Skip to main content

Tritium Labeling of Brain Peptides

  • Chapter
Hormonally Active Brain Peptides

Abstract

During the past decade, radiolabeling of biologically active peptides has become a widely applied and essential technique for a variety of biochemical and physiological investigations.

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

Access this chapter

eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight 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

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Allen, M. C., Brundish, D. E., Martin, J. R., and Wade, R., 1978, Synthesis of (6-(4-3H) phenylalanine)-somatostatin of high specific radioactivity, J. Chem. Soc. Chem. Commun. 1978:901.

    Article  Google Scholar 

  • Allen, M. C., Brundish, D. E., and Wade, R., 1979, Tritiated peptides. Part 7. Synthesis of (2,5-3H2-His6)-α-corticotrophin-(1 -24)-tetracosapeptide, J. Chem. Soc. Perkin Trans. l 1979:2057.

    Article  Google Scholar 

  • Allen, M. C., Brundish, D. E., and Wade, R., 1980, Synthesis of 5- and 7-bromotryptophan and of (5-bromotryptophan9)-α-corticotrophin-(1 -24)-tetracosapeptide, a highly potent corticotrophin analogue, J. Chem. Soc. Perkin Trans. l 1980:1928.

    Article  Google Scholar 

  • Berger, H., Fechner, K., Albrecht, E., and Niedrich, H., 1979, Substance P: In vitro inactivation by rat brain fractions and human plasma, Biochem. Pharmacol. 28:3173.

    Article  PubMed  CAS  Google Scholar 

  • Bienert, M., Niedrich, H., Teplán, I., and Medzihradszky, K., 1978, Synthesis of 6-(N-acetyl-lysyl)-11-norleucine-substance P (6–11)-hexapeptide labeled with tritium on the phenylalanine residue in position 7, J. Labelled Compd. Radiopharm. 14:577.

    Article  CAS  Google Scholar 

  • Bienert, M., Köller, G., Wohlfeil, R., Mehlis, B., Bergmann, J., Niedrich, H., and Kraft, R., 1979a, Synthesis of substance P and of acylated partial sequences, J. Prakt. Chem. 321:721.

    Article  CAS  Google Scholar 

  • Bienert, M., Klauschenz, E., Ehrlich, A., Katzwinkel, S., Niedrich, H., Tóth, G., and Teplán, I., 1979b, Tritium labelling in two phenylalanine residue of norleucine11-substance P, J. Labelled Compd. Radiopharm. 16:673.

    Article  CAS  Google Scholar 

  • Bienert, M., Klauschenz, E., Nikolics, K., and Niedrich, H., 1981, Protection of methionine in peptides during iodination by sulfonium salt formation, Int. J. Pept. Protein Res., in press.

    Google Scholar 

  • Brundish, D. E., and Wade, R., 1973, Synthesis of 3,5-3H2-Tyr23-α-corticotrophin-(1 -24)-tetracosapeptide, J. Chem. Soc. Perkin Trans. Trans. 1 1973:2875.

    Article  Google Scholar 

  • Brundish, D. E., and Wade, R., 1976, Tritiated peptides, Part 3. Synthesis of (4-3H-Phe7)-α-corticotropin-(1 -24)-tetracosapeptide, J. Chem. Soc. Perkin Trans. l 1976:2186.

    Article  Google Scholar 

  • Brundish, D. E., and Wade, R., 1977, The synthesis of tritium-labelled human corticotropin of high specific radioactivity, Biochem. J. 165:169.

    PubMed  CAS  Google Scholar 

  • Brundish, D. E., and Wade, R., 1980, Tritiated peptides. Part 8. Synthesis of (3,5-3H2-Tyr2)-, (4-3H-Phe7)-, and (3,5-3H2-Tyr23)-human corticotrophin, J. Chem. Soc. Perkin Trans. l 1980:462.

    Article  Google Scholar 

  • Brundish, D. E., Martin, J. R., and Wade, R., 1976, Tritiated peptides. Part 2. Synthesis of two (3,5-3H2-Tyr2)-analogues of corticotropin, J. Chem. Soc. Perkin Trans. 1 1976:2182.

    Article  Google Scholar 

  • Coy, D. H., Coy, J. E., Redding, T. W., and Schally, A. V., 1973, Synthesis of LH-RH containing tritium-labelled pyroglutamic acid, Biochem. Biophys. Res. Commun. 50:866.

    Article  PubMed  CAS  Google Scholar 

  • Coy, D. H., Mezo, I., Pedroza, E., Nekola, M. V., Vilchez, J. A., Piyachaturawat, P., Schally, A. V., Seprodi, J. A., and Teplán, I., 1979, LH-RH antagonists with potent antiovulatory activity, in: Peptides: Structure and Function, Proceedings of the 6th American Peptide Symposium (E. Gross, ed.), pp. 775–781, Pierce Chemical Company, Rockford, Illinois.

    Google Scholar 

  • Day, A. R., and Freer, R. J., 1978, Synthesis of an intrinsically radiolabeled enkephalin analog: (p-tritio-phenylalanyl)4-norleucyl5-enkephalin, J. Labelled Compd. Radiopharm. 14:381.

    Article  CAS  Google Scholar 

  • Eberle, A., and Hübscher, W., 1979, α-Melanotropin labelled at its tyrosine2 residue: Synthesis and biological activities of 3′-iodotyrosine2-, 3′-125Iodotyrosine2-, 3′,5′-diiodotyrosine2-, and (3′,5′-3H2)-tyrosine2-α-melanotropin, and of related peptides, Helv. Chim. Acta 62:2460.

    Article  CAS  Google Scholar 

  • Eberle, A., Hübscher, W., und Schwyzer, R., 1977, Synthese von radioaktiv markierten Bromacetyl- und Diazoacetyl-α-melanotropin-Derivaten zum Studium von Kovalenten Hormon-Makromolekül-Komplexen, Helv. Chim. Acta 60:2895.

    Article  CAS  Google Scholar 

  • Ehrenkaufer, R. L. E., Wolf, A. P., and Hembree, W. C., 1977, A novel surface for high specific activity tritium labelling using microwave discharge activation of tritium gas, J. Labelled Compd. Radiopharm. 14:271.

    Article  Google Scholar 

  • Felix, A. M., Wang, C. T., Liebman, A. A., Delaney, C. M., Mowles, T., Burghardt, B. A., Charnecki, A. M., and Meienhofer, J., 1977, Synthesis, biological activity and tritiation of L-3,4-dehydroproline-containing peptides, Int. J. Pept. Protein Res. 10:299.

    Article  PubMed  CAS  Google Scholar 

  • Flouret, G., Terada, S., Yang, F., Nakagawa, S. H., Nakahara, T., and Hechter, O., 1977, Iodinated neurohypophyseal hormones as potential ligands for receptor binding and intermediates in synthesis of tritiated hormones. Biochemistry 16:2119.

    Article  PubMed  CAS  Google Scholar 

  • Hanley, M. R., Sandberg, B. E. B., Lee, C. M., Iversen, L. L., Brundish, D. E., and Wade, R., 1980, Specific binding of 3H-substance P to rat brain membranes, Nature (London) 286:810.

    Article  CAS  Google Scholar 

  • Hembree, W. C., Wolf, A. P., Ehrenkaufer, R. L. E., and Lieberman, S., 1975, Tritium labelling of amino acids in polypeptide hormones, in: Methods in Enzymology, Vol. 37 (B. W. O’Malley and J. G. Hardman, eds.), Academic Press, New York.

    Google Scholar 

  • Horsthemke, B., and Bauer, K., 1980, Characterization of a nonchymotrypsin-like endo-peptidase from anterior pituitary that hydrolyzes luteinizing hormone-releasing hormone at the tyrosyl-glycine and histidyl-tryptophan bonds, Biochemistry 19:2867.

    Article  PubMed  CAS  Google Scholar 

  • Houghten, R. A., and Li, C. H., 1978, Preparation and properties of tritiated human ß-endorphin with high specific radioactivity, Int. J. Pept. Protein Res. 12:325.

    Article  PubMed  CAS  Google Scholar 

  • Kastin, A. J., Nissen, C., Nikolics, K., Medzihradszky, K., Coy, D. H., Teplán, I., and Schally, A. V., 1976. Distribution of 3H α-MSH in rat brain, Brain Res. Bull. 1:19.

    Article  PubMed  CAS  Google Scholar 

  • Kéri, G., and Teplán, I., 1978a, Specific tritium labelling of lysine-vasopressin in two different aminoacid residues, J. Labelled Compd. Radiopharm. 15:153.

    Article  Google Scholar 

  • Kéri, G., and Teplán, I., 1978b, Synthesis and specific tritium labelling of the behaviourally active octapeptide des-9-glycinamide-lysine-vasopressin in two different aminoacid residues, J. Labelled Compd. Radiopharm. 15:163.

    Article  Google Scholar 

  • Klauschenz, E., and Bienert, M., 1980, Tritium labelled analogues of substance P and gonadotropin-releasing hormone, Abstracts, First Conference of Organic and Bioorganic Chemistry of Young Scientists, Bechyne, Czechoslovakia, (P. Kocovsky and P. Drasar, eds.), pp. 150–151.

    Google Scholar 

  • Klauschenz, E., Berger, H., Bienert, M., Egler, H., Pleiss, U., Nikolics, K., and Niedrich, H., 1981, Tritium labelling of gonadotropin releasing hormone via its dehydroproline analog and by direct tritium exchange, Peptides, 2:684.

    Article  Google Scholar 

  • Kovács, J., Teplán, I., and Mező, I., 1975, Labelled amino acids and their derivatives. V. Preparation of L-phenylalanine-4-3H through the resolution of p-chloro-D,L-phenylala-nine, Acta Chim. Budapest 84:109.

    Google Scholar 

  • Levine-Pinto, H., Pradelles, P., Morgat, J. L., and Fromageot, P., 1980, Specific tritiation onto C-2 and C-5 positions of histidine-containing peptide: Application to thyroliberin, J. Labelled Compd. Radiopharm. 17:231.

    Article  CAS  Google Scholar 

  • Marche, P., Morgat, J. L., Fromageot, P., Kerdelhué, B., and Jutisz, M., 1972, 3H-Labelling of a synthetic decapeptide having LH and FSH releasing activity (LH-RH/FSH-RH), FEBS Lett. 26:83.

    Article  PubMed  CAS  Google Scholar 

  • Marche, P., Girma, J. P., Morgat, J. L., Fromageot, P., Ghelis, C., Dubrasquet, M., and Bonfils, S., 1975, Specific tritiation of indole derivatives by catalytic desulfenylation, Eur. J. Biochem. 50:375.

    Article  PubMed  CAS  Google Scholar 

  • Medzihradszky, K., Nikolics, K., and Seprődi, J., 1972, Synthesis of the N-terminal decapeptide of ACTH labelled with tritium on the tyrosine residue, Ann. Univ. R. Eötvös 13:25.

    Google Scholar 

  • Medzihradszky, K., Nikolics, K., Teplán, I., Seprődi, J., and Fittkau, S., 1974, Synthesis of α-melanotropin labelled with tritium on the tyrosine residue, J. Labelled Compd. 10:23.

    Article  CAS  Google Scholar 

  • Mezo, I., and Teplán, I., 1971, Labelling of Val5-angiotensin II by tritiated, optically active tyrosine, Radioisotopy 12:551.

    CAS  Google Scholar 

  • Mezo, I., Teplán, L, Seprődi, J. A., Morgat, J. L., Fromageot, P., Tóth, G., and Sirokmán, F., 1978, Synthesis of (Tyr-3H)4-angiotensin II and (Phe-3H)8-angiotensin II via halogen derivatives of angiotensin II, J. Labelled Compd. Radiopharm. 14:557.

    Article  CAS  Google Scholar 

  • Morgat, J. L., and Fromageot, P., 1973, Preparation of tritium-labelled peptidic hormones of high specific radioactivity: Radiopharmaceuticals and labelled compounds, IAEA-SM-171/60, Vienna, II:109.

    Google Scholar 

  • Morgat, J. L., Lam Thanh Hung, and Fromageot, P., 1970, Preparation of highly labelled (3H) angiotensin II, Biochim. Biophys. Acta 207:374.

    Article  PubMed  CAS  Google Scholar 

  • Morgat, J. L., Girma, J. P., and Fromageot, P., 1977, Tritium labelling of peptidic hormones, First International Symposium on Hormonal Receptors in Digestive Tract Physiology, INSERM Symp. No. 3:43, Elsevier, North-Holland, Amsterdam.

    Google Scholar 

  • Morgat, J. L., Fromageot, P., Michelot, R., and Glowinski, J., 1980,3H-Labelling of substance P by tritium exchange and dehalogenation, FEBS Lett. 111:19.

    Article  PubMed  CAS  Google Scholar 

  • Nikolics, K., 1974, Specific tritium labelling of α-MSH and ACTA fragments, Ph. D. dissertation, R. Eötvös University, Budapest.

    Google Scholar 

  • Nikolics, K., Teplán, I., and Medzihradszky, K., 1976, Synthesis of α-melanotropin labelled with tritium on the tyrosine residue via the dibromo intermediate, J. Labelled Compd. Radiopharm. 12:163.

    Article  CAS  Google Scholar 

  • Noble, R. L., Yamashiro, D., and Li, C. H., 1976, Synthesis of a nonadecapeptide corresponding to residue 37–55 of ovine prolactin: Detection and isolation of the sulfonium form of methionine-containing peptides, J. Am. Chem. Soc. 98:2324.

    Article  PubMed  CAS  Google Scholar 

  • Pande, C. S., Rudick, J., Ornstein, L., Schwartz, I. L., and Walter, R., 1969, Specific tritium labelling of a potent gastrin analogue, Mol. Pharmacol. 5:227.

    PubMed  CAS  Google Scholar 

  • Perrin, M. H., Rivier, J. E., and Vale, W. W., 1980, Radioligand assay for gonadotropin-releasing hormone: Relative potencies of agonists and antagonists, Endocrinology 106:1289.

    PubMed  CAS  Google Scholar 

  • Pradelles, P., Morgat, J. L., Fromageot, P., Oliver, C., Jacquet, P., Gourdji, D., and Tixier-Vidal, A., 1972a, Preparation of highly labelled 3H-thyrotropin releasing hormone by catalytic hydrogenolysis, FEBS Lett. 22:19.

    Article  PubMed  CAS  Google Scholar 

  • Pradelles, P., Morgat, J. L., Fromageot, P., Camier, M., Bonne, D., Cohen, P., Bockaert, J., and Jard, S., 1972b, Tritium labelling of 8-lysine-vasopressin and its purification by affinity chromatography on Sepharose-bound neurophysins, FEBS Lett. 26:189.

    Article  PubMed  CAS  Google Scholar 

  • Ramachandran, J., and Behrens, C., 1977, Preparation and characterization of specifically tritiated adrenocorticotropin, Biochim. Biophys. Acta 496:321.

    Article  PubMed  CAS  Google Scholar 

  • Redding, T. W., and Schally, A. V., 1972, On the half-life of TRH in rats, Neuroendocrinology 9:250.

    Article  PubMed  CAS  Google Scholar 

  • Redding, T. W., Kastin, A. J., Nikolics, K., Schally, A. V., and Coy, D. H., 1978, Disappearance and excretion of labelled α-MSH in man, Pharmacol. Biochem. Behav. 9:207.

    Article  PubMed  CAS  Google Scholar 

  • Rivier, J., Porter, J., Galyean, R., Rivier, C., and Vale, W., 1980, Application of the Hansch approach to design LRF and somatostatin analogs using Topliss manual method, in Abstracts, 16th European Peptide Symposium, Helsigør, Denmark, p. 128, Scriptor Kopenhagen.

    Google Scholar 

  • Schwyzer, R., and Karlaganis, G., 1973, Hormon-Receptor Beziehungen: Synthese und Eigenschaften von (Phenylalanin2)-4,5-dehydro-4,5-ditritio-(norvalin4)-adrenocorti-cotropin-(1-24)-tetracosipeptide, Liebigs Ann. Chem. 1973:1298.

    Article  Google Scholar 

  • Seprődi, J., Teplán, I., Magócsi, M., and Medzihradszky, K., 1980, Synthesis of bradykinin labelled with tritium, Acta Chim. Acad. Sci. Hung. 104:227.

    Google Scholar 

  • Sjohölm, I., and Carlsson, L., 1967, Synthesis of [Tyr-3H]-oxytocin, J. Labelled Compd. 3:1.

    Article  Google Scholar 

  • Smith, C. W., Botos, C. R., and Walter, R., 1977, Conformation-activity approach to the design of vasopressin analogs with high and specific antidiuretic activity, in: Peptides (M. Goodman and J. Meienhofer, eds.), p. 161, Wiley, New York.

    Google Scholar 

  • Sosa, R. P., McKnight, A. T., Hughes, J., and Kosterlitz, H. W., 1977, Incorporation of labelled amino acids into the enkephalins, FEBS Lett. 84:195.

    Article  PubMed  CAS  Google Scholar 

  • Teplán, I., Mező, I., Seprődi, J., and Kovács, J., 1977, Synthesis of (3,5-dibromo-tyro-sine)4-angiotensin II and (4-chlorophenylalanine)8-angiotensin II for the labelling of angiotensin II, Acta Chim. Budapest 95:285.

    Google Scholar 

  • Terada, S., Nakagawa, S. H., Yang, D. C., Lipkowski, A., and Fluoret, G., 1980, Iodination of luteinizing hormone-releasing hormone, Biochemistry 19:2572.

    Article  PubMed  CAS  Google Scholar 

  • Van Rietschoten, J., Tregear, G., Leeman, S., Powell, D., Niall, H., and Potts, J. T., Jr., 1975, Simultaneous synthesis of two peptide analogs on different insoluble supports, in: Peptides 1974 (Y. Wolman, ed.), pp. 113–116, Wiley, New York.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1982 Plenum Press, New York

About this chapter

Cite this chapter

Teplán, I. et al. (1982). Tritium Labeling of Brain Peptides. In: McKerns, K.W., Pantić, V. (eds) Hormonally Active Brain Peptides. Biochemical Endocrinology. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-9248-8_28

Download citation

  • DOI: https://doi.org/10.1007/978-1-4615-9248-8_28

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4615-9250-1

  • Online ISBN: 978-1-4615-9248-8

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics