Skip to main content

Coordination and Binding of Taurine as Determined by Nuclear Magnetic Resonance Measurements on 13C-Labeled Taurine

  • Chapter
Taurine in Nutrition and Neurology

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 139))

Abstract

A number of pharmacological actions of taurine (5,8,9,16,17,19, 21,30,31) on central nervous and peripheral tissues have suggested that taurine might modulate cation flux (15) by either direct (10, 13) or indirect interactions (4) with calcium. The ability of taurine to influence calcium flux by direct coordination with calcium depends on the fraction of free intracellular calcium which can be trapped by taurine. The fraction of calcium that exists as a taurine complex can be estimated readily from intracellular taurine, calcium and hydrogen ion levels, and the formation constants of taurine-calcium complexes. The latter formation constants can be determined in vitro and applied to in vivo conditions. Dolara and coworkers (11,12) using calcium-taurine formation constants estimated from natural abundance 13C chemical shift titration curves, have calculated that approximately 8% of the total calcium in mammalian myocardium exists in taurine complexes. The inherent difficulties associated with making very precise measurements on noisy, low sensitivity natural abundance 13C NMR spectra suggested that the determination of calcium-taurine formation constants be repeated using 13C enriched taurine. We have determined 13C chemical shift titration curves of the calcium-taurine system using 13C-taurine and have obtained new formation constants for calcium-taurine complexes by rigorous complex equilibrium analysis of the titration curves. These formation constants predict that only neglible amounts of calcium are bound directly to taurine at the taurine and calcium levels found in myocardial cells. Additional 13C NMR measurements of taurine in solution have revealed some unexpected electronic properties of the molecule, which may be important to its biological function.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
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

  1. Albert, A., 1950, Quantitative studies of the avidity of naturally occurring substances for trace metals 1. Amino acids having only two ionizing groups, Biochem. J. 47, 531–538.

    PubMed  CAS  Google Scholar 

  2. Batchelor, J.G., Feeney, J. and Roberts, G.C.K., 1975, C-13 NMR protonation shifts on amines, carboxylic-acids and amino-acids, J. Magn. Res 20, 19–38.

    CAS  Google Scholar 

  3. Beattie, J.K., Fensom, D.J. and Freeman, H.C., 1976, A reinterpretation of paramagnetic line broadening in the nuclear magnetic resonance spectra of amino acids and peptides. I. The copper (II)-glycine system, J. AM. Chem. Soc. 98, 500–507.

    Article  PubMed  CAS  Google Scholar 

  4. Chovan, J.P., Kulakowski, E.C., Benson, B.W. and Schaffer, S.W., 1979, Taurine enhancement of calcium binding to rat heart sarcolemma, Biochem. Biophys. Acta 551, 129–136.

    Google Scholar 

  5. Chubb, J. and Huxtable, R.J., 1978, Transport and biosynthesis of taurine in stressed heart, in Taurine and Neurological Disorders ( A. Barbeau and R.J. Huxtable, Eds.), Raven Press, New York, pp 161–178.

    Google Scholar 

  6. Datta, S.P. and Grzybowski, A.K., 1959, The stability constants of the silver complexes of some aliphatic amines and amino acids, J. Chem. Soc 1091–1095.

    Google Scholar 

  7. Dawson, R.M.C., Elliott, D.C., Elliott, W.H. and Jones, K.M., 1969, Data for Biochemical Research, Oxford University Press, New York, pp 56–57.

    Google Scholar 

  8. Dietrich J. and Diacona, J., 1971, Comparison between ouabain and taurine effects on isolated rat and guinea pig hearts in low calcium media, Life Sci. 10, 499–507.

    Article  CAS  Google Scholar 

  9. Dolara, P., Agresti, A., Giotti, A. and Pasquini, G., 1973, Effect of taurine on calcium kinetics of guinea pig heart, Eur. J. Pharmacol. 24, 352–358.

    Article  PubMed  CAS  Google Scholar 

  10. Dolara, P., Agresti, A., Giotti, A. and Sorace, E., 1976, The effect of taurine on calcium exchange of sarcoplasmic reticulum of guinea pig heart studied by means of dialysis kinetics, Can. J. Physiol. Pharmacol. 54, 529–533.

    Article  PubMed  CAS  Google Scholar 

  11. Dolara, P., Franconi, F., Giotti, A., Basosi, R. and Valensin, G., 1978, Taurine-calcium interaction measured by means of 13C nuclear magnetic resonance, Biochem. Pharmacol. 27, 803–804.

    Article  PubMed  CAS  Google Scholar 

  12. Dolara, P., Ledda, F., Mugelli, A., Mantelli, L., Zilletti, L., Franconi, F. and Giotti, A., 1978, Effect of taurine on calcium, inotropism, and electrical activity of the heart, In: Taurine and Neurological Disorders, ( A. Barbeau and R.J. Huxtable, Eds.), Raven Press, New York, pp 151–159.

    Google Scholar 

  13. Dolara, P., Marino, P. and Buffoni, F., 1973, Effect of 2-aminoethanesulfonic acid (taurine) and 2-hydroxyethane sulfonic acid (isethionic acid) on calcium transport by rat liver mitochondria, Biochem. Pharmacol. 22, 2085–2094.

