Skip to main content
SpringerLink
Log in
Book cover

Comparative Animal Biochemistry pp 716–759Cite as

Secondary Metabolites

  • Chapter

  • 421 Accesses

Abstract

The components of macromolecules and supramolecular cell structures as well as the substrates of energy-yielding processes of cell metabolism are generally the same in all organisms. In addition, higher plants, fungi and bacteria in particular contain a large number of low molecular weight substances which are not part of this central anabolic and catabolic metabolism, and are therefore referred to as secondary metabolites [118]. The secondary metabolites of plants arise from the action of specific enzymes on products of primary metabolism, e.g. acetate, mevalonate, amino acids and carbohydrates. The complement of such enzymes, and thus the spectrum of secondary metabolites, varies with the species and the group, and is exploited by taxonomists. Several secondary metabolites are of great practical importance for the production of pharmaceuticals.

This is a preview of subscription content, log in via an institution.

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD   109.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Ahmad S, Kirkland K. E. and Blomquist G. J.: Evidence for a sex pheromone metabolizing cytochrome P450 mono-oxygenase in the housefly. Arch. Insect Biochem. Physiol. 6: 121–140 (1987)

    CAS  Google Scholar 

  2. Ali M. F. et al.: The Dufour substances of the workers of Formica fusca and Formica lemani (Hymenoptra: Formicidae). Comp. Biochem. Physiol. Pt. B 88: 59–63 (1987)

    Article  Google Scholar 

  3. Anctil M. and Shimomura O.: Mechanism of photo-inactivation and re-activation in the bioluminiscence system of the ctenophore Mnemiopsis. Biochem. J. 221: 269–272 (1984)

    CAS  PubMed  Google Scholar 

  4. Aarakawa A. E. et al.: Tetrodotoxin and related substances in a ribbon worm Cephalotrix linearis (nemertean). Toxicon 28: 1083–93 (1990)

    Article  Google Scholar 

  5. Arsequell G., Fabrias G. and Camps F: Sex pheromone biosynthesis in the processionary moth Thaumetopoea pityocampa by delta-13 desaturation Arch. Insect Biochem. Physiol. 14: 47–56 (1990)

    CAS  Google Scholar 

  6. Aso Y., Imamura Y. and Yamasaki N.: Further studies on DOPA chinone imine concersion factor from cuticles of Manduca sexta (L.). Insect Biochem. 19: 401–407 (1989)

    Article  CAS  Google Scholar 

  7. Atta-ur-Rahmann and Le Quesne P. W.: Natural products chemistry III. Springer-Verlag, New York 1988

    Book  Google Scholar 

  8. Attygalle A. B. et al.: New chemicals from the Dufour gland of the formicine ant Lasius niger (Hymenoptera: Formicidae). Insect Biochem. 17: 219–225 (1987)

    Article  CAS  Google Scholar 

  9. Avila C. et al.: Biosynthetic origin and anatomical distribution of the main secondary metabolites in the nudibranch mollusc Doris verrucosa. Comp. Biochem. Physiol. Pt. B 97: 363–368 (1990)

    Article  Google Scholar 

  10. Azumi K., Yokosawa H. and Ishii S.: Halocyamines: Novel antimicrobial tetrapeptide-like substances isolated from the hemocytes of the solitary ascidian Halocynthia roretzi. Biochemistry 29: 159–165 (1990)

    Article  CAS  PubMed  Google Scholar 

  11. Baden D. G.: Brevetoxins: unique polyether dinoflagellate toxins. Faseb J. 3: 1807–17 (1989)

    CAS  PubMed  Google Scholar 

  12. Baehr W. et al.: Isolation and analysis of the mouse opsin gene. FEBS Letters 238: 253–256 (1988)

    Article  CAS  PubMed  Google Scholar 

  13. Barbier M.: Introduction to chemical ecology. Longman, Harlow UK 1979

    Google Scholar 

  14. Barbier M.: Butterfly and moth neopterobilins: sarpedobilin as a natural metachromatic pigment. Comp. Biochem. Physiol. Pt. B 84: 619–621 (1986)

    Article  Google Scholar 

  15. Bell W. J. and Cardé R. T.: Chemical ecology of insects. Chapman and Hall, London 1984

    Google Scholar 

  16. Bendich A. and Olson J. A.: Biological actions of carotenoids. Faseb J. 3: 1927–32 (1989)

    CAS  PubMed  Google Scholar 

  17. Benedikt E. et al.: Biliverdin IX-delta and neobiliver din IX-delta, isolated from the ovaries of the marine snail, Turbo cornutus. Eur. J. Biochem. 175: 643–648 (1988)

    Article  CAS  PubMed  Google Scholar 

  18. Bettini S. (ed.): Arthropod venoms. Hb. exp. Pharma col. Vol. 48. Springer, Berlin 1978

    Google Scholar 

  19. de Bianchi A. G. and Marinotti O.: Physiological pattern and further characterization of the haemolymph violet carotenoprotein of the fly Rhynchosciara americana. Comp. Biochem. Physiol. Pt. B 83: 637–642 (1986)

    Article  Google Scholar 

  20. Billen J. P. J., Jackson B. D. and Morgan E. D.: The contents of the pygidial gland of the primitive ant Nothomyrmecia macrops (Hymenoptera, Formicidae). Experientia 44: 794–797 (1988)

    Article  CAS  Google Scholar 

  21. Bjostad L. B. and Roelofs W. L.: Sex pheromone biosynthetic precursors in Bombyx mori. Insect Biochem. 14: 275–278 (1984)

    Article  CAS  Google Scholar 

  22. Blum M. S.: Alarm pheromones. In: Kerkut G. A. and Gilbert L. I. (eds.): Comprehensive insect physiology, biochemistry and pharmacology, Vol. 9, pp. 193–224. Pergamon Press, Oxford 1985

    Google Scholar 

  23. Blum M. S. et al.: Oxygenated compounds in beeswax: Identification and possible significance. Comp. Biochem. Physiol. Pt. B 91: 581–583 (1988)

    Article  CAS  Google Scholar 

  24. Boppré M.: Insects pharmacophagously utilizing defensive plant chemicals (pyrrolizidine alkaloids). Naturwissenschaften 73: 17–26 (1986)

    Article  Google Scholar 

  25. Borst D. E. et al.: Interphotoreceptor retinoid-binding protein. Gene characterization, protein repeat structure, and its evolution. J. Biol. Chem. 264: 1115–23 (1989)

