Monatshefte für Chemie / Chemical Monthly

, Volume 115, Issue 8–9, pp 1071–1080 | Cite as

Zur Chemie von Pyrrolpigmenten, 55. Mitt.

Phytochrommodellstudien: Zum Einfluß nicht konjugierter Ladungen auf den 2,3-Dihydrobilatrien-abc-Chromophor
  • Heinz Falk
  • Ulrich Zrunek
Organische Chemie Und Biochemie

On the chemistry of pyrrole pigments, LV: Phytochrome model studies: On the influence of non-conjugated charges on the 2,3-dihydrobilatriene-abc chromophor

Abstract

2,3-Dihydrobilatrienes-abc substituted with carboxy and amino residue bearing groups in 3- and 12-positions have been prepared. Spectrophotometric titrations of these derivatives revealed that the influence of a non-conjugated positive or negative charge in the vicinity of the chromophore has only marginal influence on the absorption spectra. Rather small hypsochromic and bathochromic shifts of the long wavelength absorption band were observed and are discussed with respect to their origin. The results indicate that the influence of non-conjugated charges is not a main reason for spectral shifts accompanying photochemical and thermal transformations of the phytochrome chromophore.

Keywords

2,3-Dihydrobilatrienes-abc Non-conjugated charges Phytochrome models UV-VIS spectra 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literatur

  1. 1.
    54. Mitt.:Edinger J., Falk H., Müller N., Monatsh. Chem.115, 837 (1984).Google Scholar
  2. 2.
    Nakanishi K., Balogh-Nair V., Arnaboldi M., Tsujimoto K., Honig B., J. Amer. Chem. Soc.102, 7945 (1980).Google Scholar
  3. 3.
    Motto M. G., Sheves M., Tsujimoto K., Balogh-Nair V., Nakanishi K., J. Amer. Chem. Soc.102, 7947 (1980).Google Scholar
  4. 4.
    Kakitani T., Kakitani H., Honig B., Nakanishi K., J. Amer. Chem. Soc.105, 648 (1983).Google Scholar
  5. 5.
    Honig B.,Dinner U.,Nakanishi K.,Balogh-Nair V.,Gawinowicz M.,Arnaboldi M.,Motto M. G., J. Amer. Chem. Soc.101, 7084.Google Scholar
  6. 6.
    Derguini F., Caldwell C. G., Motto M. G., Balogh-Nair V., Nakanishi K., J. Amer. Chem. Soc.105, 646 (1983).Google Scholar
  7. 7.
    Davis R. C., Ditson S. L., Fentiman A. F., Pearlstein R. M., J. Amer. Chem. Soc.103, 6823 (1981).Google Scholar
  8. 8.
    Suzuki H., Sugimoto T., Ishikawa K., J. Phys. Soc. Jap.38, 1110 (1975).Google Scholar
  9. 9.
    Sugimoto T., Ishikawa K., Suzuki H., J. Phys. Soc. Jap.40, 258 (1976).Google Scholar
  10. 10.
    Falk H., Müller N., Purschitzky A., Monatsh. Chem.115, 121 (1984).Google Scholar
  11. 11.
    Siehe z. B. die Übersicht:Rüdiger W., Structure and Bonding40, 101 (1980).Google Scholar
  12. 12.
    Falk H., Müller N., Schlederer T., Monatsh. Chem.111, 159 (1980).Google Scholar
  13. 13.
    Falk H., Zrunek U., Monatsh. Chem.115, 101 (1984).Google Scholar
  14. 14.
    Falk H., Zrunek U., Monatsh. Chem.114, 983 (1983).Google Scholar
  15. 15.
    Falk H., Müller N., Tetrahedron39, 1875 (1983).Google Scholar
  16. 16.
    Plieninger H., Ehl K., Klinger K., Ann. Chem.743, 112 (1971).Google Scholar
  17. 17.
    Campaigne E. E.,Jacoby F., El Crissol (Puerto Rico)1953, 19; C.A.48, 11320i (1954).Google Scholar
  18. 18.
    Falk H., Grubmayr K., Kapl G., Zrunek U., Monatsh. Chem.113, 1329 (1982).Google Scholar
  19. 19.
    Kentani T., Yoneyoshi Y., Tsuneyuki N., Jap. Kakai Tokhyo Koho78, 127, 413 (1978); C.A.90, 152613y (1979).Google Scholar
  20. 20.
    Wünsch E., Trinkl A., Z. Physiol. Chem.345, 193 (1966).Google Scholar
  21. 21.
    Falk H., Grubmayr K., Magauer K., Müller N., Zrunek U., Israel J. Chem.23, 187 (1983).Google Scholar

Copyright information

© Springer-Verlag 1984

Authors and Affiliations

  • Heinz Falk
    • 1
  • Ulrich Zrunek
    • 1
  1. 1.Institut für Analytische, Organische und Physikalische ChemieJohannes-Kepler-Universität LinzLinzÖsterreich

Personalised recommendations