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).
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
K. H. Trautmann, A. Schuler, M. Suchý and H.-K. Wipf, Z. Naturf.29C, 161 (1974).
L. L. Sanburg, K. J. Kramer, F. J. Kézdy and J. H. Law, J. Insect Physiol.21, 873 (1975).
P. D. Shirk, K. H. Dahm and H. Röller, Z. Naturf.31C, 199 (1976).
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.
M. Metzler, K. H. Dahm, D. Meyer and H. Röller, Z. Naturf.26B, 1270 (1971).
M. Metzler, D. Meyer, K. H. Dahm, H. Röller and J. B. Siddall, Z. Naturf.27B, 321 (1972).
D. Reibstein and J. H. Law, Biochem. biophys. Res. Commun.55 266 (1973).
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.
l ‘gland pair equivalent’ is the amount of enzyme preparation obtained from the accessory sex glands of 1 male moth.
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.
M. G. Peter and K. H. Dahm, Helv. chim. Acta58, 1037 (1975).
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).
R. C. Jennings, K. J. Judy, D. A. Schooley, M. S. Hall and J. B. Siddall, Life Sci.16, 1033 (1975).
K. Nakanishi, D. A. Schooley, M. Koreeda and J. Dillon, J. chem. Soc. chem. Commun.1971, 1235.
Author information
Authors and Affiliations
Additional information
We are indebted to Dr W. Thelfer, Philadelphia, for providing us with diapausing pupae of male Cecropia silk moths, and to Dipl.-Biol. G. Klages, Darmstadt, for preparing racemic JH-Iacid. Financial support by the Deutsche Forschungsgemeinschaft (grant No. Em 14/8) is gratefully acknowledged.
Rights and permissions
About this article
Cite this article
Peter, M.G., Gunawan, S. & Emmerich, H. Preparation of optically pure juvenile hormone I labelled in the ester methyl group with tritium at very high specific activity. Experientia 35, 1141–1142 (1979). https://doi.org/10.1007/BF01963247
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF01963247