Experientia

, Volume 35, Issue 9, pp 1141–1142 | Cite as

Preparation of optically pure juvenile hormone I labelled in the ester methyl group with tritium at very high specific activity

  • M. G. Peter
  • S. Gunawan
  • H. Emmerich
Specialia

Summary

Radiolabelled juvenile hormone I (3) was prepared in an optically pure form by an enzymatic method using the capacity of accessory sex gland homogenates from maleHyalophora cecropia to transfer the methyl group of S-adenosyl-L-methionine to the carboxylic acid function of the (10R, 11S)-enantiomer of racemic presursor2; the specific activity of3 is higher than 53 Ci/mmole (1.96 TBq/mmole).

Keywords

Methyl Ester Carboxylic Acid Tritium Pure Form 

References

  1. 2.
    K. H. Trautmann, A. Schuler, M. Suchý and H.-K. Wipf, Z. Naturf.29C, 161 (1974).Google Scholar
  2. 3.
    L. L. Sanburg, K. J. Kramer, F. J. Kézdy and J. H. Law, J. Insect Physiol.21, 873 (1975).Google Scholar
  3. 4.
    P. D. Shirk, K. H. Dahm and H. Röller, Z. Naturf.31C, 199 (1976).Google Scholar
  4. 5.
    K. H. Dahm, G. Bhaskakan, M. G. Peter, P. D. Shirk, K. R. Sheshan and H. Röller, in: The Juvenile Hormones, p. 19. Ed. L. I. Gilbert. Plenum Press, New York 1976.Google Scholar
  5. 6.
    M. Metzler, K. H. Dahm, D. Meyer and H. Röller, Z. Naturf.26B, 1270 (1971).Google Scholar
  6. 7.
    M. Metzler, D. Meyer, K. H. Dahm, H. Röller and J. B. Siddall, Z. Naturf.27B, 321 (1972).Google Scholar
  7. 8.
    D. Reibstein and J. H. Law, Biochem. biophys. Res. Commun.55 266 (1973).Google Scholar
  8. 9.
    G. Weirich, M. G. Culver and H. Röller, in preparation; M. G. Peter, P. D. Shirk, K. H. Dahm and H. Röller, in preparation; a preliminary account on this reaction was presented at the fall meeting of the Swiss Chemical Society in Berne, 1977.Google Scholar
  9. 10.
    l ‘gland pair equivalent’ is the amount of enzyme preparation obtained from the accessory sex glands of 1 male moth.Google Scholar
  10. 11.
    JH-I-acid was prepared by enzyme catalyzed hydrolysis of racemic (E,E)-cis-JH-I (ECO-Chemical Intermediates) in hemolymph of wandering Vth instar larvae ofManduca sexta 7.Google Scholar
  11. 12.
    M. G. Peter and K. H. Dahm, Helv. chim. Acta58, 1037 (1975).Google Scholar
  12. 13.
    K. J. Judy, D. A. Schooley, L. L. Dunham, M. S. Hall, B. J. Bergot and J. B. Siddall, Proc. natl Acad. Sci. USA70, 1509 (1973).Google Scholar
  13. 14.
    R. C. Jennings, K. J. Judy, D. A. Schooley, M. S. Hall and J. B. Siddall, Life Sci.16, 1033 (1975).Google Scholar
  14. 15.
    K. Nakanishi, D. A. Schooley, M. Koreeda and J. Dillon, J. chem. Soc. chem. Commun.1971, 1235.Google Scholar

Copyright information

© Birkhäuser Verlag 1979

Authors and Affiliations

  • M. G. Peter
    • 1
    • 2
  • S. Gunawan
    • 1
    • 2
  • H. Emmerich
    • 1
    • 2
  1. 1.Institut für Organische Chemie und Biochemie der Rheinischen Friedrich-Wilhelms-UniversitätBonn 1Federal Republic of Germany
  2. 2.Institut für Zoologie der Technischen HochschuleDarmstadtFederal Republic of Germany

Personalised recommendations