Acta Phys. -Chim. Sin. ›› 1996, Vol. 12 ›› Issue (03): 218-223.doi: 10.3866/PKU.WHXB19960306

• ARTICLE • Previous Articles     Next Articles

Stereoselective Epoxidation of Alkenes Catalyzed by Mycobacterium E3 Resting Cell

Xia Shi-Wen,Li Shu-Ben,Wei Chi-Li,Shen Run-Nan   

  1. State Key Laboratory of Oxo Synthesis and Selective Oxidation,Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences,Lanzhou 730000
  • Received:1995-06-12 Revised:1995-09-18 Published:1996-03-15
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Abstract:

Growth Characteristics of Mycobacterium E3 on ethene in mineral salts medium and oxidation of alkanes and alkanes catalyzed by Mycobacterium E3 resting cell were studied. Mycobacterium E3 was unable to catalyze hydroxylation of alkanes, but able to catalyze epoxidation of alkenes specifically. Influence of substituents on epoxidizing activity was discussed for allyl substrates XCH2CH=CH2 (X=H, Cl, Br, OH). Alkene monooxygenase and an unknown enzyme in Mycobacterium E3 catalyzed stereoselective epoxidation of alkenes and not-stereoselective degradation of epoxides. Optical rotation and chiral capillary chromatography revealed that propene and 3-chloro-1-propene were epoxidized to (R)-1,2-epoxypropane and (S)-1-chloro-2,3- epoxypropane.

Key words: Mycobacterium E3, Alkene monooxygenase, Epoxidation of alkenes, Stereoselectivity