Synthesis of Cholate-Based Nicotinamide Adenine Dinucleotide Hydrogen Models and Their Enzyme Mimic Asymmetric Reduction Ability

doi:10.6023/cjoc201403049

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (10): 2163-2171.DOI: 10.6023/cjoc201403049 Previous Articles Next Articles

Notes

具胆酸单元氢化烟酰胺腺嘌呤二核苷酸模型物的合成及其仿酶不对称还原性

李大芝, 胡碧玮, 杨运旭, 杨超, 霍宝龙, 薛灵伟, 禹菲菲, 王爱志

北京科技大学化学与生物工程学院北京 100083

收稿日期:2014-03-23 修回日期:2014-05-16 发布日期:2014-06-09
通讯作者: 杨运旭 E-mail:yxyang63@aliyun.com
基金资助:
国家自然科学基金（No. 20972015）、北京市自然科学基（No. 2112026）资助项目.

Synthesis of Cholate-Based Nicotinamide Adenine Dinucleotide Hydrogen Models and Their Enzyme Mimic Asymmetric Reduction Ability

Li Dazhi, Hu Biwei, Yang Yunxu, Yang Chao, Huo Baolong, Xue Lingwei, Yu Feifei, Wang Aizhi

School of Chemistry and Biological Engineering, University of Science and Technology Beijing, Beijing 100083

Received:2014-03-23 Revised:2014-05-16 Published:2014-06-09
Supported by:
Project supported by the National Natural Science Foundation of China (No. 20972015) and the Natural Science Foundation of Beijing City (No. 2112026).

1. Synthesis of Cholate-Based Nicotinamide Adenine Dinucleotide Hydrogen Models and Their Enzyme Mimic Asymmetric Reduction Ability.PDF(3046KB)

Abstract

Five cholate-based nicotinamide adenine dinucleotide hydrogen (NADH) models have been designed and synthesized. The asymmetric reduction of methyl benzoylformate by the NADH models was investigated under the catalyst of Mg²⁺ as complex center. The results indicated that these NADH models could reduce α-keto ester to α-hydroxyl ester, possessing the ability of hydride transfer and the low ability of chiral reduction. The enantiomeric excess value of the reduced product was up to 26%.

Key words: cholic acid, NADH, chiral reduction, methyl benzoylformate

Cite this article

Li Dazhi, Hu Biwei, Yang Yunxu, Yang Chao, Huo Baolong, Xue Lingwei, Yu Feifei, Wang Aizhi. Synthesis of Cholate-Based Nicotinamide Adenine Dinucleotide Hydrogen Models and Their Enzyme Mimic Asymmetric Reduction Ability[J]. Chin. J. Org. Chem., 2014, 34(10): 2163-2171.

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具胆酸单元氢化烟酰胺腺嘌呤二核苷酸模型物的合成及其仿酶不对称还原性

Synthesis of Cholate-Based Nicotinamide Adenine Dinucleotide Hydrogen Models and Their Enzyme Mimic Asymmetric Reduction Ability

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