Namba Kosuke, Murata Yoshiko
Graduate School of Pharmaceutical Science, Tokushima University.
Bioorganic Research Institute, Suntory Foundation for Life Sciences.
Biol Pharm Bull. 2018;41(10):1502-1507. doi: 10.1248/bpb.b18-00070.
An organic chemistry approach to the mechanistic elucidation of iron acquisition in graminaceous plants is introduced here. To elucidate this detailed mechanism using phytosiderophores, the efficient synthesis of 2'-deoxymugineic acid (DMA), a phytosiderophore of rice, was established. The synthetic DMA was confirmed to have similar iron transport activity to that of natural mugineic acid (MA). It was also revealed that the addition of synthetic DMA, along with iron, to a rice hydroponic solution enabled the rice to grow well even under an alkaline condition, and DMA clearly showed its high potential as a fertilizer to improve food production. On the other hand, the 2'-hydroxy group of MA was confirmed to serve as a point of introduction for labeling, allowing the synthesis of various mugineic acid derivatives as molecular probes. The incorporation of fluorescent mugineic acid into cells allowed them to be clearly observed by fluorescence confocal analysis, and this provided the first direct experimental evidence of transporter-mediated internalization of mugineic acid into cells.
本文介绍了一种用于阐明禾本科植物铁吸收机制的有机化学方法。为了利用植物铁载体阐明这一详细机制，建立了水稻植物铁载体2'-脱氧麦根酸（DMA）的高效合成方法。经证实，合成的DMA具有与天然麦根酸（MA）相似的铁转运活性。研究还表明，在水稻水培溶液中添加合成的DMA和铁，即使在碱性条件下，水稻也能生长良好，并且DMA作为提高粮食产量的肥料显示出巨大潜力。另一方面，已证实MA的2'-羟基可作为标记引入点，从而能够合成各种麦根酸衍生物作为分子探针。将荧光麦根酸掺入细胞后，通过荧光共聚焦分析可以清晰地观察到细胞，这为转运蛋白介导的麦根酸内化进入细胞提供了首个直接实验证据。
