手性药物前体R(-)-扁桃酸的生物不对称合成

郭黛苹;许小平;杨凯;李忠琴;裴保俊

中国药学杂志 ›› 2007, Vol. 42 ›› Issue (07) : 550-553.

中国药学杂志 ›› 2007, Vol. 42 ›› Issue (07) : 550-553.
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手性药物前体R(-)-扁桃酸的生物不对称合成

  • 郭黛苹;许小平;杨凯;李忠琴;裴保俊
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Study on Asymmetric Synthesis of Chiral Precursor R(-)-mandelic Acid

  • GUO Dai-ping,XU Xiao-ping*,YANG Kai,LI Zhang-qin,PEI Bao-jun
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摘要

目的研究生物不对称催化苯乙酮酸合成手性药物前体R(-)-扁桃酸。方法通过对本实验室保存的12株酵母菌进行初筛,获得对底物苯乙酮酸具有较高催化活性的菌株S.c.1,S.c.3和S.c.10。进一步对其进行紫外与微波诱变,得到R(-)-扁桃酸高产菌株S.c.10.2.8。结果在转化培养中,初始底物浓度为20mmol·L-1,pH6.6,温度34℃,R(-)-扁桃酸得率85%,对映体过量值(e.e)>99%。结论生物转化法在生产手性药物前体R(-)-扁桃酸中前景广泛。

Abstract

OBJECTIVE To study the synthesis of chiral precursor R(-)-mandelic acid obtained by asymmetric bioreduction of phenylglyoxylic acid.METHODS Saccharomyces cerevisiae strains S.c.1,S.c.3 and S.c.10 were selected as original strains for further higher production of chiral precursor R(-)-mandelic acid.The mutant strain S.c.10.2.8 possessing effective transforming ability and almost absolute enantioselectivity was obtained using ultraviolet and microwave mutagenesis.RESULTS Under the conditions of initial substrate concentration 20 mmol·L-1,pH 6.6,temperature 34 ℃,the yield and the enantiomeric excesses of R(-)-mandelic acid were 85% and 99% respectively.CONCLUSION Biotransformaton is a potential alternative method to produce chiral precursor R(-)-mandelic acid.

关键词

R(-)-扁桃酸 / 手性 / 生物转化

Key words

R(-)-mandelic acid / chrial / biotransformation

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导出引用
郭黛苹;许小平;杨凯;李忠琴;裴保俊. 手性药物前体R(-)-扁桃酸的生物不对称合成[J]. 中国药学杂志, 2007, 42(07): 550-553
GUO Di-ping;XU Xio-ping;YNG Ki;LI Zhng-qin;PEI o-jun. Study on Asymmetric Synthesis of Chiral Precursor R(-)-mandelic Acid [J]. Chinese Pharmaceutical Journal, 2007, 42(07): 550-553

参考文献

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基金

福建省自然科学基金资助项目(C0410006)

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