Skip to main content
SpringerLink
Log in

Use of stable-isotope-labelled compounds in pharmaceutical research

  • Chapter
Stable Isotopes

Abstract

Stable isotope labelling, especially in conjunction with mass spectrometry, plays an important role in the research leading to and the development of therapeutic agents. Internal standards for GC—MS assays, substrates for metabolism and biosynthesis studies, derivatisation reagents for metabolite structure determination, drugs with increased metabolic stability — labelling with stable isotopes has been found to afford each of the above. This presentation describes the use in pharmaceutical research of a number of deuterium-, 13C- and 15N-substituted compounds.

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

Access this chapter

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 39.99
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

  • Al-Gailany, K. A. S., Bridges, J. W. and Netter, K. J. (1975). Biochem. Pharmacol., 24, 867

    Article  Google Scholar 

  • Angrist, B., Gershon, S., Sathananthan, G., Walker, R. W., Lopez-Ramoz, B., Mandel, L. R. and VandenHeuvel, W. J. A. (1976). Psychopharmacology, 47, 29

    Article  Google Scholar 

  • Bailey, D. N. and Jatlow, P. I. (1976). Clin. Chem., 22, 777

    Google Scholar 

  • Benedict, J. D., Forsham, P. H. and Stetten, D. (1949). J. Biol. Chem., 181, 183

    Google Scholar 

  • Bidder, T. G., Mandel, L. R., Ahn, H.-S., VandenHeuvel, W. J. A. and Walker, R. W. (1974). Lancet, i, 165

    Article  Google Scholar 

  • Biggs, J. T., Holland, W. H., Chang, S., Hipps, P. P. and Sherman, W. R. (1976). Pharm. Sci., 65, 261

    Article  Google Scholar 

  • Björkhem, I., Blomstrand, R., Lantto, O., Lof, A. and Svensson, L. (1974). Clin. Chim. Acta, 56, 241

    Article  Google Scholar 

  • Blake, M. I., Crespi, H. L. and Katz, J. J. (1975). J. Pharm. Sci., 64, 367

    Article  Google Scholar 

  • Braselton, W. E., Jr., Orr, J. C. and Engel, L. L. (1973). Anal. Biochem., 53, 64

    Article  Google Scholar 

  • Brent, D. A., de Miranda, P. and Schulten, H.-R. (1974). J. Pharm. Sci., 63, 1370

    Article  Google Scholar 

  • Canada, D. C. and Regnier, F. E. (1976). J. Chromatog. Sci., 14, 149

    Article  Google Scholar 

  • Ellsworth, R. L. (1974). Unpublished results

    Google Scholar 

  • Ellsworth, R. L., Mertel, H. E. and VandenHeuvel, W. J. A. (1976). J. Ag. Food Chem., 24, 544

    Article  Google Scholar 

  • Franzen, F. and Gross, H. (1965). Nature, 206, 1052

    Article  Google Scholar 

  • Fuller, R. W. (1976). Life Sci., 19, 625

    Article  Google Scholar 

  • Hamberg, M. and Samuelsson, B. (1969). J. Am. Chem. Soc., 91, 2177

    Article  Google Scholar 

  • Hamberg, M. and Samuelsson, B. (1972). J. Biol. Chem., 247, 3495

    Google Scholar 

  • Hamberg, M. and Wilson, M. (1973). Adv. Biosci., 9, 39

    Google Scholar 

  • Hsia, J. H., Tam, J. C. L., Giles, H. G., Leung, C. C., Marcus, H., Marshman, J. A. and LeBlanc, A. E. (1976). Science, N.Y., 193, 498

    Article  Google Scholar 

  • Hucker, H. B. and Stauffer, S. C. (1976). In preparation

    Google Scholar 

  • Kahan, F. M. and Kropp, H. (1975). Abstracts of 15th Inter-Science Conference on Antimicrobial Agents and Chemotherapy, Washington, DC, Abstract No. 100