    Article  PubMed  CAS  Google Scholar 

  14. Greenstein, J.P. and Winitz, M., 1961, Chemistry of the amino acids, John Wiley & Sons, Inc., New York, p487.

    Google Scholar 

  15. Grosso, D.S. and Bressler, R., 1976, Taurine and Cardiac physiology, Biochem. Pharmacol. 25, 2227–2232.

    Article  PubMed  CAS  Google Scholar 

  16. Guidotti, A., Bandiani, G. and Giotti, A., 1971, Potentiation by taurine of inotropic effect of strophanthin K on guinea pig isolated auricles, Pharmacol. Res. Comm. 3, 29–38.

    Article  CAS  Google Scholar 

  17. Guidotti, A. and Giotti, A., 1970, Taurina e Sistema Cardio Vascolare, Rec. Prog. Med. (Roma) 49, 61–71.

    CAS  Google Scholar 

  18. Hargreaves, M.K., Stevinson, E.A. and Evans, J., 1965, The apparent dissociation constants of various weak acids in mixed aqueous solvent, J. Chem. Soc., 4582–4583.

    Google Scholar 

  19. Huxtable, R., 1976, Metabolism and function of taurine in the heart, In: Taurine, ( R. Huxtable and A. Barbeau, Eds.), Raven Press, New York, pp 99–119.

    Google Scholar 

  20. Igisu, H., Izumi, K., Goto, I. and Kina, K., 1976, Effects of taurine on the ATPase activity in the human erythrocyte membrane, Pharmacology 14, 362–366.

    Article  PubMed  CAS  Google Scholar 

  21. Jacobsen, J.G. and Smith, L.H., Jr., 1968, Biochemistry and physiology of taurine derivatives, Physiology 48, 424–511.

    CAS  Google Scholar 

  22. Karplus, M. and Pople, J.A., 1963, Theory of carbon NMR chemical shifts in conjugated molecules, J. Chem. Phys. 38, 2803–2807

    Article  CAS  Google Scholar 

  23. Kosugi, Y. and Takeuchi, T., 1979, The 13C NMR titration shifts of sulphonic acids, Org. Magn, Reson. 12, 435–437.

    Article  CAS  Google Scholar 

  24. Monk, C.B., 1951, Electrolytes in solutions of amino acids. Part V.-The solubilities of calcium, barium and lanthanum iodates in glycine, alanine, and glycylglycine, Trans. Faraday Soc. 47, 1233–1240.

    Article  CAS  Google Scholar 

  25. Norton, R.S., 1979, Identification of mollusc metabolites by natural abundance 13C NMR studies of whole tissue and tissue homogenates, Comp. Biochem. Physiol. 63B, 67–72.

    Google Scholar 

  26. Osterberg, R. and Sjöberg, B., 1968, The metal complexes of peptides and related compounds. III. Copper (II) complexes of glycylglycylglycine in 3.0 M Na(C104) medium, J. Biol. Chem. 243, 3038–3050.

    PubMed  CAS  Google Scholar 

  27. Paul, M.A. and Long, F.A., 1956, Ho and related indictor acidity functions, Chem. Rev. 57, 1–45.

    Article  Google Scholar 

  28. Rabenstein, D.L., 1972, Nuclear magnetic resonance studies of the solution chemistry of metal complexes III. Acetylglycine complexes of cadmium, zinc, and lead, Can. J. Chem. 50, 1036–1043.

    Article  CAS  Google Scholar 

  29. Rabenstein, D.L. and Sayer, T.L., 1976, Carbon-13 chemical shifts parameters for amines, carboxylic acids, and amino acids, J. Magn. Reson. 24, 27–39.

    CAS  Google Scholar 

  30. Read, W.O. and Welty, J.D., 1963, Effect of taurine on epinephrine-and digoxin-induced irregularities of dog heart, J. Pharmacol. Exp. Ther. 139, 283–289.

    PubMed  CAS  Google Scholar 

  31. Schaffer, S.W., Chovan, J.P. and Werkman, R.F., 1978, Dissociation of cAMP changes and myocardial contractility in taurine perfused heart, Biochem. Biophys. Res. Commun. 81, 248–253.

    CAS  Google Scholar 

  32. Winegrand, S. and Shanes, A.M., 1962, Calcium flux and contractility of guinea pig atria, J. Gen. Physiol. 45, 371–394.

    Article  Google Scholar 

  33. SAS User’s Guide 1979 Edition, SAS Institute Inc., P.O.B. 10066, Raleigh, NC 27605, 1979: 317–330.

    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

Irving, C.S., Hammer, B.E., Danyluk, S.S., Klein, P.D. (1982). Coordination and Binding of Taurine as Determined by Nuclear Magnetic Resonance Measurements on 13C-Labeled Taurine. In: Huxtable, R.J., Pasantes-Morales, H. (eds) Taurine in Nutrition and Neurology. Advances in Experimental Medicine and Biology, vol 139. Springer, Boston, MA. https://doi.org/10.1007/978-1-4757-0402-0_1

Download citation

  • DOI: https://doi.org/10.1007/978-1-4757-0402-0_1

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4757-0404-4

  • Online ISBN: 978-1-4757-0402-0

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics