The nicotianamine molecule is made-to-measure for complexation of metal micronutrients in plants

BioMetals

Volumn 9, Issue 1, 1996, Pages 84-90

  Stephan, Udo W ^a   Schmidke, Ilka ^a   Stephan, Vincent W ^b   Scholz, Günter ^a  

^a LEIBNIZ INSTITUTE OF PLANT GENETICS AND CROP PLANT RESEARCH IPK   (Germany)

^b MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

Chelation; Metal complex stability; Metal micronutrients; Nicotianamine; Phloem transport

Indexed keywords

AMINE; COPPER; IRON; MANGANESE; ZINC;

ARTICLE; COMPLEX FORMATION; NONHUMAN; NUTRIENT; PARTITION COEFFICIENT; PH; PLANT;

RICINUS COMMUNIS;

EID: 0029671288     PISSN: 09660844     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00188095     Document Type: Article

References (33)

1. Anderegg G, Ripperger H. 1989 Correlation between metal complex formation and biological activity of nicotianamine analogues. J Chem Soc Chem Commun 1989, 647-650.
2. Becker R, Fritz E, Manteuffel R. 1995 Subcellular localization and characterization of excessive iron in the nicotianamine-less tomato mutant chloronerva. Plant Physiol, 108, 269-275.
3. Benes̀ I, Schreiber K, Ripperger H, Kircheiss A. 1983 Metal complex formation by nicotianamine, a possible phytosiderophore. Experientia 39, 261-262.
4. Bromilow RH. 1994 Transport kinetics - agrochemicals. Pestic Sci 42, 249-251.
5. Buděšínský M, Budzikiewicz H, Procházka Z, et al. 1980 Nicotianamine, a possible phytosiderophore of general occurrence. Phytochemistry 19, 2295-2297.
6. Fujuta T, Isawa J, Hansch C. 1964 A new substituent constant, π, derived from partition coefficients. J Am Chem Soc 86, 5175-5180.
7. Hoffmann B, Plänker R, Mengel K. 1992 Measurement of the pH in the apoplast of sunflower leaves by means of fluorescence. Physiol Plant 84, 146-153.
8. Irving H, Williams RJP. 1953 The stability of transition-metal complexes. J Chem Soc 1953, 3192-3210.
9. Kleier DA. 1988 Phloem mobility of xenobiotics. I. Mathematical model unifying the weak acid and intermediate permeability theories. Plant Physiol 86, 803-810.
10. Kristensen I, Larsen PO. 1974 Azetidine-2-carboxylic acid derivates from seeds of Fagus silvatica L. and a revised structure for nicotianamine. Phytochemistry 13, 2791-2798.
11. Noma M, Noguchi M, Tamaki E. 1971 A new amino acid, nicotianamine, from tobacco leaves. Tetrahedron Lett 22, 2017-2020.
12. O'Sullivan WJ 1972 Stability constants of metal complexes. In: Dawson RM, Elliot DC, Elliot WH, Jones KM, eds. Data for Biochemical Research. Oxford: Oxford University Press; 423-434.
13. Pich A, Scholz G, Seifert K. 1991 Effect of nicotianamine on iron uptake and citrate accumulation in two genotypes of tomato, Lycopersicon esculentum Mill. J Plant Physiol 137, 323-326.
14. Pich A, Scholz G, Stephan UW. 1994 Iron-dependent changes of heavy metals, nicotianamine, and citrate in different plant organs and in the xylem exudate of two tomato genotypes. Nicotianamine as possible copper translocator. Plant Soil 161, 189-196.
15. Procházka Z, Rudolph A. 1988 Optimierung der Synthese von Nicotianamin aus I.-Azetidin-2-carbonsäure. Z Chem 28, 336.
16. Procházka Z, Scholz G. 1984 Nicotianamine, the 'normalizing factor' for the auxotroph tomato mutant Chloronerva; a representative of a new class of plant effectors. Experientia 40, 794-801.
17. Ripperger H, Faust J, Scholz G. 1982 Synthesis and biological activity of (+)-nicotianamine. Phytochemistry 21, 1785-1786.
18. Rudolph A, Becker R, Scholz G, et al. 1985 The occurrence of the amino acid nicotinaminc in plants and microorganisms. A reinvestigation. Biochem Physiol Pflanzen 180, 557-563.
19. Schmidke I, Stephan UW. 1995 Transport of metal micronutrients in the phloem of castor bean seedlings (Ricinus communis L). Physiol Plant, 94, in press.
20. Schobert C, Komor E. 1989 The differential transport of amino acids into the phloem of Ricinus communis L. seedlings as shown by the analysis of sieve-tube sap. Planta 177, 342-349.
21. Scholz G. 1965 Über Aufnahme, Verteilung und Wirkung von Eisenchelat bei einer chlorotischen Tomatenmutante. Kulturpflanze 13, 239-245.
22. Scholz G. 1967 Physiologische Untersuchungen an der Mutante chloronerva von Lycopersicon esculentum Mill. 2. Mitteilung. Quantitative Aspekte der Eisenaufnahme und verteilung und deren Beziehung zur 'phänotypischen Normalisierung'. Kulturpflanze 15, 255-266.
23. Scholz G. 1989 Effect of nicotianamine on iron re-mobilization in de-rooted tomato seedlings. Biol Met 2, 89-91.
24. Scholz G, Becker R, Pich A, Stephan UW. 1992 Nicotianamine a common constituent of strategies I and II of iron acquisition by plants. J Plant Nutr 15, 1647-1665.
25. Scholz G, Becker R, Stephan UW, Rudolph A, Pich A 1988a The regulation of iron uptake and possible functions of nicotianamine in higher plants. Biochem Physiol Pflanzen 183, 257-269.
26. Scholz G, Faust J, Ripperger H, Schreiber K. 1988b Structure-function relationship of nicotianamine analogues. Phytochemistry 27, 2749-2754.
27. Schreiber K. 1986 Identification and characterization of an endogenous cytometallophore of general distribution in plants. Pure Appl Chem 58, 745-752.
28. Sillén LG, Martell AE. 1964 Stability Constants of Metal-Ion Complexes. London: Burlington House Special Publication 17.
29. Stephan UW. 1995 The plant-endogenous Fe(II)-chelator nicotianamine restricts the ferrochelatase activity of tomato chloroplasts. J Exp Bot, 46, 531-537.
30. Stephan UW, Grün M. 1989 Physiological disorders of the nicotianamine-auxotroph tomato mutant chloronerva at different levels of iron nutrition. II. Iron deficiency response and heavy metal metabolism. Biochem Physiol Pflanzen 185, 189-200.
31. Stephan UW, Schmidke I, Pich A. 1994 Phloem translocation of Fe, Cu, Mn, and Zn in Ricinus seedlings in relation to the concentrations of nicotianamine, an endogenous chelator of divalent metal ions, in different seedling parts. Plant Soil 165, 181-188.
32. Stephan UW, Scholz G. 1993 Nicotianamine: mediator of transport of iron and heavy metals in the phloem? Physiol Plant 88, 522-529.
33. Stephan UW, Scholz G, Rudolph A. 1990 Distribution of nicotianamine, a presumed symplast iron transporter, in different organs of sunflower and of a tomato wild type and its mutant chloronerva. Biochem Physiol Pflanzen 186, 81-88.