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- W2356673487 abstract "Due to the specific characteristics of silicon atom,organosilicon compounds have attracted growing interest for some years.In the present study,the asymmetric synthesis of optically active (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide via enantioselective transcyanation of acetyltrimethylsilane with acetone cyanohydrin(donor of HCN) catalyzed by (R)- hydroxynitrile lyase from defatted peach seed meal in an aqueous/organic biphasic system was successfully carried out.The conversion of acetyltrimethylsilane and enantiomeric excess of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide were determined by gas chromatography on a β-cyclodextrin chiral column. The influences of enzyme amount,substrate concentration,organic solvent,the volume ratio of aqueous to organic phase,buffer pH,reaction temperature and substrate structure on the reaction were investigated systematically.Under the optimum conditions including an enzyme amount of 0.6 g,a concentration of acetyltrimethylsilane of 14 mmol/L,an organic solvent of diisopropyl rther,a volume ratio of aqueous to organic phase of 1.5∶10,a buffer pH of 5.0 and a reaction temperature of 30 ℃,both acetyltrimethylsilane conversion and enantiomeric excess of the product were above 99%. Comparative study demonstrates that silicon atom in acetyltrimethylsilane has a great effect on the reaction and both the substrate conversion and the product enantiomeric excess of the transcyanation of acetyltrimethylsilane are much higher than those of its carbon counterpart 3,3-dimethyl-2-butanone." @default.
- W2356673487 created "2016-06-24" @default.
- W2356673487 creator A5079978635 @default.
- W2356673487 date "2011-01-01" @default.
- W2356673487 modified "2023-09-23" @default.
- W2356673487 title "Asymmetric synthesis of silicon containing (R)-ketone cyanhydrin catalyzed by (R)-hydroxynitrile lyase from peach seed meal" @default.
- W2356673487 hasPublicationYear "2011" @default.
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