Biotechnology Letters

, Volume 25, Issue 3, pp 219–222

(R)-Oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins

Authors

  • Ning Li
    • Biotechnology DepartmentSouth China University of Technology
    • Biotechnology DepartmentSouth China University of Technology
  • Chen Liu
    • Biotechnology DepartmentSouth China University of Technology
  • Hua-Song Peng
    • Biotechnology DepartmentSouth China University of Technology
  • Hua-Chang Wu
    • Biotechnology DepartmentSouth China University of Technology
Article

DOI: 10.1023/A:1022316919552

Cite this article as:
Li, N., Zong, M., Liu, C. et al. Biotechnology Letters (2003) 25: 219. doi:10.1023/A:1022316919552

Abstract

Optically active 2-trimethylsilyl-2-hydroxyl-ethylcyanide was prepared by enzymatic enantioselective transcyanation of acetyltrimethylsilane with acetone cyanohydrin in a biphasic system at 35 °C and pH 5. (R)-Oxynitrilase from apple seed meal was the best among all the enzymes explored and diisopropyl ether was the most suitable organic phase. Acetyltrimethylsilane was a better substrate of the enzyme than its carbon analogue. The substrate conversion and product enantiomeric excess of 2-trimethylsilyl-2-hydroxyl-ethylcyanide were >99% and >99%, respectively.

asymmetric synthesiscyanohydrinorganosilicon(R)-oxynitrilase2-trimethylsilyl-2-hydroxyl-ethylcyanide
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© Kluwer Academic Publishers 2003