Applied Biochemistry and Microbiology

, Volume 53, Issue 2, pp 187–193 | Cite as

Novel biocatalyst for productions of S-(-)-2-[6-benzyloxy -2,5,7,8-tetramethylchroman -2-yl] ethanol—precursor of natural α-tocols

  • N. I. Petukhova
  • I. I. Kon’shina
  • A. Yu. Spivak
  • V. N. Odinokov
  • V. V. Zorin


A novel promising strain of actinobacteria Rhodococcus sp. 77-32 was identified. Its acetonetreated biomass the could be used as a biocatalyst for production of S-(-)-2-[6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl] ethanol (S-BCE), a precursor of natural α-tocols. It was established that a reaction of enantioselective hydrolysis of racemic (±)-2-(2-acetoxyethyl)-6-benzyloxy-2,5,7,8-tetramethylchroman (BCEA) occurred in the phosphate buffer–acetone system, resulting in enrichment of the residual substrate by S-enantiomer (S-(+)-2-(2-acetoxyethyl)-6-benzyloxy-2,5,7,8-tetramethylchroman, S-BCEA). It was shown that the hydrolysis was accompanied by stereoinversion of the formed product, R-(+)-2-[6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl] ethanol (R-BCE), into the S-BCE. The transformation conditions (acetone content, acidity, temperature, reaction duration) were optimized, providing simultaneous production of optically pure S-BCE and S-BCEA with an almost quantitative yield.


microorganisms biocatalysts enantioselective biocatalysis tocopherols tocotrienols 


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Copyright information

© Pleiades Publishing, Inc. 2017

Authors and Affiliations

  • N. I. Petukhova
    • 1
  • I. I. Kon’shina
    • 1
  • A. Yu. Spivak
    • 2
  • V. N. Odinokov
    • 2
  • V. V. Zorin
    • 1
  1. 1.Ufa State Petroleum Technologcal UniversityUfaRussia
  2. 2.Institure of Petrleum Chemistry and CatalysisRussian Academy of SciencesUfaRussia

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