Conjugates of 3-phenyllactic acid and tryptophan enhance root-promoting activity without adverse effects in Vigna angularis.

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2022-06-25 DOI:10.5511/plantbiotechnology.21.1217a

Yuko Maki, Hiroshi Soejima, Tamizi Sugiyama, Takeo Sato, Junji Yamaguchi, Masaaki K Watahiki

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引用次数: 2

Abstract

3-Phenyllactic acid (PLA) is a common secondary product of Lactobacillus sp. and promotes adventitious-root formation in Azuki beans (Vigna angularis). Root promotion activity of PLA is synergistically enhanced by tryptophan (Trp). In this study, stereoisomers of PLA and Trp amide conjugates and their alkyl esters were synthesized to investigate the structure-activity relationships on root-promotion activity. The rooting activity of D-PLA-L-Trp conjugate shows more than 40 times higher than that of the mixture of D-PLA and L-Trp. Modification of PLA-Trp with ethyl ester showed the highest activity at 3,400 times of a mixture of D-PLA and L-Trp. However, L-or D-PLA-D-Trp conjugate and the isopropyl ester of PLA-Trp conjugates, both lost the root promotion activity and implicated that a requirement for steric structure for PLA related root promotion mechanism. Unlike auxin substances, which are commonly used as rooting agents that displayed high activity in low concentrations, PLA-Trp ethyl ester exhibited far less phytotoxicity at high concentration of 1 mM, despite its high rooting activity. Innovation of PLA-Trp ethyl ester may be expected for agricultural aspects with low environmental impact.

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查看原文本刊更多论文

3-苯基乳酸和色氨酸的缀合物增强了角藤的促根活性而无不良反应。

3-苯乳酸(PLA)是一种常见的乳酸菌次级产物，能促进红豆不定根的形成。PLA的促根活性与色氨酸(Trp)协同增强。本研究合成了聚乳酸和色氨酸酰胺缀合物的立体异构体及其烷基酯，以研究其促根活性的构效关系。D-PLA-L-Trp结合物的生根活性比D-PLA和L-Trp混合物的生根活性高40倍以上。用乙酯修饰PLA-Trp的活性最高，为D-PLA和L-Trp混合物的3400倍。然而，l -或d -PLA- d -色氨酸缀合物和PLA-色氨酸缀合物的异丙酯都失去了促进根的活性，暗示PLA相关的促进根机制需要空间结构。生长素是一种常用的生根剂，在低浓度下具有较高的生根活性，而PLA-Trp乙酯虽然具有较高的生根活性，但在1 mM的高浓度下，其植物毒性要小得多。pla -三聚氰胺乙酯的创新有望用于低环境影响的农业方面。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.