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On the affinity of cytosine towards electrophiles

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Abstract

Ab initio SCF computations on the intrinsic preferences of the H+, CH +3 and C2H +5 cations towards the two principal sites of protonation or alkylation on cytosine, N3 or O2, show that this preference undergoes a continuous modification with the increase in size and complexity of the cation. N3 is the preferred site of fixation of H+, O2 the preferred site of C2H +5 , while CH +3 has no marked preference. The exchange repulsion term of the binding energy appears responsible for the preference of C2H +5 for O2.

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Authors and Affiliations

  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

    Alberte Pullman & Anne Marie Armbruster

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  1. Alberte Pullman
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  2. Anne Marie Armbruster
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This work was supported by the Ligue Francaise contre le Cancer and the National Foundation for Cancer Research (USA)

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Pullman, A., Armbruster, A.M. On the affinity of cytosine towards electrophiles. Theoret. Chim. Acta 45, 249–256 (1977). https://doi.org/10.1007/BF00554534

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  • DOI: https://doi.org/10.1007/BF00554534

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