    CAS  PubMed  Google Scholar 

  26. Braconnier M. F. et al.: (Z)-1,17-diaminooctadec-oene, a novel aliphatic diamine from Coccinellidae. Experientia 41: 519–520 (1985)

    Article  CAS  Google Scholar 

  27. Bradshaw J. W. S.: Insect natural products–Components derived from acetate, shikimate and amino acids. In: Kerkut G. A. and Gilbert L. I. (eds.): Comprehensive insect physiology, biochemistry and pharmacology, Vol. 11, pp. 655–703. Pergamon Press, Oxford 1985

    Google Scholar 

  28. Breer H., Krieger J. and Raming K.: A novel class of binding proteins in the antennae of the silk moth Antheraea pernyi. Insect Biochem. 20: 735–740 (1990)

    Article  CAS  Google Scholar 

  29. Bridges C. D. and Alvarez R. A.: The visual cycle operates via an isomerase acting on all-trans retinol in the pigment epithelium. Science 236: 1678–80 (1987)

    Article  CAS  PubMed  Google Scholar 

  30. Brittain T. and Wells R. M. G.: Characteristics of a biliprotein complex in the serum of the stargazer fish(Genyagus novazelandiae: Uroscopidae) and its possible role in camouflage. Comp. Biochem. Physiol. Pt. B 92: 303–306 (1989)

    Article  Google Scholar 

  31. Britton G.: The biochemistry of natural pigments. Cambridge Univ. Press, Cambridge 1983

    Google Scholar 

  32. Brush A. H.: Metabolism of carotenoid pigments in birds. Faseb J. 4: 2969–77 (1990)

    CAS  PubMed  Google Scholar 

  33. Buckingham J. (ed.): Dictionary of natural products. Chapman and Hall, New York 1993

    Google Scholar 

  34. Burger B. V. and Pretorius P. J.: Mammalian pheromone studies. VI. Compounds from the preorbital gland of the blue duiker, Cephalophus monticola. Z. Naturforsch. Sect. C 42: 1355–57 (1987)

    CAS  Google Scholar 

  35. Campbell A. K. and Herring P. J.: A novel red fluores cent protein from the deep sea luminous fish Malacos teus niger. Comp. Biochem. Physiol. Pt. B 86: 411–417 (1987)

    Article  Google Scholar 

  36. Cariello L. et al.: Antimicrobial activity of avarol, a sesquiterpenoid hydroquinone from the marinesponge, Dysidea avara. Comp. Biochem. Physiol. Pt. B 71: 281–283 (1982)

    Article  CAS  Google Scholar 

  37. Chang C. W. J. and Scheuer P. J.: Biosynthesis of marine isocyanoterpenoids in sponges. Comp. Biochem. Physiol. Pt. B 97: 227–233 (1990)

    Article  Google Scholar 

  38. Charbonneau H. et al.: Amino acid sequence of the calcium-dependent photoprotein aequorin. Biochemistry 24: 6762–71 (1985)

    Article  CAS  PubMed  Google Scholar 

  39. Chinzei Y. et al.: Purification and characterization of biliverdin-associated cyanoprotein from eggs and hemolymph of the bean bug, Riportus clavatus (Heteroptera: Alydidae). Insect Biochem. 20: 545–555 (1990)

    Article  CAS  Google Scholar 

  40. Cimino G. et al.: Observations on the toxicity and metabolic relationships of polygodial, the chemical defense of the nudibranch Dendrodoris limbata. Experientia 41: 1335–36 (1985)

    Article  CAS  Google Scholar 

  41. Cimino G. et al.: Oxytoxins, bioactive molecules produced by the marine opisthobranch mollusc Oxynoe olivacea from a diet-derived preursor. Experientia 46: 767–770 (1990)

    Article  CAS  PubMed  Google Scholar 

  42. Clark R. J. H. et al.: The carotenoproteins of the starfish Linckia laevigata (Echinodermata: Asteroidea): A resonance Raman and circular dichroism study. Comp. Biochem. Physiol. Pt. B 95: 847–853 (1990)

    Article  Google Scholar 

  43. Clawitter J. et al.: A novel family of progesteroneinduced, retinol-binding proteins from uterine secretions of the pig. J. Biol. Chem. 265: 3248–55 (1990)

    CAS  PubMed  Google Scholar 

  44. Colepicolo P., Pagni D. and Bechara E. J. H.: Luciferin biosynthesis in larval Pyrearinus termitilluminans ture, and its evolution. J. Biol. Chem. 264: 1115–23 (Coleoptera: Elateridae). Comp. Biochem. Physiol. Pt. B 91: 143–147 (1988)

    Google Scholar 

  45. Connell G. J. and Molday R. S.: Molecular cloning, primary structure, and orientation of the vertebrate photoreceptor cell protein peripherin in the rod outer segment disk membrane. Biochemistry 29: 4691–98 (1990)

    Article  CAS  PubMed  Google Scholar 

  46. Cowman A. E, Zuker C. S. and Rubin G. M.: Anopsin gene expressed in only one photoreceptor celltype of the Drosophila eye. Cell 44: 705–710 (1986)

    Article  CAS  PubMed  Google Scholar 

  47. Crabb J. W. et al.: Cloning of the cDNAs encoding the cellular retinaldehyde-binding protein from bovine and human retina and comparison of the protein structures. J. Biol. Chem. 263: 18688–92 (1988)

    CAS  PubMed  Google Scholar 

  48. Crews P. and Naylor S.: Sesterpenes: An emerging group of metabolites. Progr. Chem. organic natural Products Vol. 48, pp. 203–269. Springer, Wien 1985

    Google Scholar 

  49. Daly J. W.: Alkaloids of neotropical poison frogs (Dendrobatidae). Progr. Chem. organic natural Products Vol. 41., pp. 205–340 Springer, Wien 1982

    Google Scholar 

  50. Davis R. H. and Nahrstedt A.: Cyanogenesis in insects. In: Kerkut G. A. and Gilbert L. I. (eds.): Comprehensive insect physiology, biochemistry and pharmacology, Vol. 11, pp. 635–654. Pergamon Press, Oxford 1985

    Google Scholar 

  51. Davis R. H. and Nahrstedt A.: Biosynthesis of cyanogenic glucosides in butterflies and moths. Effective incorporation of 2-methylpropanenitril and 2-methylbutanenitril into linamarin and notaustralin by Zygaena and Heliconius species (Lepidoptera). Insect Biochem. 17: 689–693 (1987)

