Enantiomeric Trimethylallantoin Monomers, Dimers, and Trimethyltriuret: Evidence for an Alternative
 
作者: 文章来源: 点击数: 更新日期:2019-06-21
 Title

Enantiomeric Trimethylallantoin Monomers, Dimers, and Trimethyltriuret: Evidence for an Alternative Catabolic Pathway of Caffeine in Tea Plant

Authors

Wei Wang,  Bi-Ying Zhu,  Pu Wang,  Peng Zhang,  Wei-Wei Deng, Fei-Hua Wu,  Chi-Tang Ho, Tie-Jun Ling,  Zheng-Zhu Zhang,  Xiao-Chun Wan,  Guan-Hu Bao*

Journal

Organic Letters

DOI

10.1021/acs.orglett.9b01750

Abstract

Racemic trimethylallantoin monomer (1), mesomeric and racemic trimethylallantoin dimers (2 and 3), were isolated from tea. Two pairs of optically pure enantiomers (1a, 1b and 3a, 3b) were separated by chiral column from the two racemes (1 and 3). Their structures were elucidated by a combination of extensive spectroscopic techniques, single-crystal X-ray diffraction, and experimental and calculated electronic circular dichroism. A novel caffeine catabolic pathway was proposed based on the caffeine stable isotopic tracer experiments.




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