4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB as an oxidative biocatalyst in the synthesis of optically active sulfoxides

4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB as an oxidative biocatalyst in the synthesis of optically active sulfoxides
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DOI:
10.1016/j.tetasy.2005.11.024
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发表时间:
2006-01-09
影响因子:
--
通讯作者:
Carrea, G
Carrea, G
中科院分区:
其他
文献类型:
--
作者:
de Gonzalo, G;Pazmiño, DET;Carrea, G

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从荧光假单胞菌ACB重组4-羟基苯乙酮单加氧酶(HAPMO)已被测试作为一组芳香族硫化物的亚砜氧化反应的催化剂。除少数例外,在手性苯基和苄基亚砜的合成中获得了优异的对映选择性。细菌Baeyer-Villiger单加氧酶也被证明接受外消旋亚砜,前手性二酮和有机硼化合物作为底物。这项研究证明了这种新型氧化酶的巨大生物催化潜力。(c)2005爱思唯尔有限公司保留所有权利。
Recombinant 4-hydroxyacetophenone monooxygenase (HAPMO) from Pseudomonas fluorescens ACB has been tested as a catalyst in sulfoxidation reactions on a set of aromatic sulfides. With a few exceptions, excellent enantioselectivities in the synthesis of chiral phenyl and benzyl sulfoxides were achieved. The bacterial Baeyer-Villiger monooxygenase was also shown to accept racemic sulfoxides, a prochiral diketone and an organoboron compound as substrates. This study demonstrates the great biocatalytic potential of this novel oxidative enzyme. (c) 2005 Elsevier Ltd. All rights reserved.