Biotechnology Letters

, Volume 27, Issue 2, pp 79–82 | Cite as

Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide catalyzed with (R)-oxynitrilase from loquat seed meal

  • Shun-Rong Huang
  • Sen-Lin Liu
  • Min-Hua Zong
  • Ruo Xu
Article

Abstract

The synthesis of optically active (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide by asymmetric trans-cyanation of acetyltrimethylsilane with acetone cyanohydrin in a biphasic system was achieved using (R)-oxynitrilase from loquat seed meal. Diisopropyl ether was the most suitable organic phase among the organic solvents examined. The optimal concentration of acetyltrimethylsilane, concentration of crude enzyme, volume ratio of the aqueous to the organic phase, temperature and the buffer pH value were 14 mM, 61.4 U ml-1, 13% (v/v), 30 °C and 4, respectively. The substrate conversion and the product enantiomeric excess were 95% and 98% under the optimized conditions. Acetyltrimethylsilane was a better substrate of the enzyme than its carbon counterpart.

Keywords

cyanohydrin organosilicon compound (R)-oxynitrilase transcyanation (R)-2-trimethylsilyl- 2-hydroxyl-ethylcyanide 

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Copyright information

© Springer 2005

Authors and Affiliations

  • Shun-Rong Huang
    • 1
  • Sen-Lin Liu
    • 2
  • Min-Hua Zong
    • 1
  • Ruo Xu
    • 1
  1. 1.Department of BiotechnologySouth China University of TechnologyGuangzhouP.R. China
  2. 2.College of Life ScienceShenzhen UniversityShenzhenP.R. China

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