    Article  CAS  Google Scholar 

  52. Dean J. et al.: Defensive spray of the bombardier beetle: A biological pulse jet. Science 248: 1219–21 (1990)

    Article  CAS  PubMed  Google Scholar 

  53. Demmer L. A. et al.: The cellular retinol binding protein II gene. J. biol. Chem. 262: 2458–67 (1987)

    CAS  PubMed  Google Scholar 

  54. van Dop C., Medynski D. C. and Apone L. M.: Nucleotide sequence for a cDAN encoding the a-subunit of retinal transducin (GNAT1) isolated from the human eye. Nucleic Acids Res. 17: 4887 (1989)

    Article  PubMed  Google Scholar 

  55. Dunlap W. C. et al.: Biochemical photoadatation in vision: u.v.-absorbing pigments in fish eye tissues. Comp. Biochem. Physiol. Pt. B 93: 601–607 (1989)

    Article  Google Scholar 

  56. Dussourd D. E. et al.: Biparental defensive endowment of eggs with acquired plant alkaloid in the moth Utetheisa ornatrix. Proc. Nat. Acad. Sci. USA 85: 5992–96 (1988)

    Article  CAS  PubMed  Google Scholar 

  57. Ekpa O. et al.: Ketones and alcohols in the defensive secretion of Leiobunum townsendi Weed and a review of the known exocrine secretions of Palpatores (Arachnida: Opiliones). Comp. Biochem. Physiol. Pt. B 81: 555–557 (1985)

    Article  Google Scholar 

  58. Evans C. O. et al.: Cloning, sequencing and expression of cDNA for chick liver haem oxygenase: comparison of avian and mammalian cDNAs and deduced proteins. Biochem. J. 273: 659–666 (1991)

    CAS  PubMed  Google Scholar 

  59. Everaerts C. et al.: (+)-alpha-pinene in the defensive secretion of Nasutitermes princeps (Isoptera, Termitidae). Experientia 46: 227–230 (1990)

    Google Scholar 

  60. Fang L. S.: Study on the heme catabolism of fish. Comp. Biochem. Physiol. Pt. B 88: 667–673 (1987)

    Article  Google Scholar 

  61. Fang L. S. and Bada J. L.: The blue-green blood plasma of marine fish (Review). Comp. Biochem. Physiol. Pt. B 97: 37–45 (1990)

    Article  CAS  Google Scholar 

  62. Fenical W.: Natural products chemistry in the marine environment. Science 215: 923–928 (1982)

    Article  CAS  PubMed  Google Scholar 

  63. Ferré J. et al.: Pigment patterns in mutants affecting the biosynthesis of pteridines and xanthommatin in Drosophila melanogaster. Biochem. Genetics 24: 545–569 (1986)

    Article  Google Scholar 

  64. Fong S. L. et al.: IRBP-like proteins in the eyes of six cephalopod species: Immunochemical relationship to vertebrate interstitial retinol-binding protein (IRBP) and cephalopod retinal-binding protein. Vision Res. 28: 563–573 (1988)

    Article  CAS  PubMed  Google Scholar 

  65. Foster K. W. et al.: A rhodopsin is the functional photoreceptor for phototaxis in the unicellular eukaryote Chlamydomonas. Nature 311: 756–758 (1984)

    Article  CAS  PubMed  Google Scholar 

  66. Foster S. P.: Biosynthesis of a monene and a conjugated diene sex pheromone component of the light-brown apple moth by delta-11 desaturation. Experientia 46: 269–273 (1990)

    Article  CAS  Google Scholar 

  67. Francke W., Borchert J. and Klimetzek D.: Volatile constituents in the red wood ant Formica rufa L. (Hymenoptera: Formicidae). Z. Naturforsch. Sect. C 40: 661–664 (1985)

    Google Scholar 

  68. Fukada Y. et al.: Beta/gamma subunit of bovine transducin composed of two components with distinctive gamma-subunits. J. Biol. Chem. 264: 5937–43 (1989)

    CAS  PubMed  Google Scholar 

  69. Gillespie P. G. et al.: A soluble form of bovine rod photoreceptor phosphodiesterase has a novel 15-kDa subunit. J. Biol. Chem. 264: 12187–93 (1989)

    CAS  PubMed  Google Scholar 

  70. Gomez R. et al.: A purple carotenoprotein from the carapace of Galathea strigosa. Comp. Biochem. Physiol. Pt. B 90: 53–57 (1988)

    Article  Google Scholar 

  71. Goodwin T W.: The biochemistry of the carotenoids, 2. ed., 2 vol. set. Chapman and Hall, London 1980–84

    Google Scholar 

  72. Grant P. T. et al.: The isolation of four aminocyclohexenimines (mycosporines) and a structurally related derivative of cyclohehane-1,3-dione (gadusol) from the brine shrimp, Artemia. Comp. Biochem. Physiol. Pt. B 80: 755–759 (1985)

    Article  Google Scholar 

  73. Grishin E. V., Volkova T. M. and Arseniev A. S.: Isolation and structure analysis of components from venom of the spider Argiope lobata. Toxicon 27: 541–549 (1989)

    Article  CAS  PubMed  Google Scholar 

  74. Habermann E.: Palytoxin acts through Na,K-ATPase (Review article) Toxicon 27: 1171–87 (1989)

    CAS  PubMed  Google Scholar 

  75. Habermehl G.: Toxic animals and their weapons (In German). 4th ed. Springer, Berlin 1987

    Google Scholar 

  76. Hall M. D. et al.: Molecular cloning and primary structure of squid (Loligo forbesi) rhodopsin, a phospholipase C-directed G-protein-linked receptor. Biochem. J. 274: 35–40 (1991)

    CAS  PubMed  Google Scholar 

  77. Hamilton J. G. C., Sonenshine D. E. and Lusby W. R.: Cholesteryl oleate: mounting sex pheromone of the hard tick Dermacentor variabilis (Say) (Acari: Ixodidae). J. Insect Physiol. 35: 873–879 (1989)

    Article  CAS  Google Scholar 

  78. Hamm H. E. and Bownds M. D.: Protein complementation of rod segments of frog retina. Biochemistry 25: 4512–23 (1986)

    Article  CAS  PubMed  Google Scholar 

  79. Hastings J. W.: Biological diversity, chemical mechanisms, and the evolutionary origins of bioluminescent systems. J. mol. Evol. 19: 309–321 (1983)

    Article  CAS  PubMed  Google Scholar 

  80. Higa T., Ichiba T. and Okuda R. K.: Marine indoles of novel substitution pattern from the acorn worm Glossobalanus sp. Experientia 41: 1487–88 (1985)

    Article  CAS  Google Scholar 

  81. Hiraki K. et al.: Conformation changes of cuttlefish (Euprymna morsei) rhodopsin following photoconversion. Biochim. biophys. Acta 1077: 355–361 (1991)

    CAS  Google Scholar 

  82. Hisatomi O. et al.: Isolation and characterization of lamprey rhodopsin cDNA. Biochem. biophys. Res. Commun. 174: 1125–32 (1991)

    CAS  Google Scholar 

  83. Holden H. M. et al.: The molecular structure of insecticyanin from the tobacco hornworm Manduca sexta L. at 2.6 A. Embo J. 6: 1565–70 (1987)

    CAS  PubMed  Google Scholar 

  84. Honda K.: GC-MS and C13-NMR studies on the biosynthesis of terpenoid defensive secretions by the larvae of papilionid butterflies (Luehdorfia and Papilio). Insect Biochem. 20: 245–250 (1990)

    Article  CAS  Google Scholar 

  85. Huber A. et al.: Opsin of Calliphora peripheral photoreceptors R1–6. Homology with Drosophila Rhl and posttranslational processing. J. Biol. Chem. 265: 17906–10 (1990)

    CAS  PubMed  Google Scholar 

  86. Hwang D. F., Cueh C. H. and Jeng S. S.: Occurrence of tetrodotoxin in the gastropod mollusk Natica lineata (lined moon shell). Toxicon 28: 21–27 (1990)

    Article  CAS  PubMed  Google Scholar 

  87. Ito S.: Reexamination of the structure of eumelanin. Biochim. biophys. Acta 883: 155–161 (1986)

    CAS  Google Scholar 

  88. Ito S. et al.: Incorporation of sulfhydryl compounds into melanins in vitro. Biochim. biophys. Acta 964: 1–7 (1988)

    CAS  Google Scholar 

  89. Jackson B. D. et al.: Trail pheromone of the ant Tetramorium merdinale. Naturwissenschaften 77: 294–296 (1990)

    Article  CAS  Google Scholar 

  90. Johne S.: The quinazoline alkaloids. Progr. Chem. organic natural Products Vol. 46, pp. 159–229. Springer, Wien 1984

    Google Scholar 

  91. Jones G. et al.: Purification and characterization of a very high density chromolipoprotein from the hemolymph of Trichoplusia ni (Huebner). Arch. Insect Biochem. Physiol. 7: 1–11 (1988)

    CAS  Google Scholar 

  92. Jurenka R. A., Howard R. W. and Blomquist G. J.: Prostaglandin synthetase inhibitors in insect defensive secretions. Naturwissenschaften 73: 735–737 (1986)

    Article  CAS  Google Scholar 

  93. Jurenka R. A. and Roelofs W L.: Characterization of the acetyltransferase used in pheromone biosynthesis in moths: specificity for the Z isomer in Tortricidae. 113. Insect Biochem. 19: 639–644 (1989)

    Article  CAS  Google Scholar 

  94. Karnaukhov V. N.: Carotenoids: Recent progress, problems and prospects (Review). Comp. Biochem. Physiol. Pt. B 95: 1–20 (1990)

    Article  CAS  Google Scholar 

  95. Kasang L. G., Nicholls M. and Vonproff L.: Sex pheromone conversion and degradation in antennae of the silkworm moth Bombyx mori. Experientia 45: 115. 81–87 (1989)

    Article  CAS  Google Scholar 

  96. Kayser H.. Pigments. In: Kerkut G. A. and Gilbert L. I. (eds.): Comprehensive insect physiology, biochemistry and pharmacology, Vol. 10, pp. 367–415. 116. Pergamon Press, Oxford 1985

    Google Scholar 

  97. Keen J. N. et al.: Complete sequence and model for the A2 subunit of the carotenoid pigment complex, 117. crustacyanin Eur. J. Biochem. 197: 407–417 (1991)

    Article  CAS  PubMed  Google Scholar 

  98. Kim I. H. et al.: Structure and function of the photoreceptor stentorins in Stentor coeruleus (I). Biochim. 118. biophys. Acta 1040: 43–57 (1990)

    CAS  Google Scholar 

  99. King G. M.: Inhibition of microbial activity in marine 119. sediments by a bromophenol from a hemichordate. Nature 323: 257–259 (1986)

    Article  CAS  Google Scholar 

  100. Kirschfeld K.: The role of photostabile pigments in 120. eyes and photoreceptor cells (In German). Verh. Dtsch. Zool. Ges. 78: 101–117 (1985)

    CAS  Google Scholar 

  101. Koenig B. et al.: Three cytoplasmic loops of rhodopsin interact with transducin. Proc. Nat. Acad. Sci. 121. USA 86: 6878–82 (1989)

    Article  CAS  Google Scholar 

  102. Krissansen G. W, Trotman C. N. A. and Tate W. P.: Identification of the blue-green chromophore of an abundant biliprotein from the haemolymph of Arte- 122. mia. Comp. Biochem. Physiol. Pt. B 77: 249–252 (1984)

    Article  Google Scholar 

  103. Krust A. et al.: A third human retinoic acid receptor, 123. hRAR-gamma. Proc. Nat. Acad. Sci. USA 86: 5310–14 (1989)

    Article  CAS  PubMed  Google Scholar 

  104. Kumagai M. et al.: Okadaic acid as the causative toxin of diarrhetic shellfish poisoning in Europe. 124. Agric. biol. Chem. 50: 2853–58 (1986)

    CAS  Google Scholar 

  105. Kumar S. et al • Amino acid sequence of the Ca-triggered luciferin binding protein of Renilla reniformis. FEBS Letters 268: 287–290 (1990)

    Google Scholar 

  106. Kunesch G. et al.: A fungal metabolite as the male wing gland pheromone of the bumble-bee wax moth, Aphomia sociella L. Z. Naturforsch. Sect. C 42: 657–659 (1987)

    CAS  Google Scholar 

  107. Kuwata O. et al.: The primary structure of iodopsin, a chicken red-sensitive cone pigment. FEBS Letters 272: 128–132 (1990)

    Article  CAS  PubMed  Google Scholar 

  108. Lambrecht H. G. and Koch K. W.: A 26 kd calcium 127. binding protein from the bovine rod outer segments as modulator of photoreceptor guanylate cyclase. Embo J. 10: 793–798 (1991)

