Walter Martin R, Artner Daniel, Stanetty Christian
Department of Chemistry, University of Natural Resources and Life Sciences-Vienna, Muthgasse 18, A-1190, Vienna, Austria.
J Labelled Comp Radiopharm. 2014 Nov;57(13):710-4. doi: 10.1002/jlcr.3242. Epub 2014 Nov 10.
The phytosiderophore 2'-deoxymugineic acid (DMA) is exuded via the root system by all grasses (including important crop plants like rice, wheat and barley) to mobilize Fe(III) from soil and improve plant Fe nutrition, crucial for high crop yields. Elucidation of the biogeochemistry of 2'-deoxymugineic acid in the rhizosphere requires its quantification in minute amounts. To this end, (13)C4-DMA was synthesized for the first time, from cheap isotopically labeled starting materials. The synthetic route utilizes L-allyl((13)C2)glycine and L-(2-(13)C)azetidine ((13)C)carboxylic acid as versatile labeled building blocks. The title compound was recently used as an internal standard for analysis of soil and plant samples allowing the first accurate quantification of DMA in these matrices by means of LC-MS/MS. It is furthermore used in tracer experiments investigating biodegradation of DMA in soil.
植物铁载体2'-脱氧麦根酸（DMA）由所有禾本科植物（包括水稻、小麦和大麦等重要农作物）通过根系分泌，以从土壤中 mobilize 铁（III）并改善植物铁营养，这对作物高产至关重要。阐明根际中2'-脱氧麦根酸的生物地球化学需要对其微量进行定量。为此，首次从廉价的同位素标记起始原料合成了(13)C4-DMA。合成路线利用L-烯丙基((13)C2)甘氨酸和L-(2-(13)C)氮杂环丁烷((13)C)羧酸作为通用的标记结构单元。该标题化合物最近被用作土壤和植物样品分析的内标，从而首次通过液相色谱-串联质谱法对这些基质中的DMA进行准确定量。它还用于研究土壤中DMA生物降解的示踪实验。
