极端微生物组和海洋衍生酶在立体选择性生物催化中的潜力。
A screening among bacterial strains isolated from water-brine interface of the deep hypersaline anoxic basins (DHABs) of the Eastern Mediterranean was carried out for the biocatalytical resolution of racemic propyl ester of anti-2-oxotricyclo[2.2.1.0]heptan-7-carboxylic acid (R,S)-1, a key intermediate for the synthesis of d-cloprostenol. Bacillus horneckiae 15A gave highly stereoselective reduction of (R,S)-1, whereas Halomonas aquamarina 9B enantioselectively hydrolysed (R,S)-1; in both cases, enantiomerically pure unreacted (R)-1 could be easily recovered and purified at molar conversion below 57-58 %, showing the potential of DHAB extremophile microbiome and marine-derived enzymes in stereoselective biocatalysis.