    CAS  PubMed  Google Scholar 

  109. Lanne B. S. et al.: Biosynthesis of 2-methyl-3-buten- 128. 2-ol, a pheromone component of Ips typographus (Coleoptera: Scolytidae). Insect Biochem. 19: 163–167 (1989)

    CAS  Google Scholar 

  110. Leal W S. et al.: ß-Acaridial, the sex pheromone of the acarid mite Caloglyphus polyphyllae. Naturwis- 129. senschaften 76: 332–333 (1989)

    Article  CAS  Google Scholar 

  111. Leal W. S., Kuwahara Y. and Suzuki T.: Robinal, a highly conjugated monoterpenoid from the mite Rhizoglyphus robini. Naturwissenschaften 77: 387–388 130. (1990)

    Google Scholar 

  112. LeConte Y. et al.: Identification of a brood pheromone in honeybees. Naturwissenschaften 77: 334–336 131. (1990)

    Google Scholar 

  113. Lemaire M. et al.: Alkaloid venom of European ants in the genus Monomorium. Site of synthesis, identification and quantification. Exp. Biol. 48: 27–40 (1988)

    CAS  PubMed  Google Scholar 

  114. Liou G. I. et al.: Human interstitial retinoid-binding protein. Gene structure and primary sequence. J. Biol. Chem. 264: 8200–06 (1989)

    CAS  PubMed  Google Scholar 

  115. Lipkin V. M. et al.: (3-Subunit of bovine photoreceptor cGMP phosphodiesterase. Comparison with the phosphodiesterase family. J. Biol. Chem. 265: 12955–59 (1990)

    CAS  PubMed  Google Scholar 

  116. Llewellyn L. E. and Endean R.: Toxins extracted from Australian specimens of the crab, Eriphia sebana (Xanthidae). Toxicon 27: 579–586 (1989)

    Article  CAS  PubMed  Google Scholar 

  117. Lorenz W. W et al.: Isolation and expression of a cDNA encoding Renilla reniformis luciferase. Proc. Nat. Acad. Sci. USA 88: 4438–42 (1991)

    Article  CAS  PubMed  Google Scholar 

  118. Mann J.: Secondary metabolism, 2nd ed. Clarendon Press, Oxford 1987

    Google Scholar 

  119. Maoka T. and Matsuno T.: Metabolism of carotenoids in terrestrial snail Euhadra callizona amaliae. Comp. Biochem. Physiol. Pt. B 92: 41–43 (1989)

    Article  Google Scholar 

  120. Maoka T., Yokoi S. and Matsuno T.: Comparative biochemical studies of carotenoids in nine species of Cephalopoda. Comp. Biochem. Physiol. Pt. B 92: 247–250 (1989)

    Article  Google Scholar 

  121. Maoka T., Tsushima M. and Matsuno T.: New acetylenic carotenoids from the starfish Asterina pectinifera and Asterias amurensis. Comp. Biochem. Physiol. Pt. B 93: 829–834 (1989)

    Article  Google Scholar 

  122. Martin R. L. et al.: Visual pigment homologies revealed by DNA hybridisation. Science 232: 1266–69 (1986)

    Article  CAS  PubMed  Google Scholar 

  123. Martinez T., Fabrias G. and Camps F.: Sex pheromone biosynthetic pathway in Spodoptera littoralis and its activation by a neurohormone. J. Biol. Chem. 265: 1381–87 (1990)

    CAS  PubMed  Google Scholar 

  124. Masuda T, Tatsumi H. and Nakano E.: Cloning and sequence analysis of cDNA for luciferase of a Japanese firefly, Luciola crusiata. Gene 77: 265–270 (1989)

    Article  CAS  PubMed  Google Scholar 

  125. Matsui S. et al.: 4-Hydroxyretinal, a new visual pigment chromophore found in the bioluminescent squid, Watasenia scintillans. Biochim. biophys. Acta 966: 370–374 (1988)

    Google Scholar 

  126. Matsuno T. et al.: Comparative biochemical studies of carotenoids in fishes–XXIX. Isolation of new luteins, lutein F and lutein G from marine fishes. Comp. Biochem. Physiol. Pt. B 85: 77–80 (1986)

    Article  CAS  Google Scholar 

  127. Matsuno T. et al.: Isolation of three new carotenoids and proposed metabolic pathways of carotenoids in hen’s egg yolk. Comp. Biochem. Physiol. Pt. B 84: 477–481 (1986)

    Article  Google Scholar 

  128. Matsuno T. and Tsushima M.: Carotenoids of shellfishes. X. Reductive metabolic pathway of echinenone and fritschiellaxanthin in the spindle shell Fusinus perplexus. Comp. Biochem. Physiol. Pt. B 92: 189–193 (1989)

    Article  Google Scholar 

  129. Matsuno T, Maoka T. and Toriiminami Y. Carotenoids in the Japanese stick insect Neophirasea japonica. Comp. Biochem. Physiol. Pt. B 95: 583–587 (1990)

    Google Scholar 

  130. McCapra E: The chemistry of bioluminescence (Review lecture). Proc. Royal Soc. London 215: 247–272 (1982)

    CAS  Google Scholar 

  131. McElroy W. D. and DeLuca M.: Biochemistry of insect bioluminescence. In: Kerkut G. A. and Gilbert L.I. (eds.): Comprehensive insect physiology, biochemistry and pharmacology, Vol. 4, pp. 553–563. Perga-mon Press, Oxford 1985

    Google Scholar 

  132. Mebs D. and Schmidt K.: Occurrence of tetrodotoxin in the frog Atelopus oxyrhynchus. Toxicon 27: 819–822 (1989)

    Article  CAS  PubMed  Google Scholar 

  133. Milicua J. C. G. et al.: A red carotenoprotein from the carapace of the crayfish, Procambarus clarkii. Comp. Biochem. Physiol. Pt. B 81: 1023–25 (1985)

    Article  Google Scholar 

  134. Milicua J. C. G. et al.: A yellow carotenoprotein from the carapace of the crayfish Astacus leptodactylus. Comp. Biochem. Physiol. Pt. B 85: 615–619 (1986)

    Article  Google Scholar 

  135. Moore R. E.: Structure of palytoxin. Progr. Chem. organic natural Products Vol. 48, pp. 81–202. Springer, Wien 1985

    Google Scholar 

  136. Müller W. E. G. et al.: Potent antileucemic activity of the novel cytostatic agent avarone and its analogues in vitro and in vivo. Cancer Res. 45: 4822–27 (1985)