    Google Scholar 

  • Kahan, F. M., Kropp, H., Onishi, H. R. and Jacobus, D. P. (1975). ibid., Abstract No. 103

    Google Scholar 

  • Kaplan, J., Mandel, L. R., Stillman, R., Walker, R. W., VandenHeuvel, W. J. A., Gillin, J. C. and Wyatt, R. J. (1974). Psychopharmacology, 38, 239

    Article  Google Scholar 

  • Knapp, D. R., Gaffney, T. E. and McMahon, R. E. (1972). Biochem. Pharmacol., 21, 425

    Article  Google Scholar 

  • Knapp, D. R., Holcombe, N. H., Krueger, S. A. and Privitera, P. J. (1976). Drug Metab. Disp., 4, 164

    Google Scholar 

  • Kollonitsch, J. and Barash, L. (1976). J. Am. Chem. Soc., 98, 5591

    Article  Google Scholar 

  • Kropp, H., Kahan, F. M. and Woodruff, H. B. (1975). Abstracts of 15th Inter-Science Conference on Antimicrobial Agents and Chemotherapy, Washington, DC, Abstract No. 101

    Google Scholar 

  • Lipinski, J., Mandel, L. R., Ahn, H.-S., VandenHeuvel, W. J. A. and Walker, R. W. (1974). Biol. Psychiat., 9, 89

    Google Scholar 

  • McCloskey, J. A., Stillwell, R. N. and Lawson, A. M. (1968). Anal. Chem., 40, 233

    Article  Google Scholar 

  • Mandel, L. R., Ahn, H.-S., VandenHeuvel, W. J. A. and Walker, R. W. (1972). Biochem. Pharmacol., 21, 1197

    Article  Google Scholar 

  • Mandel, L. R., Prasad, R., Lopez-Ramos, B. and Walker, R. W. (1976). Res. Comm. Chem. Path. Pharmacol. (in press)

    Google Scholar 

  • Mandel, L. R., Rosegay, A., Walker, R. W., VandenHeuvel, W. J. A. and Rokach, J. (1974). Science, N.Y., 186, 741

    Article  Google Scholar 

  • Narasimhachari, N., Heller, B., Spaide, J., Haskovec, L., Fujimori, M., Tabushi, K., Himwich, H. E. (1971). Biol. Psychiat., 3, 9

    Google Scholar 

  • Polan, M. L., McMurray, W. J., Lipsky, S. R. and Lande, S. (1970). Biochem. Biophys. Res. Comm., 38, 1127

    Article  Google Scholar 

  • Porter, C. C., Arison, B. H., Gruber, V. F., Titus, D. C. and VandenHeuvel, W. J. A. (1975). Drug Metab. Disp., 3, 189

    Google Scholar 

  • Prox, A., Zimmer, A. and Machleidt, H. (1973). Xenobiotica, 3, 103

    Article  Google Scholar 

  • Rosegay, A. (1973). Unpublished results

    Google Scholar 

  • Rosegay, A. (1975). Unpublished results

    Google Scholar 

  • Rosegay, A. and Taub, D. (1976). Prostaglandins, 12, 785

    Article  Google Scholar 

  • Saavedra, J. M. and Axelrod, J. (1972). Science, N.Y., 175, 1365

    Article  Google Scholar 

  • Sorensen, L. B. (1960). Scand. J. Clin. Invest., 12, Suppl. 54

    Google Scholar 

  • Steelman, S. L., Smit Sibinga, C. T., Schulz, P., VandenHeuvel, W. J. A. and Tempero, K. F. (1976). XIII Intern. Conf Int. Med., Helsinki

    Google Scholar 

  • Szara, S. (1956), Experientia, 12, 441

    Article  Google Scholar 

  • Tanabe, M., Yasuda, D., LeValley, S. and Mitoma, C. (1969). Life Sci., 8, Part 1, 1123

    Article  Google Scholar 

  • Tennent, D. M., Kouba, R. F., Ray, W. H., VandenHeuvel, W. J. A. and Wolf, F. J. (1976). Science, N.Y., 194, 1059

