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Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide Catalyzed With (R)-oxynitrilase From Loquat Seed Meal

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

Biotechnol Lett. 2005 Jan;27(2):79-82.

PMID: 15703868

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 degrees 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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP13411488	Acetyltrimethylsilane		13411-48-8	Price

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