    PubMed  Google Scholar 

  137. Murata M. et al.: Charaterization of compounds that induce symbiosis between sea anemone and fish. Science 234: 585–587 (1986)

    Article  CAS  PubMed  Google Scholar 

  138. Nardi G., Palumbo A. and Prota G.: The role of the white bodies in the biosynthesis of adenochrome. Comp. Biochem. Physiol. Pt. B 71: 297–300 (1982)

    Article  Google Scholar 

  139. Naylor S. et al.: Chemical and biological aspects of marine monoterpenes. Progr. Chem. organic natural Products Vol. 44, pp. 189–241. Springer, Wien 1983

    Google Scholar 

  140. Nichol C. A., Smith G. K. and Duch D. S.: Biosynthesis and metabolism of tetrahydrobiopterin and molybdopterin. Annual Rev. Biochem. 54: 729–764 (1985)

    Article  CAS  Google Scholar 

  141. Novotny M., Harvey S. and Jemiolo B.: Chemistry of male dominance in the house mouse, Mus domesticus. Experientia 46: 109–113 (1990)

    Article  CAS  PubMed  Google Scholar 

  142. Ohguro H. et al.: Functional heterogeneity of beta/ gamma-subunit of frog transducin. Comp. Biochem. Physiol. Pt. B 95: 763–765 (1990)

    Article  CAS  Google Scholar 

  143. Okano T. et al.: Purification of cone visual pigments from chicken retina. Biochemistry 28: 8848–56 (1989)

    Article  CAS  PubMed  Google Scholar 

  144. Partali V., Tangen K. and Liaaen-Jensen S.: Carotenoids in food chain studies. III. Resorption and metabolic transformation of carotenoids in Mytilus edulis (edible mussel). Comp. Biochem. Physiol. Pt. B 92: 239–246 (1989)

    Article  Google Scholar 

  145. Pollock J. A. and Benzer S.: Transcript localization of four opsin genes in three visual organs of Drosophila: Rh2 is ocellus specific. Nature 333: 779–783 (1988)

    Article  CAS  PubMed  Google Scholar 

  146. Prasher D. C. et al.: Sequence comparisons of complementary DNAs encoding aequorin isotypes. Biochemistry 26: 1326–32 (1987)

    Article  CAS  PubMed  Google Scholar 

  147. Prestwich G. D. et al.: Enzymatic processing of pheromones and pheromone analogs (Review). Experientia 45: 263–270 (1989)

    Article  CAS  Google Scholar 

  148. Prince R. C.: Tetrodotoxin. Trends biochem. Sci. 13: 76–77 (1988)

    CAS  Google Scholar 

  149. Quinoa E., Castedo L. and Riguera R.: The halogenated monoterpenes of Aplysia punctata: A comparative study. Comp. Biochem. Physiol. Pt. B 92: 99–101 (1989)

    Article  Google Scholar 

  150. Raming K., Krieger J. and Breer H.: Primary structure of a pheromone-binding protein from Antheraea pernyi: Homologies with other ligand-carrying proteins. J. comp. Physiol. B 160: 503–509 (1990)

    Article  CAS  PubMed  Google Scholar 

  151. Raport C. J., Dere B. and Hurley J. B.: Characterization of the mouse transducin a-subunit gene. J. Biol. Chem. 264: 7122–28 (1989)

    CAS  PubMed  Google Scholar 

  152. Rees J. F. et al.: Detection of coelenterazine and related luciferase activity in the tissues of the luminous fish, Vinciguerria attenuata. Comp. Biochem. Physiol. Pt. A 96: 425–430 (1990)

    Article  Google Scholar 

  153. Rivas J. D. L., Milicua J. C. G. and Gomez R.: Further studies on the blue carotenoprotein from Astacus leptodactylus. Comp. Biochem. Physiol. Pt. B 89: 65–68 (1988)

    Article  Google Scholar 

  154. Rudie N. G., Mulkerrin M. G. and Wampler J. E.: Earthworm bioluminescence: Characterization of high specific activity Diplocardia longa luciferase and the reaction it catalyzes. Biochemistry 20: 344–350 (1981)

    Article  CAS  PubMed  Google Scholar 

  155. Russell E. E.: Marine toxins and venomous and poisonous marine plants and animals (invertebrates). Adv. marine Biol. 21: 59–217 (1984)

    Article  Google Scholar 

  156. Sakai T. et al.: Occurrence of bilirubin-IXß in the gallbladder bile of eel, Anguilla japonica. Biochim. biophys. Acta 993: 128–1330 (1989)

    CAS  Google Scholar 

  157. Salzmann T. A., del C. Batlle A. M. and de Souza W: Hemesynthesis in Trypanosoma cruzi: influence of the strain and culture medium. Comp. Biochem. Physiol. Pt. B 83: 57–61 (1986)

    Article  Google Scholar 

  158. Santoro P and Parisi G.. Biosynthesis of dihydroxanthommatin. In vitro enzymatic reduction of xanthommatin. Insect Biochem. 17: 635–638 (1987)

    Google Scholar 

  159. Sato M. et al.: The occurrence of N-methyl-Daspartic acid in muscle extracts of blood shell, Scapharca broughtonii. Biochem. J. 241: 309–311 (1987)

    CAS  PubMed  Google Scholar 

  160. Saurat J. H. (ed.): Retinoids: 10 years on. Karger, Basel 1991

    Google Scholar 

  161. Scheuer P. J. (ed.): Bioorganic marine chemistry, Vol. 1–3. Springer, Berlin 1987

    Google Scholar 

  162. Schneuwly S. et al.: Drosophila ninaA gene encodes an eye-specific xyclophilin (cylosporine A binding protein). Proc. Nat. Acad. Sci. USA 86: 5390–94 (1989)

    Article  CAS  PubMed  Google Scholar 

  163. Schulz S., Francke W. and Boppré M.: Carboxylic acids from hairpencils of male Amauris butterlies (Lep.:Danainae). Biol. Chem. Hoppe-Seyler 369: 633–638 (1988)

    Article  CAS  PubMed  Google Scholar 

  164. Schulz S. et al.: Volatile compounds from androconial organs of danaine and ithomiine butterfles. Z. Naturforsch. Sect. C 43: 99–104 (1988)

