Abstract
The solution conformations of pyridoxal-5′ -phosphate and pyridoxamine-5′-phosphate have been investigated using Eu(III) as a nuclear magnetic resonance shift probe. Binding of Eu(III) to pyridoxal phosphate results in the formation of two complexes, at the phosphate group and theo-hydroxy-aldehyde moiety, which are in slow exchange on the nuclear magnetic resonance time-scale. The lanthanide-induced pseudo contact shifts calculated using the McConnell-Robertson equation (J. Chem. Soc. (1950), 22, 1561) are in good agreement with the experimentally observed values for both pyridoxal phosphate and pyridoxamine phosphate and lead to a family of closely related conformations.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Abbreviations
- PALP:
-
Pyridoxal-5′-phosphate
- PAMP:
-
Pyridoxamine-5′-phosphate
- LIS:
-
Lanthanide induced shift
References
Barry, C. D., North, A. C. T., Glasel, J. A., Williams, R. J. P. and Xavier, A. V. (1971)Nature (London),232, 236.
Barry, C.D., Dobson, C M., Sweigart, D. A., Ford, L. E. and Williams, R J P (1973) inNMR shift reagents, ed. R. E. Sievers, (New York: Academic Press) p 173.
Barry, C. D., Glasel, J. A., Williams, R. J. P and Xavier, A. V. (1974)J. Mol Biol.,84, 471.
Bell, R. P., Rand, M. H. and Wynne-Jones, K. M. A. (1956)Trans. Faraday Soc.,52, 1093.
Bentley, G. A., Waters, J. M. and Waters, T. N. (1968)Chem. Commun., p 988.
Blum, M. and Thanassi, J. W. (1977)Bioorg Chem.,6, 31.
Braunstein, A. E. (1960) inThe enzymes, eds., P. D. Boyer, H. Lardy, and K. Myrback (New York: Academic Press)2, 113.
Capasso, S., Giordono, F., Mattia, C., Mazzarella, L. and Ripanionti, A (1974)J Chem Soc. Dalton, p 2228.
Cutfield, J. F., Hall, D. and Waters, T. N. (1967)Chem. Commun., p 785.
Fujiwara, T. (1973)Bull Chem. Soc. (Jpn.),46, 863.
Geralds, C. F. G. C. and Williams, R. J. P.(1978)Eur. J. Biochem.,85, 463.
Giordono, F. and Mazzarella, L.(1971)Acta Crystallogr.,B27, 128.
Glasel, J. A. (1973)Prog. Inorg. chem.,18, 383.
Harris, C. M., Johnson, R. J. and Metzler, D. E.(1976)Biochim. Biophys. Acta,421, 181
Inagaki, F., Tasumi, M. and Miyazawa, T. (1978)Biopolymers,17, 267.
Korytnyk, W. and Singh, R. P. (1963)J. Am. Chem. Soc.,85, 2813.
Longenecker, J. B. and Snell, E. E. (1957)JAm. Chem Soc.,79, 142.
McConnell, H. M. and Robertson, R. E.(1958)J. Chem. Soc.,29, 1361.
Metzler, D. E., Ikawa, M. and Snell, E. E. (1954)J. Am. Chem. Soc.,76, 648.
Metzler, D. E. and Snell, E. E.(1955)J. Am. Chem. Soc.,77, 2431.
Snell, E. E.(1958)Vitam. Horm (NY) 16, 77.
Snell, E. E., Braunstein, A. E., Severin, E. S. and Torchinsky, Yu M., eds (1968)Pyridoxal catalysis: Enzymes and model systems, IUB symposium series Vol. 35 (New York: Interscience).
Sullivan, G. R. (1976)J. Am. Chem. So.,98, 7162.
Willstadter E., Hamor, T. A. and Hoard, J. L. (1963)J. Am. Chem. Soc.,85, 1205.
Author information
Authors and Affiliations
Additional information
Contribution No. 130 from the Molecular Biophysics Unit.
Rights and permissions
About this article
Cite this article
Rao, B.N.N., Ramakrishnan, C. & Balaram, P. Metal binding to pyridoxal derivatives. An NMR study of the interaction of Eu(III) with pyridoxal phosphate and pyridoxamine phosphate. J Biosci 1, 35–47 (1979). https://doi.org/10.1007/BF02702885
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02702885