莽草酸途径中26种代谢物的NMR谱归属

doi:10.11938/cjmr20162521

波谱学杂志 ›› 2017, Vol. 34 ›› Issue (3): 311-322.doi: 10.11938/cjmr20162521

莽草酸途径中26种代谢物的NMR谱归属

刘富发^1,2, 杨晓艳^1,2, 豪富华¹, 王玉兰¹, 唐惠儒³

1. 中国科学院生物磁共振分析重点实验室, 波谱与原子分子物理国家重点实验室, 武汉磁共振中心(中国科学院武汉物理与数学研究所), 湖北武汉 430071;
2. 中国科学院大学, 北京 100049;
3. 复旦大学生命科学学院, 上海 200438

收稿日期:2016-01-22 修回日期:2017-07-16 出版日期:2017-09-05 发布日期:2017-09-05
通讯作者: 唐惠儒,Tel:021-51630725,E-mail:huiru_tang@fudan.edu.cn. E-mail:huiru_tang@fudan.edu.cn
基金资助:
国家自然科学基金资助项目（81590950，81590953，91439102和21375144）；中国科技部资助项目（2012CB934004）.

Assignments of ¹H and ¹³C NMR Signals of 26 Metabolites Associated with the Shikimate Pathway

LIU Fu-fa^1,2, YANG Xiao-yan^1,2, HAO Fu-hua¹, WANG Yu-lan¹, TANG Hui-ru³

1. CAS Key Laboratory of Magnetic Resonance in Biological Systems, State Key Laboratory of Magnetic Resonance and Atomic and Molecu lar Physics, National Center for Magnetic Resonance in Wuhan(Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences), Wuhan 430071, China;
2. University of Chinese Academy of Sciences, Beijing 100049, China;
3. School of life Sciences, Fudan University, Shanghai 200438, China

Received:2016-01-22 Revised:2017-07-16 Online:2017-09-05 Published:2017-09-05

摘要/Abstract

摘要： 莽草酸代谢途径广泛存在于植物、微生物与某些寄生虫中，是芳香氨基酸、植物激素与多种重要活性次生代谢物的主要合成通路.这些代谢物的系统核磁共振（NMR）研究尚不完备，且5-羟基吲哚乙酸与吲哚乳酸等代谢物的NMR数据归属尚不完整.本文对莽草酸代谢途径介导的26种代谢物（包括2种非芳香羧酸、2种植物激素、3种芳香类氨基酸、19种植物次生代谢物）结构进行了较为系统的NMR分析，对这些代谢物的¹H和¹³C NMR信号进行了归属，为植物化学及代谢组学研究提供了基础数据.

关键词: 代谢物归属, 莽草酸代谢途径, 核磁共振(NMR)

Abstract: Shikimate metabolic pathway exists in plants, microorganisms and parasites as an important route for biosynthesis of aromatic amino acids, antibiotics, plant hormones and secondary metabolites with essential physiological activities. Although the NMR data and assignments of relevant metabolites are available in the literature, these data were not easily adaptable to modern metabonomics studies, in which water and acetonitrile were frequently used as solvents. In addition, the NMR data for some of the metabolites, such as 5-hydroxyindoleacetic acid and indolelactic acid, were either incomplete or incompletely assigned, especially for the quaternary carbons. With ¹H NMR and ¹H-¹³C HMBC two-dimensional NMR, we completely assigned the ¹H and ¹³C NMR signals of 26 metabolites associated with the shikimate pathway, including 2 non-aromatic carboxylic acids, 2 plant hormones, 3 essential aromatic amino acids, and 19 plant secondary metabolites. A databank was constructed for the ¹H and ¹³C NMR spectra of these metabolites in D₂O and acetonitrile, providing a systematic and useful data collection for phytochemistry and metabonomics studies.

Key words: NMR, shikimate pathway, metabolite assignment

中图分类号:

O482.53

刘富发, 杨晓艳, 豪富华, 王玉兰, 唐惠儒. 莽草酸途径中26种代谢物的NMR谱归属[J]. 波谱学杂志, 2017, 34(3): 311-322.

LIU Fu-fa, YANG Xiao-yan, HAO Fu-hua, WANG Yu-lan, TANG Hui-ru. Assignments of ¹H and ¹³C NMR Signals of 26 Metabolites Associated with the Shikimate Pathway[J]. Chinese Journal of Magnetic Resonance, 2017, 34(3): 311-322.

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莽草酸途径中26种代谢物的NMR谱归属

Assignments of ¹H and ¹³C NMR Signals of 26 Metabolites Associated with the Shikimate Pathway

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莽草酸途径中26种代谢物的NMR谱归属

Assignments of 1H and 13C NMR Signals of 26 Metabolites Associated with the Shikimate Pathway

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Assignments of ¹H and ¹³C NMR Signals of 26 Metabolites Associated with the Shikimate Pathway