    CAS  Google Scholar 

  165. Sebben A. et al.: A tetrodotoxin-like substance found in the Brazilian frog Brachycephalus ephippium. Toxicon 24: 799–806 (1986)

    Article  CAS  PubMed  Google Scholar 

  166. Seki T., Fujishita S. and Obana S.: Composition and distribution of retinal and 3-hydroxyretinal in the compound eye of the dragonfly. Exp. Biol. 48: 65–75 (1989)

    CAS  PubMed  Google Scholar 

  167. Service M. and Wardlaw A. C.: Echinochrome-A as a bactericidal substance in coelomic fluid of Echinus esculentus (L.). Comp. Biochem. Physiol. Pt. B 79: 161–165 (1984)

    Article  Google Scholar 

  168. Shieh B. H. et al.: The ninaA gene required for visual transduction in Drosophila encodes a homologue of cyclosporin A-binding protein. Nature 338: 67–70 (1989)

    Article  CAS  PubMed  Google Scholar 

  169. Shimomura O. and Shimomura A.: Halistaurin, phialidin and modified forms of aequorin as calciumion indicator in biological systems. Biochem. J. 228: 745–749 (1985)

    CAS  PubMed  Google Scholar 

  170. Shimomura O.: Presence of coelenterazine in non-bioluminescent marine organisms Comp. Biochem. Physiol. Pt. B 86: 361–363 (1987)

    Article  Google Scholar 

  171. Smith D. P., Shieh B. H. and Zuker C. S.: Isolation and structure of an arrestin gene from Drosophila. Proc. Nat. Acad. Sci. USA 87: 1003–07 (1990)

    Article  CAS  PubMed  Google Scholar 

  172. Smith W C. and Goldsmith T. H.: Phyletic aspects of 190. the distribution of 3-hydroxyretinal in the class insecta. J. mol. Evol. 30: 72–84 (1990)

    Article  CAS  PubMed  Google Scholar 

  173. Song P. S. et al.: Structure and function of the photo- 191. receptor stentorins in Stentor coeruleus. II. Primary photoprocess and picosecond time-resolved fluorescence. Biochim. biophys. Acta 1040: 58–65 (1990)

    CAS  Google Scholar 

  174. Stieve H. and Lumme G.: Similarities between G- 192. proteins in visual cells of sepia and cattle. FEBS Letters 253: 6–10 (1989)

    Article  CAS  PubMed  Google Scholar 

  175. Stowe M. K., Tumlinson J. H. and Heath R. R.: Chemical mimicry: Bolas spiders emit components of 193. moth prey species sex pheromones. Science 236: 964–967 (1987)

    Article  CAS  PubMed  Google Scholar 

  176. Stryer L.: Visual excitation and recovery (Minire- 194. view). J. Biol. Chem. 266: 10711–14 (1991)

    CAS  PubMed  Google Scholar 

  177. Sugiyama Y. et al.: Isolation of a gene that encodes a new retinal protein, archaerhodopsin, from Halo- 195. bacterium sp.aus-1. J. Biol. Chem. 264: 20859–62 (1989)

    CAS  PubMed  Google Scholar 

  178. Suter F., Kayser H. and Zuber H.: The complete amino-acid sequence of the bilin-binding protein from Pieris brassicae and its similarity to a family of 197. serum transport proteins like the retinol-binding proteins. Biol. Chem. Hoppe-Seyler 369: 497–505 (1988)

    Article  CAS  PubMed  Google Scholar 

  179. Suzuki T. and Miyata S.: 3-Hydroxyretinol in the rhodopsin-porphyropsin retina of an invertebrate (Procambarus clarkii). Comp. Biochem. Physiol. Pt. B 99: 307–312 (1991)

    Google Scholar 

  180. Switchenko A. C. and Brown G. M.: The enzymatic conversion of dihydroneopterin triphosphate to tripolyphosphate and 6-pyruvoyl-tetrahydropterin, an intermediate in the biosynthesis of other pterins in Drosophila melanogaster. J. biol. Chem. 260: 2945–51 (1985)

    CAS  PubMed  Google Scholar 

  181. Takao M., Yasui A. and Tokunaga F.: Isolation and sequence determination of the chicken rhodopsin gene. Vision Res. 28: 471–480 (1988)

    Article  CAS  PubMed  Google Scholar 

  182. Tamaki Y.: Sex pheromones. In: Kerkut G. A. and Gilbert L. I. (eds.): Comprehensive insect physiol- 201. ogy, biochemistry and pharmacology, Vol. 9, pp. 145–191. Pergamon Press, Oxford 1985

    Google Scholar 

  183. Tasayco M. L. and Prestwich G. D.: Aldehyde oxidases and dehydrogenases in antennae of 5 moth spe- 202. cies. Insect Biochem. 20: 691–700 (1990)

    Article  CAS  Google Scholar 

  184. Teuscher E. and Lindequist D. U.: Animal toxins (In German). G. Fischer, Stuttgart 1987

    Google Scholar 

  185. Tsin A. T. C. et al.: Conversion of retinol to 3,4didehydroretinol in the tadpole. Comp. Biochem. Physiol. Pt. B 81: 415–421 (1985)

    Article  CAS  Google Scholar 

  186. Tsuji F I.: ATP-dependent bioluminescence in the 204. firefly squid, Watasenia scintillans. Proc. Nat. Acad. Sci. USA 82: 4629–32 (1985)

    Article  CAS  PubMed  Google Scholar 

  187. Tsushima M., Maoka T. and Matsuno T.: Comparat- 205. ive biochemical studies of carotenoids in marine invertebrates: The first positive identification of epsilon,epsilon-carotene derivatives and isolation of 206. two new carotenoids from chitons. Comp. Biochem. Physiol. Pt. B 93: 665–671 (1989)

    Article  Google Scholar 

  188. Tsushima M, and Matsuno T.: Comparative biochemical studies of carotenoids in sea urchins (I.). Comp. 207. Biochem. Physiol. Pt. B 96: 801–810 (1990)

    Article  Google Scholar 

  189. Tumlinson J. H. et al.: Identification of a pheromone blend attractive to Manduca sexta (L.) males in a 208. wind tunnel. Arch. Insect Biochem. Physiol. 10: 255–271 (1989)

    CAS  Google Scholar 

  190. Turner E. et al.: Ovothiols, a family of redox-active mercapto-histidine compounds from marine invertebrate eggs. Biochemistry 26: 4028–36 (1987)

