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Chemical Compound Review

AC1L99NU     1-[(3S)-3-[[(3S)-3-amino-3- carboxy...

Synonyms:
 
 
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Disease relevance of C05324

  • Furthermore, transgenic tobacco plants with a high level of nicotianamine grew well in a nickel-enriched serpentine soil without developing any symptoms of nickel toxicity [1].
 

High impact information on C05324

  • Based on enzyme activity and sequence similarity to the coding DNA sequence of the purified barley enzyme the chloronerva gene encodes the enzyme nicotianamine synthase [2].
  • In graminaceous monocots, the genes for mugineic acids (MAs) synthesis, nas (nicotianamine synthase) and naat (nicotianamine aminotransferase), have been cloned from barley, whereas the FeIII-MAs transporter gene is yet to be cloned [3].
  • Although dicotyledonous plants do not synthesize PS, they do synthesize the PS precursor nicotianamine, a strong metal chelator essential for maintenance of iron homeostasis and copper translocation [4].
  • Arabidopsis Yellow Stripe-Like2 (YSL2): a metal-regulated gene encoding a plasma membrane transporter of nicotianamine-metal complexes [5].
  • Sequences homologous to IDE1 were also found in many other Fe-deficiency-inducible promoters, including: nicotianamine aminotransferase (HvNAAT)-A, HvNAAT-B, nicotianamine synthase (HvNAS1), HvIDS3, OsNAS1, OsNAS2, OsIRT1, AtIRT1, and AtFRO2, suggesting the conservation of cis-acting elements in various genes and species [6].
 

Biological context of C05324

  • Nicotianamine synthase gene expression differs in barley and rice under Fe-deficient conditions [7].
  • This is the first report describing down-regulation of NAS gene expression in response to Fe deficiency in plants, shedding light on the role of nicotianamine in graminaceous plants, other than as a precursor in phytosiderophore production [8].
  • Further confirmation comes from reduction of the nicotianamine content and the exhibition of a chloronerva-like phenotype due to the expression of heterologous antisense constructs in transgenic tobacco plants [9].
  • It not only provides methyl groups in many biological methylations, but also acts as the precursor in the biosynthesis of the polyamines spermidine and spermine, of the metal ion chelating compounds nicotianamine and phytosiderophores, and of the gaseous plant hormone ethylene [10].
  • The expression of a barley HvNAS1 nicotianamine synthase gene promoter-gus fusion gene in transgenic tobacco is induced by Fe-deficiency in roots [11].
 

Associations of C05324 with other chemical compounds

  • Treatment of Fe-deficient plants with aminooxyacetic acid, an inhibitor of nicotianamine aminotransferase, increased the translocation of [11C]methionine to the shoot [12].
  • Nano-electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (nano-ESI-FTICRMS) was employed for the analysis of the phytosiderophore 2'-deoxymugineic acid (DMA) and the candidate ligand for the intracellular iron transport in plants nicotianamine (NA) [13].
  • DMA-complexes of Fe(III), Zn, and Cu in wheat root, and an NA-complex of Ni in Arabidopsis were detected and identified by the proposed method [14].
 

Analytical, diagnostic and therapeutic context of C05324

References

  1. Increased nicotianamine biosynthesis confers enhanced tolerance of high levels of metals, in particular nickel, to plants. Kim, S., Takahashi, M., Higuchi, K., Tsunoda, K., Nakanishi, H., Yoshimura, E., Mori, S., Nishizawa, N.K. Plant Cell Physiol. (2005) [Pubmed]
  2. Map-based cloning of chloronerva, a gene involved in iron uptake of higher plants encoding nicotianamine synthase. Ling, H.Q., Koch, G., Bäumlein, H., Ganal, M.W. Proc. Natl. Acad. Sci. U.S.A. (1999) [Pubmed]
  3. Iron acquisition by plants. Mori, S. Curr. Opin. Plant Biol. (1999) [Pubmed]
  4. A loss-of-function mutation in AtYSL1 reveals its role in iron and nicotianamine seed loading. Le Jean, M., Schikora, A., Mari, S., Briat, J.F., Curie, C. Plant J. (2005) [Pubmed]
  5. Arabidopsis Yellow Stripe-Like2 (YSL2): a metal-regulated gene encoding a plasma membrane transporter of nicotianamine-metal complexes. DiDonato, R.J., Roberts, L.A., Sanderson, T., Eisley, R.B., Walker, E.L. Plant J. (2004) [Pubmed]
  6. Identification of novel cis-acting elements, IDE1 and IDE2, of the barley IDS2 gene promoter conferring iron-deficiency-inducible, root-specific expression in heterogeneous tobacco plants. Kobayashi, T., Nakayama, Y., Itai, R.N., Nakanishi, H., Yoshihara, T., Mori, S., Nishizawa, N.K. Plant J. (2003) [Pubmed]
  7. Nicotianamine synthase gene expression differs in barley and rice under Fe-deficient conditions. Higuchi, K., Watanabe, S., Takahashi, M., Kawasaki, S., Nakanishi, H., Nishizawa, N.K., Mori, S. Plant J. (2001) [Pubmed]
  8. Three nicotianamine synthase genes isolated from maize are differentially regulated by iron nutritional status. Mizuno, D., Higuchi, K., Sakamoto, T., Nakanishi, H., Mori, S., Nishizawa, N.K. Plant Physiol. (2003) [Pubmed]
  9. Isolation, characterization and cDNA cloning of nicotianamine synthase from barley. A key enzyme for iron homeostasis in plants. Herbik, A., Koch, G., Mock, H.P., Dushkov, D., Czihal, A., Thielmann, J., Stephan, U.W., Bäumlein, H. Eur. J. Biochem. (1999) [Pubmed]
  10. S-Adenosyl-L-methionine: beyond the universal methyl group donor. Roje, S. Phytochemistry (2006) [Pubmed]
  11. The expression of a barley HvNAS1 nicotianamine synthase gene promoter-gus fusion gene in transgenic tobacco is induced by Fe-deficiency in roots. Higuchi, K., Tani, M., Nakanishi, H., Yoshiwara, T., Goto, F., Nishizawa, N.K., Mori, S. Biosci. Biotechnol. Biochem. (2001) [Pubmed]
  12. Real-time [11C]methionine translocation in barley in relation to mugineic acid phytosiderophore biosynthesis. Bughio, N., Nakanishi, H., Kiyomiya, S., Matsuhashi, S., Ishioka, N.S., Watanabe, S., Uchida, H., Tsuji, A., Osa, A., Kume, T., Hashimoto, S., Sekine, T., Mori, S. Planta (2001) [Pubmed]
  13. Analysis of iron(II)/iron(III) phytosiderophore complexes by nano-electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Weber, G., von Wirén, N., Hayen, H. Rapid Commun. Mass Spectrom. (2006) [Pubmed]
  14. Separation and identification of phytosiderophores and their metal complexes in plants by zwitterionic hydrophilic interaction liquid chromatography coupled to electrospray ionization mass spectrometry. Xuan, Y., Scheuermann, E.B., Meda, A.R., Hayen, H., von Wir??n, N., Weber, G. Journal of chromatography. A (2006) [Pubmed]
  15. Effects of angiotensin I-converting enzyme inhibitor from Ashitaba (Angelica keiskei) on blood pressure of spontaneously hypertensive rats. Shimizu, E., Hayashi, A., Takahashi, R., Aoyagi, Y., Murakami, T., Kimoto, K. J. Nutr. Sci. Vitaminol. (1999) [Pubmed]
 
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