Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

Sulphate Conjugation and L-Dopa Treatment of Parkinsonian Patients

Abstract

CONJUGATION of catecholamines in man was first described for adrenaline by Richter in 19401. He suggested that the conjugated product was an ester of sulphuric acid. Richter and MacIntosh2 later demonstrated that conjugation of adrenaline markedly reduced its presser properties and proposed that conjugation is a mechanism of inactivation of the biological properties of this amine. Holtz and Credner3 administered L-dopa to several animals including man and isolated both free and conjugated dopamine (DA) from urine. Conjugation of two metabolites of DA, homovanillic acid (HVA) and 3,4-dihydroxyphenylacetic acid (DOPAC), was observed by Shaw, McMillan and Armstrong4 when they isolated these two phenolic acids from the urine of human subjects who had received L-dopa orally. The conjugates of these compounds can be isolated by anion exchange chromatography5,6. When conjugated derivatives in the eluates from anion exchange columns were hydrolysed by sulphuric acid5,6 or sulphatase5, the unconjugated parent compounds were identified by paper chromatography.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Richter, D., J. Physiol., 98, 361 (1940).

    Article  CAS  Google Scholar 

  2. Richter, D., and MacIntosh, F. C., Am. J. Physiol., 135, 1 (1941).

    CAS  Google Scholar 

  3. Holtz, P., and Credner, K., Arch. expl. Path. Pharmak., 200, 356 (1942).

    Article  CAS  Google Scholar 

  4. Shaw, K. N. F., McMillan, A., and Armstrong, M. D., J. biol. Chem., 226, 255 (1957).

    CAS  PubMed  Google Scholar 

  5. Alton, H., and Goodall, McC., Biochem. Pharmac., 18, 1373 (1969).

    Article  CAS  Google Scholar 

  6. Goodall, McC.,and Alton, H., Biochem. Pharmac., 21, 2401 (1972).

    Article  CAS  Google Scholar 

  7. Williams, R. T., Biochem. J., 32, 878 (1938).

    Article  CAS  Google Scholar 

  8. Deichman, W. B., Proc. Soc. expl. biol. Med., 54, 335 (1943).

    Article  Google Scholar 

  9. Cotzias, G. C., Papavasiliou, P. S., and Gellene, R., New Engl. J. Med., 280, 337 (1969).

    Article  CAS  Google Scholar 

  10. L-Dopa and Parkinsonism (edit. by Barbeau, A., and McDowell, F. H.) (Davis, Philadelphia, 1970).

  11. Weil-Malherbe, H., and Van Buren, J. M., J. Lab. clin. Med., 74, 305 (1969).

    CAS  PubMed  Google Scholar 

  12. Rayfield, E. J., Cain, J. P., Casey, M. P., Williams, G. H., and Sullivan, J. M., J. Am. med. Ass., 221, 704 (1972).

    Article  CAS  Google Scholar 

  13. Weil-Malherbe, H., Methods of Biochemical Analysis, 16, 293 (1968).

    CAS  PubMed  Google Scholar 

  14. Smith, E. R. B., and Weil-Malherbe, H., Clinica chim. Acta, 35, 505 (1971).

    Article  CAS  Google Scholar 

  15. Anton, A. H., and Sayre, D. F., J. Pharmac. expl. Ther., 145, 326 (1964).

    CAS  Google Scholar 

  16. Sourkes, T. L., Denton, R. L., Murphy, G. F., Chavez, B., and Saint Cyr, S., Pediatrics, 31, 660 (1963).

    CAS  PubMed  Google Scholar 

  17. Sato, T. L., J. Lab. clin. Med., 66, 517 (1965).

    CAS  PubMed  Google Scholar 

  18. Hawk, P. B., Oser, B. L., and Summerson, W. H., Practical Physiological Chemistry, 946 (McGraw Hill, New York, 1954).

    Google Scholar 

  19. Berglund, F., and Sörbo, B., Scand. J. clin. Lab. Invest., 12, 147 (1960).

    Article  CAS  Google Scholar 

  20. Maughan, G. B., Evelyn, K. A., and Browne, S. L., J. biol. Chem., 126, 567 (1938).

    CAS  Google Scholar 

  21. Williams, R. T., Detoxication Mechanisms, 284 (Wiley, New York, 1959).

    Google Scholar 

  22. Bray, H. G., Humphris, B. G., Thorpe, W. V., White, K., and Wood, P. B., Biochem. J., 52, 419 (1952).

    Article  CAS  Google Scholar 

  23. Young, L., and Maw, G. A., The Metabolism of Sulphur Compounds, 108 (Methuen, London, 1958).

    Google Scholar 

  24. Häggendal, J., Acta physiol. scand., 59, 255 (1963).

    Article  Google Scholar 

  25. Morgan, C. D., Ruthven, C. R. J., and Sandler, M., Clinica chim. Acta, 26, 381 (1969).

    Article  CAS  Google Scholar 

  26. Nose, Y., and Lipmann, F., J. biol. Chem., 233, 1348 (1958).

    CAS  PubMed  Google Scholar 

  27. Schanberg, S. M., Breese, G. R., Schildkraut, J. J., Gordon, E. K., and Kopin, I. J., Biochem. Pharmac., 17, 2006 (1968).

    Article  CAS  Google Scholar 

  28. Hidaka, H., and Austin, J., Biochim. biophys. Acta, 268, 132 (1972).

    Article  CAS  Google Scholar 

  29. Meek, J. L., and Neff, N. H., J. Pharmac. expl. Ther., 181, 457 (1972).

    CAS  Google Scholar 

  30. Mattock, G. L., Wilson, D. L., and Hoffer, A., Nature, 213, 1189 (1967).

    Article  ADS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

RUTLEDGE, C., HOEHN, M. Sulphate Conjugation and L-Dopa Treatment of Parkinsonian Patients. Nature 244, 447–450 (1973). https://doi.org/10.1038/244447b0

Download citation

  • Received:

  • Revised:

  • Issue date:

  • DOI: https://doi.org/10.1038/244447b0

This article is cited by

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing