82 イネ科植物の根から分泌される鉄キレート活性を有する新アミノ酸

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In plants, iron is well known essential metal on the synthesis of the chlorophyll, and a deficient disease of iron has been named as iron-chlorosis. Particularly rice plants have long been known for their marked susceptibility to iron chlorosis in the nutrient solution, especially under a high pH level. One of the authors (S. Takagi) has reported that the root-washings of water-cultured oat and rice contained several amphoteric iron-chelating substances and that the release of the chelators into the washings increased greatly under iron-stress condition. Four new amino acids possessing iron-chelating activity (named mugineic acid, isomugineic acid, 3-hydroxymugineic acid, and 2'-dehydroxymugineic acid) were isolated from some species of gramineae (Hordeum vulgare L., Secale cereale L. and Avena sativa L.). The structure of mugineic acid was established to be I by the spectroscopic and X-ray crystal-lographic methods. An absolute configuration of I were determined as follows. 1) The acidic hydrolysis product, 2-hydroxy-4-amino-n-butyric acid(III), gave CD curve identical with that of the L-form (Fig. 2). 2) KMnO_4 oxidation of I afforded L-azetidine-2-carbodylic acid ([α]_D-96.9, c=0.16, H_2O). Structures of other amino acids were elucidated by comparison of the spectroscopic data of I (Table I and Fig. 2). Mugineic acid (I) is the first compound participating in the iron uptake and transport in higher plants. The addition of the chelating compounds such as mugineic acid to nutrient of water-cultured rice.(Oryza sativa L.) at pH 7 increases the content of chlorophyll.
1979-09-20

82 イネ科植物の根から分泌される鉄キレート活性を有する新アミノ酸

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