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The molecular electrostatic potential of the B-DNA helix

II. The region of the adenine-thymine base pair

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Abstract

The electrostatic molecular potential minima around the adenine-thymina base pair within a B-DNA helix are computed, taking into account the contributions of the sugar-phosphate backbone and of the adjacent base-pairs. The deepest potential in the pair is associated with N3 of adenine. It is less deep than that associated with the guanine moiety in a G-C pair, as studied in paper I of the series. The potential in the vicinity of the NH2 group of adenine is falling between those around the NH2 groups of guanine and cytosine in the G-C pair. The order of affinity towards electrophilic agents of the NH2 groups of guanine, adenine and cytosine incorporated in complementary base pairs into the B-DNA helix correlates with the reactivity of these bases in DNA towards the triol carbonium ion of benzo[a]pyrene, considered as the ultimate metabolic carcinogen derived from that hydrocarbon.

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References

  1. Pullman, A., Zakrzewska, Ch., Perahia, D.: Intern. J. Quantum Chem. Quantum Biol. Symp. 6, in press

  2. Bonaccorsi, R., Pullman, A., Scrocco, E., Tomasi, J.: Theoret. Chim. Acta (Berl.) 24, 51 (1972)

    Google Scholar 

  3. Perahia, D., Pullman, A.: Theoret. Chim. Acta (Berl.) 48, 263 (1978)

    Google Scholar 

  4. Pullman, A., Berthod, H.: Chem. Phys. Letters 32, 233 (1975)

    Google Scholar 

  5. See e.g. Pullman, A., in: Mécanismes d'altération et de réparation du DNA. Relations avec la mutagénèse et la cancérogénèse chimique, Colloque International du CNRS n° 256 (1976) p. 103

  6. Rosenberg, J. M., Seeman, N. C., Kim, J. J. P., Suddath, F. L., Nicolas, H. B., Rich, A.: Nature 243, 150 (1973)

    Google Scholar 

  7. Jerina, D. M., Lehr, R. E., in: Microsomes and drug oxidation, p. 709. V. Ullrich et al., eds. Oxford: Pergamon Press, 1977

    Google Scholar 

  8. Weinstein, I. B., Jeffrey, A. M., Jennette, K. W., Blobstein, S. H., Harvey, R. G., Harris, C., Autrup, H., Kasai, H., Nakanishi, K.: Science 193, 592 (1976)

    Google Scholar 

  9. Jeffrey, A. M., Jennette, K. W., Blobstein, S. H., Weinstein, I. B., Beland, F. A., Harvey, R. G., Kasai, H., Miura, I., Nakanishi, K.: J. Am. Chem. Soc. 98, 5714 (1976)

    Google Scholar 

  10. Jennette, K. W., Jeffrey, A. M., Blobstein, S. H., Beland, F. A., Harvey, F. G., Weinstein, I. B.: Biochem. 16, 505 (1977)

    Google Scholar 

  11. Lavery, R., Pullman, B.: in preparation

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  1. Institut de Biologie Physico-Chimique, Laboratoire de Biochimie Théorique associé au C.N.R.S., 13, rue P. et M. Curie, F-75005, Paris, France

    David Perahia & Alberte Pullman

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  1. David Perahia
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  2. Alberte Pullman
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Perahia, D., Pullman, A. The molecular electrostatic potential of the B-DNA helix. Theoret. Chim. Acta 50, 351–354 (1979). https://doi.org/10.1007/BF00551342

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