朱炜,杨可武,姜玄珍.化学酶法合成光学纯亮氨酸[J].分子催化,2005,(5):399-402 |
化学酶法合成光学纯亮氨酸 |
Chemoenzymatic Synthesis of Enantiomerically Pure Leucine |
投稿时间:2005-03-07 修订日期:2005-04-27 |
DOI: |
中文关键词: 化学酶法合成 酰胺羰基化 光学纯亮氨酸 酶水解 |
英文关键词:Chemoenzymatic synthesis Amidocarbonylation Enantiomerically pure leucine Enzymatic hydrolysis |
基金项目:中国科学院资助项目 |
朱炜 杨可武 姜玄珍 |
浙江大学玉泉校区化学系,浙江杭州310027 |
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中文摘要: |
用化学酶法合成L-亮氨酸,先在PdCl2/PPh3/LiBr/H2SO4催化体系作用下,异戊醛酰胺羰基化合成消旋的N-乙酰基亮氨酸;然后在酰基转移酶催化下水解,得到L-亮氨酸和N-乙酰基-D-亮氨酸.文中对酰胺羰基化反应条件进行了优化,分离得到消旋N-乙酰基亮氨酸产率为66.4%.经酶对映选择地水解后得L-亮氨酸,产率为41%,产物L-亮氨酸经衍生化后由气相色谱测定其光学纯度达99%ee. |
英文摘要: |
In this study enantiomerically L-leucine was prepared by chemoenzymatic synthesis.In the first step of the reaction sequence the racemic N-acetylleucine was prepared by amidocarbonylation from isovaleraldehyde,acetamide and carbon monoxide in the presence of PdCl_2/PPh_3/LiBr/H_2SO_4 catalyst system.Subsequently L-leucine andD-N-acetylleucine were obtained by the acylase-catalyzed hydrolysis.The amidocarbonylation reaction conditions were optimized and 66.4% isolated yield of racemic N-acetylleucine were obtained.L-leucine was obtained from the enzymatic enantioselective hydrolysis of racemic N-acetylleucine in a yield of 41%,and its derivative enantiomeric purity determined by G.C was 99% ee. |
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