On the “normalizing factor” for the tomato mutant “chloronerva”—XI: Mass and NMR spectroscopic investigations of the phytosiderophore nicotianamine and some of its derivatives |
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Authors: | M Budě?inský ? Procházka H Budzikiewicz A Römer H Ripperger K Schreiber G Scholz |
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Institution: | Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, Prague, Czechoslovakia;Institute of Organic Chemistry, University of Cologne, Cologne, Federal Republic of Germany;Institute of Plant Biochemistry, Academy of Sciences of the GDR. Halle (Saale, German Democratic Republic;Central Institute of Genetics and Cultivated Plant Research, Academy of Sciences of the GDR, Gatersleben, German Democratic Republic |
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Abstract: | The “normalizing factor” for the tomato mutant “chloronerva” was shown to possess the structure of (2S:3'S':3''S)-N- N-(3-amino-3-carboxypropyl)-3-amino-3-carboxypropyl]-azetidine-2-carboxylic acid (1) and proved to be identical with nicolianamine, especially on the basis of high resolution mass, 1H, and 13CNMR spectroscopie investigations of 1 as well as of its tetra-(trimethylsilyl), di-(4-bromobenzoyl) (trimethyl ester (3), 4-bromobenzoyl dimethyl ester, and diacetyl methyl ester (4) derivatives. 1 seems to be of general occurrence in higher plants and is considered a possible phytosiderophore with an essential function in the cellular iron transport and/or metabolism. |
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