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L-组氨酸不对称转化的研究

Studies on asymmetric transformation of L-histidine

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【作者】 郭四化吕俊许文松

【Author】 GUO Si-hua, LU Jun, XU Wen-song(College of Materials Science and Chemical Engineering, Zhejiang University, Hangzhou 310027, China)

【机构】 浙江大学材料与化工学院浙江大学材料与化工学院 浙江杭州310027浙江杭州310027浙江杭州310027

【摘要】 L-组氨酸(L-His)在醛的催化下,在羧酸溶剂中能发生消旋.当反应温度升高时,消旋反应速率加快.L-His用(R)-酒石酸((R)-TA)做拆分试剂,在乙酸溶剂中、水杨醛存在下进行不对称转换,合成了D-组氨酸(D-His)的酒石酸盐,经处理得到D-His.在最佳工艺条件下的收率为95.76%,光学纯度大于99.5%.

【Abstract】 L-Histidine (L-His) could be racemized in carboxylic acids which were used as solvents in presence of catalyst such as butanal .The rate of racemization of L-His increased with the increase of the temperature. The water in carboxylic acid decreased the rate of racemization. An asymmetric transformation from L-His to D-His through formation of salt with (R)-tartaric acid was achieved by using salicylaldehyde as a catalyst for epimerization in acetic acid, and D-His (R)-TA salt was obtained, treatment of the salt gave D-His with optical purity 100% in 95.76% yield based on the starting material under the optimistic conditions.

【关键词】 L-HisD-His消旋不对称转换
【Key words】 L-histidineD-histidineracemizationasymmetric transformation
【基金】 国家科技计划项目(2003EB020660)
  • 【文献出处】 东北师大学报(自然科学版) ,Journal of Northeast Normal University (Natural Science Edition) , 编辑部邮箱 ,2005年03期
  • 【分类号】TQ464.7;
  • 【下载频次】118
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