    Article  CAS  PubMed  Google Scholar 

  191. Tuteja N. and Farber D. B.: gamma-Subunit of the mouse retinal cyclic-GMP phosphodiesterase: cDNA and corresponding amino acid sequence. FEBS Letters 232: 182–186 (1988)

    Article  CAS  PubMed  Google Scholar 

  192. Umebachi Y.: Kynurenine, ß-alanine, and dopamine in the deep yellow pigment of Papilio machaon (Lepidoptera: Papilionidae). Comp. Biochem. Physiol. Pt. B 94: 207–211 (1989)

    Article  Google Scholar 

  193. Vogt K.: The chromophore of the visual pigment in some insect orders. Z. Naturforsch. Sect. C 39: 196–197 (1984)

    Google Scholar 

  194. Vollrath D., Nathans J. and Davis R. W: Tandem array of human visual pigment genes at Xq28. Science 240: 1669–72 (1988)

    Article  CAS  PubMed  Google Scholar 

  195. Vollrath E. et al.: Compounds in the droplets of the orb spider’s viscid spiral. Nature 345: 526–528 (1990)

    Article  CAS  Google Scholar 

  196. Washburn T. and O’Tousa J. E.: Molecular defects in Drosophila rhodopsin mutants. J. Biol. Chem. 264: 15464–66 (1989)

    CAS  PubMed  Google Scholar 

  197. Weber J. F. et al.: Isolation of allantoin and adenosine from the marine sponge Tethya aurantia. Comp. Biochem. Physiol. Pt. B 70: 799–801 (1981)

    Article  Google Scholar 

  198. Weisberg E. P. and O’Donnell J. M.: Purification and characterization of GTP cyclohydrolase I from Drosophila melanogaster. J. biol. Chem. 261: 1453–58 (1986)

    CAS  PubMed  Google Scholar 

  199. Wiederrecht G. J. and Brown G. M.: Purification and properties of the enzymes from Drosophila melanogaster that catalyze the conversion of dihydroneopterin triphosphate to the pyrimidodiazepine precursor of the drosopterins. J. biol. Chem. 259: 14121–27 (1984)

    CAS  PubMed  Google Scholar 

  200. Wink M., Schneider D. and Witte L.: Biosynthesis of pyrrolizidine alkaloid-derived pheromones in the arctiid moth Creatonotos transiens: Stereochemical conversion of heliotrine. Z. Naturforsch. Sect. C 43: 737–741 (1988)

    CAS  Google Scholar 

  201. Wittenberg C. and Triplett E. L.: A detergent-activated tyrosinase from Xenopus laevis. I. Purification and partial characterization. J. biol. Chem. 260: 12535–41 (1985)

    CAS  Google Scholar 

  202. Witthohn K. and Naumann C. M.: Active cyanogenesis–in zygaenids and other Lepidoptera. Z. Naturforsch. Sect. C 42: 1319–22 (1987)

    CAS  Google Scholar 

  203. Wood S. F., Szuts E. Z. and Fein A.: Inositol tris-phosphate production in squid photoreceptors: Activation by light, aluminium fluoride, and guanine nucleotides. J. Biol. Chem. 264: 12970–76 (1989)

    CAS  PubMed  Google Scholar 

  204. Yago M.: Enzymic synthesis of papiliochrome II, a yellow pigment in the wings of papilionid butterflies. Insect Biochem. 19: 673–678 (1989)

    Article  CAS  Google Scholar 

  205. Yamashita E. and Matsuno T.: A new apocarotenoid from the sea hare Aplysia kurodai. Comp. Biochem. Physiol. Pt. B 96: 465–470 (1990)

    Article  Google Scholar 

  206. Yokoyama R. and Yokoyama S.: Covergent evolution of the red-like and green-like visual pigment genes in fish, Astyanax fasciatus, and human. Proc. Nat. Acad. Sci. USA 87: 9315–18 (1990)

    Article  CAS  PubMed  Google Scholar 

  207. Yokoyama S. and Yokoyama R.: Molecular evolution of human visual pigment genes. Mol. Biol. Evol. 6: 186–197 (1989)

    CAS  PubMed  Google Scholar 

  208. Yotsu M., lorizzi M. and Yasumoto T.: Distribution of tetrodotoxin, 6-epitetrodotoxin, and il-deoxytetrodotoxin in newts. Toxicon 28: 238–241 (1990)

    Article  CAS  PubMed  Google Scholar 

  209. Zagalsky P. E. et al.: Studies on a blue carotenoprotein, linckicyanin, isolated from the starfish Linckia laevigata (Echinodermata: Asteroidea). Comp. Biochem. Physiol. Pt. B 93: 339–353 (1989)

    Article  Google Scholar 

  210. Zagalsky P. E, Eliopoulos E. E. and Findlay J. B. C.: The architecture of invertebrate carotenoproteins (Review). Comp. Biochem. Physiol. Pt. B 97: 1–18 (1990)

    Article  CAS  Google Scholar 

  211. Zeeck E. and Hardege J. D.: Sex pheromones in nereids: Volatile compounds of the coelomic fluid of Nereis virens. Z. Naturforsch. Sect. C 45: 924–925 (1990)

    CAS  Google Scholar 

  212. Zhao C., Loefstedt C. and Wang X.: Sex pheromone biosynthesis in the Asian corn borer Ostrinia fumacalis (II): Biosynthesis of (E)- and (Z)-12-tetradecenyl acetate involves 14-desaturation. Arch. Insect Biochem. Physiol. 15: 57–65 (1990)

    CAS  Google Scholar 

  213. Ziegler I.: Pterins: Pigments, cofactors, and signal connection in cellular interaction (In German). Naturwissenschaften 74: 563–572 (1987)

    Article  CAS  PubMed  Google Scholar 

  214. Special Issue on Vision: Photobiochem. Photobiophysics 13: 213–414 (1986)

    Google Scholar 

  215. Special Topic: Phototransduction in vertebrates. Annual Rev. Physiol. 49: 711–812 (1987)

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut für Zoologie, Universität Mainz, Niklas-Vogt-Straße 25, D-55131, Mainz, Germany

    Professor Dr. Klaus Urich

Authors
  1. Professor Dr. Klaus Urich
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

Copyright information

© 1994 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Urich, K. (1994). Secondary Metabolites. In: Comparative Animal Biochemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-06303-3_19

Download citation

  • DOI: https://doi.org/10.1007/978-3-662-06303-3_19

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-08181-1

  • Online ISBN: 978-3-662-06303-3

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation