Abstract
Barbiturates form strong, specific hydrogen bonds with derivatives of adenine. This highly specific interaction which is more extensive than the hydrogen bonding between thymine (or uracil) derivatives and adenine derivatives may help to explain the different biological effects of barbiturates.
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References
Sharpless, S. K., in The Pharmacological Basis of Therapeutics (edit. by Goodman, L. S., and Gilman, A.), 105 (Macmillan Co., New York, 1965).
Hamlin, jun., R. M., Lord, R. C., and Rich, A., Science, 148, 1734 (1965).
Küchler, E., and Derkosch, J., Z. Naturforsch., 21B, 209 (1966).
Kyogoku, Y., Lord, R. C., and Rich, A., J. Amer. Chem. Soc., 89, 496 (1967).
Kyogoku, Y., Lord, R. C., and Rich, A., Science, 154, 518 (1966).
Pitha, J., Jones, R. N., and Pithova, P., Canad. J. Chem., 44, 1045 (1966).
Katz, L., and Penman, S., J. Mol. Biol., 15, 220 (1966).
Shoup, R. R., Miles, H. T., and Becker, E. D., Biochim. Biophys. Res. Commun., 23, 194 (1966).
Kyogoku, Y., Lord, R. C., and Rich, A., Proc. US Nat. Acad. Sci., 57, 250 (1967).
Hoogsteen, K., Acta Cryst., 16, 907 (1963).
Mathews, F. S., and Rich, A., J. Mol. Biol., 8, 89 (1964).
Katz, L., Tomita, K., and Rich, A., J. Mol. Biol., 13, 340 (1965).
Haschemeyer, A. E. V., and Sobell, H. M., Nature, 202, 969 (1964).
O'Brien, E. J., J. Mol. Biol., 7, 107 (1963).
Bush, M. T., in Physiological Pharmacology (edit. by Root, W. S., and Hoffmann, F. G.), 1, 185 (Academic Press, New York, 1963).
Hansen, R. L., Phys. Chem., 66, 369 (1962).
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KYOGOKU, Y., LORD, R. & RICH, A. Specific Hydrogen Bonding of Barbiturates to Adenine Derivatives. Nature 218, 69–72 (1968). https://doi.org/10.1038/218069a0
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DOI: https://doi.org/10.1038/218069a0
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