    Article  Google Scholar 

  • Tocco, D. J., Duncan, A. E. W., deLuna, F. A., Hucker, H. B., Gruber, V. F. and VandenHeuvel, W. J. A. (1975). Drug Metab. Disp., 3, 361

    Google Scholar 

  • Triggle, D. J. and Moran, J. F. (1966). Nature, 211, 307

    Article  Google Scholar 

  • VandenHeuvel, W. J. A., Buhs, R. P., Carlin, J. R., Jacob, T. A., Koniuszy, F. R., Smith, J. L., Trenner, N. R., Walker, R. W., Wolf, D. E. and Wolf, F. J. (1972). Anal. Chem., 44, 14

    Article  Google Scholar 

  • VandenHeuvel, W. J. A., Carlin, J. R., Ellsworth, R. L., Wolf, F. J. and Walker, R. W. (1974). Biomed. Mass Spectrom., 1, 190

    Article  Google Scholar 

  • VandenHeuvel, W. J. A., Gruber, V. F. and Walker, R. W. (1973). J. Chromatog., 87, 341

    Article  Google Scholar 

  • VandenHeuvel, W. J. A., Gruber, V. F., Walker, R. W. and Wolf, F. J. (1977). J. Chromatog., Biol. Appl. (in press)

    Google Scholar 

  • VandenHeuvel, W. J. A., Wolf, D. E., Trenner, N. R., Buhs, R. P., Ellsworth, R. L., Koniuszy, F. R., Carlin, J. R., Jacob, T. A., Walker, R. W. and Wolf, F. J. (1976). In preparation.

    Google Scholar 

  • Walker, R. W., Ahn, H.-S., Albers-Schonberg, G., Mandel, L. R. and VandenHeuvel, W. J. A. (1973). Biochem. Med., 8, 105

    Article  Google Scholar 

  • Walker, R. W., Ahn, H.-S., Mandel, L. R. and VandenHeuvel, W. J. A. (1972). Anal. Biochem., 47, 227

    Article  Google Scholar 

  • Walker, R. W., VandenHeuvel, W. J. A., Wolf, F. J., Noll, R. N. and Duggan, D. E. (1976). Anal. Biochem. (in press)

    Google Scholar 

  • Wolf, D. E., VandenHeuvel, W. J. A., Rosegay, A., Walker, R. W., Koniuszy, F. R., Jacob, T. A. and Wolf, F. J. (1974). Fed. Proc., 33, No. 3, March, Part 1

    Google Scholar 

  • Wyatt, R. J., Mandel, L. R., Ahn, H.-S., Walker, R. W. and VandenHeuvel, W. J. A. (1973). Psychopharmacology, 31, 265

    Article  Google Scholar 

  • Wyatt, R. J., Termini, B. and Davis, J. M. (1971). Schizophrenia Bull., 4, 10

    Article  Google Scholar 

  • Wyngaarden, J. B. and Stetten, D. (1953). J. Biol. Chem., 203, 9

    Google Scholar 

  • Zimmer, A., Prox, A., Pelzer, H. and Hankwicz, R. (1973). Biochem. Pharmacol., 22, 2213

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Merck Sharp and Dohme Research Laboratories, Rahway, 07065, New Jersey, USA

    W. J. A. VandenHeuvel

Authors
  1. W. J. A. VandenHeuvel
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Department of Clinical Pharmacology, Royal Postgraduate Medical School, Hammersmith Hospital, London, UK

    T. A. Baillie

Copyright information

© 1978 The Contributors

About this chapter

Cite this chapter

VandenHeuvel, W.J.A. (1978). Use of stable-isotope-labelled compounds in pharmaceutical research. In: Baillie, T.A. (eds) Stable Isotopes. Palgrave Macmillan, London. https://doi.org/10.1007/978-1-349-03328-7_6

Download citation

Publish with us

Policies and ethics

Search

Navigation