Bioluminescenc

  • Llyod L. Ingraham
  • Damon L. Meyer
Part of the Biochemistry of the Elements book series (BOTE, volume 4)

Abstract

Certain exothermic chemical reactions produce light instead of heat. Chemiluminescent reactions also occur in living systems. The term usually used for light production from living systems is bioluminescence. Fireflies, bacteria, and other organisms produce bioluminescence.

Keywords

Acetone Aldehyde Adduct Carbonyl Ketone 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Reference

  1. Adam, W., 1975. Biological light: a-Peroxylates as bioluminescent intermediates, J. Chem. Ed52: 138–145.CrossRefGoogle Scholar
  2. Anderson, J. A., 1980. Biochemistry of centipede bioluminescence, Photochem. Photobiol. 31:179–181. Baumstark, A. L., Cline, T. W., and Hastings, J. W., 1979. Reversible steps in the reaction ofGoogle Scholar
  3. aldehydes with bacterial luciferase intermediates, Arch. Biochem. Biophys. 193:449–455.Google Scholar
  4. Dunn, D. K., Michaliszyn, G. A., Bogacki, I. G., and Merghen, E. A., 1973. Conversion of aldehyde to acid in the bacterial bioluminescent reaction, Biochemistry12: 4911–4918PubMedCrossRefGoogle Scholar
  5. Hart, R. C., Stempel, K. E., Boyer, P. D., and Cormier, M. J., 1978. Mechanism of the enzyme- catalyzed bioluminescent oxidation of coelenterate-type luciferin, Biochem. Biophys. Res. Commun81: 980–986.PubMedCrossRefGoogle Scholar
  6. Hastings, J. W., and Balny, C., 1975. The oxygenated bacterial luciferase intermediate, J. Biol. Chem250: 7288–7293.PubMedGoogle Scholar
  7. Hastings, J. W., and Gibson, Q. H., 1963. Intermediates in the bioluminescent oxidation of reduced flavin mononucleotide, J. Biol. Chem238: 2537–2554.PubMedGoogle Scholar
  8. Hastings, J. W., Balny, C., LePeuch, C., and Douzou, P., 1973. Spectral properties of an oxygenated luciferase-flavin intermediate isolated by low temperature chromatography, Proc. Natl. Acad. Sci. U.S.A70: 3468–3472.PubMedCrossRefGoogle Scholar
  9. Kemal, C., and Bruice, T. C., 1976. Simple synthesis of a 4a-hydroperoxy adduct of a 1,5- dihydroflavin: Preliminary studies of a model for bacterial luciferase, Proc. Natl. Acad. Sci. U.S.A73: 995–999.PubMedCrossRefGoogle Scholar
  10. Kemal, C., Chan, T. W., and Bruice, T. C., 1977. Chemiluminescent reactions and electrophilic oxygen donating ability of 4a-hydroperoxyflavins: General synthetic method for the preparation of N5-alkyl-1, 5-dihydroflavins, Proc. Natl. Acad. Sci. U.S.A74: 405.PubMedCrossRefGoogle Scholar
  11. Kishi, T., Goto, T., Inoue, S., Suguira, S., and Kishimoto, H., 1966. Cypridina bioluminescence. III. Total synthesis of Cypridina luciferin, Tetrahedron Lett. 29: 3445–3450.CrossRefGoogle Scholar
  12. Koka, P., and Lee, J., 1979. Separation and structure of the prosthetic group of the blue fluorescence protein from the bioluminescent bacterium Photobacterium phosphoreum, J. Biol. Chem. 76: 3068–3072.Google Scholar
  13. Kopecky, K. R., and Mumford, C., 1969. Luminescence in the thermal decomposition of 3, 3, 4- trimethyl-1, 2-dioxetane, Can. J. Chem47: 709–711.CrossRefGoogle Scholar
  14. Lowe, J. N., Ingraham, L. L., Alspach, J., and Rasmussen, R., 1976. A proposed symmetry forbidden oxidation mechanism for the bacterial luciferase catalyzed reaction, Biochem. Biophys. Res. Commun73: 465–469.PubMedCrossRefGoogle Scholar
  15. McCapra, F., 1970. The chemiluminescence of organic compounds, PureAppl. Chem24: 611–629.CrossRefGoogle Scholar
  16. McCapra, F., and Hysert, D. W., 1973. Bacterial bioluminescence—identification of fatty acid as product, its quantum yield and a suggested mechanism, Biochem. Biophys. Res. Commun52: 298–304.PubMedCrossRefGoogle Scholar
  17. Merghen, E. A., and Hastings, J. W., 1971. Binding site determination from kinetic data: Reduced flavin mononucleotide binding to bacterial luciferase, J. Biol. Chem246: 7666–7674.Google Scholar
  18. Schuster, G. B., 1979. Chemiluminescence of organic peroxides: Conversion of ground state reactants to excited state products by the chemically initiated electron exchange luminescence mechanism, Acc. Chem. Res12: 366–373.CrossRefGoogle Scholar
  19. Shepherd, P. T., and Bruice, T. C., 1980. Formation of a nonchemiluminescent excited state species in the decomposition of 4a(alkylperoxy) flavins, J. Am. Chem. Soc102: 7774–7776.CrossRefGoogle Scholar
  20. Shimomura, O., and Johnson, F. H., 1971. Mechanism of the luminescent oxidation of Cypridina luciferin, Biochem. Biophys. Res. Commun44: 340–346.PubMedCrossRefGoogle Scholar
  21. Shimomura, O., Johnson, F. H., and Kohama, Y., 1972. Reactions involved in bioluminescence systems of limpet (Latia neritoides) and luminous bacteria, Proc. Natl. Acad. Sci. U.S.A69: 2086–2089.PubMedCrossRefGoogle Scholar
  22. Shimomura, O., Goto, T., and Johnson, F. H., 1977. Source of oxygen in the C02 produced in the bioluminescent oxidation of firefly luciferin, Proc. Natl. Acad. Sci. U.S.A74: 2799–2802.PubMedCrossRefGoogle Scholar
  23. Tu, S.-C., 1979. Isolation and properties of bacterial luciferase-oxygenated flavin intermediate complexed with long-chain alcohols, Biochemistry18: 5940–5945.PubMedCrossRefGoogle Scholar
  24. Turro, N. J., and Lechtken, P., 1972. Thermal decomposition of tetramethyl-1, 2-dioxetane: Selective and efficient chemelectronic generation of triplet acetone, J. Am. Chem. Soc94: 2886–2888.CrossRefGoogle Scholar
  25. White, E. H., and Worther, H., 1966. Analogs of firefly luciferin III, J. Org. Chem31: 1484–1488.PubMedCrossRefGoogle Scholar
  26. White, E. H., McCapra, F., Field, G. F., and McElroy, W. D., 1961. The structure and synthesis of firefly luciferin, J. Am. Chem. Soc83: 2402–2403.CrossRefGoogle Scholar
  27. White, E. H., Worther, H., Seliger, H. H., and McElroy, W. D., 1966. Amino analogs of firefly luciferin and biological activity thereof, J. Am. Chem. Soc88: 2015–2019.CrossRefGoogle Scholar
  28. White, E. H., Miano, J. D., and Umbreit, M., 1975. On the mechanism of firefly luciferin luminescence, J. Am. Chem. Soc97: 198–200.PubMedCrossRefGoogle Scholar
  29. White, E. H., Steinmetz, M. G., Miano, J. D., Wildes, P. D., and Morland, R., 1980. Chemi and bioluminescence of firefly luciferin, J. Am. Chem. Soc. 102: 3199–320CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1985

Authors and Affiliations

  • Llyod L. Ingraham
    • 1
  • Damon L. Meyer
    • 1
  1. 1.University of California, DavisDavisUSA

Personalised recommendations