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Toxic and non-toxic nonprotein amino acids in the Vicieae

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Amino Acids

Abstract

Over 665 nonprotein amino acids have been recognized as secondary metabolites. Forty-two of these natural products were found in members of the Vicieae. The highest concentrations of such compounds, and often the greatest variety, may be found in young seedlings of the genera: Lathyrus, Vicia, Lens and Pisum.

Relatively high concentrations of isoxazolinone amino acids are found characteristically in all species and varieties of Pisum and Lens, and in most species of Lathyrus and in part of the Vicia species. Outside the tribe Vicieae, isoxazolinone derivatives are not found in the plant kingdom.

Of the fifty species of Lathyrus seedlings examined, forty contain isoxazolinone amino acids. The analysis of these seedlings mostly reveal unique compositions of nonprotein amino acids and derivatives, including up to nine isoxazolinone derivatives, homoarginine, lathyrine, homoserine, O-acetyl-homoserine, O-oxalyl-homoserine, the osteolathyrogen: 3-aminopropionitrile and its 4-glutamyl derivative as well as the neurotoxins 2,4-diaminobutyric acid and 3-N-oxalyl-2,3-diaminopropionic acid.

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References

  1. Hunt S (1985) In: Barett GC (ed.) Chemistry and Biochemistry of the Amino Acids. Chapman and Hall, London, pp. 55–138.

    Chapter  Google Scholar 

  2. Saito K, Furukawa J, Okuda S and Hatanaka SJ (1985) Phytochemistry 24: 853–854.

    Article  CAS  Google Scholar 

  3. Bell EA (1973) In: Hey DH and John DI (eds.) MTP International Review of Science, Organic Chemistry, Series I. Butterworths, London, Vol. 6, p. 1.

    Google Scholar 

  4. Fowden L (1966) Nature 209: 807.

    Article  CAS  Google Scholar 

  5. Lambein F and Van Parijs R (1974) Biochem. Biophys. Res. Comm. 61: 155–162.

    Article  CAS  Google Scholar 

  6. Bell EA (1962) Biochem. J. 83: 225–229.

    PubMed  CAS  Google Scholar 

  7. Bell EA and Tirimanna ASL (1965) Biochem. J. 97: 104–111.

    PubMed  CAS  Google Scholar 

  8. Ressler C (1975) In: Runeckles VC (ed.) Recent advances in phytochemistry. Plenum Press, New York, Vol. 9, pp. 155–166.

    Google Scholar 

  9. Marinval P (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 39–45.

    Google Scholar 

  10. Kislev ME (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 46–51.

    Google Scholar 

  11. Ikegami F, Takayama K and Murakoshi I (1988) Phytochemistry 27: 3385–3389.

    Article  CAS  Google Scholar 

  12. Lambein F, De Bruyn A, Ikegami F and Kuo YH (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 246–256.

    Google Scholar 

  13. Nigam SN and Ressler C (1966) Biochemistry 5: 3426–3431.

    Article  PubMed  CAS  Google Scholar 

  14. Spencer PS, Roy DN, Ludolph A, Hugon J, Dwivedi MP and Schaumburg HH (1986) The Lancet 8515: 1066.

    Article  Google Scholar 

  15. Bell EA (1971) In: Harborne JB, Boulter JB and Turner BL (eds.) Chemotaxonomy of the leguminosae. Academic Press, London, pp. 179–206.

    Google Scholar 

  16. Spencer PS, Roy DN, Palmer VS and Dwivedi MP (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 297–305.

    Google Scholar 

  17. Kuo YH, Kobori M, Ongena G and Lambein F (1989) Arch. Int. Physiol. Biochim. 97: 12

    Google Scholar 

  18. Lambein F, Kuo YH and Van Parijs R (1976) Heterocycles 4: 567–593.

    Article  CAS  Google Scholar 

  19. Lambein F and De Vos B (1981) Arch. Int. Physiol. Biochim. 89 (2): 66–67.

    Google Scholar 

  20. Conn DF (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 315–317.

    Google Scholar 

  21. Virtanen AI, Berg AM and Kari S (1953) Acta. Chem. Scand. 7: 1423–1424.

    Google Scholar 

  22. Brown EG and Al-Baldawi F (1977) Biochem. J. 164: 589–594.

    PubMed  CAS  Google Scholar 

  23. Ahmad MAS, Maskall CS and Brown EG (1984) Phytochemistry 23: 265.

    Article  Google Scholar 

  24. Ikegami F, Kaneko M, Lambein F, Kuo YH and Murakoshi I (1987) Phytochemistry 26: 2699–2704.

    Article  CAS  Google Scholar 

  25. Pilbeam DJ and Bell EA (1979) Pytochemistry 18: 973–985.

    Article  CAS  Google Scholar 

  26. Murakoshi I, Kato F, Haginiwa J and Fowden L (1973) Chem. Pharm. Bull. 21 (4): 918–920.

    CAS  Google Scholar 

  27. Callebaut A, Lambein F and Van Parijs R (1977) Arch. Int. Physiol. Biochim. 85: 157–158.

    Google Scholar 

  28. Lambein F, Kuo YH and Ikegami F (1982) Abstr. 12th Internat. Congr. of Biochem. Perth. W. Australia Abstr. Pos. 005–215, p. 400.

    Google Scholar 

  29. Ongena G, Kuo YH and Lambein F (1989) Arch. Int. Physiol. Biochim. 97: 39.

    Google Scholar 

  30. Ongena G (1989) Thesis. State University of Ghent, Belgium.

    Google Scholar 

  31. Simola LK (1986) In: Kaul AK and Combes D (eds.) Lathyrus and Lathyrism. Third World Medical Research Foundation, New York, pp. 225–239.

    Google Scholar 

  32. Kuo YH, Lambein F, Ikegami F and Van Parijs R (1982) Plant Physiol. 70: 1283–1289.

    Article  PubMed  CAS  Google Scholar 

  33. Schenk S (Personal communication).

    Google Scholar 

  34. Wilson MF and Bell EA (1979) Phytochemistry 18: 1883–1884.

    Article  CAS  Google Scholar 

  35. Srivastava PN, Lambein F and Auclair JL (1988) Entomol. Exp. Appl. 48: 109–115.

    Google Scholar 

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Lambein, F., Kuo, YH., Ikegami, F., Murakoshi, I. (1990). Toxic and non-toxic nonprotein amino acids in the Vicieae. In: Lubec, G., Rosenthal, G.A. (eds) Amino Acids. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-2262-7_3

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  • DOI: https://doi.org/10.1007/978-94-011-2262-7_3

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-90-72199-04-1

  • Online ISBN: 978-94-011-2262-7

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