Abstract.
Density functional theory (B3LYP/6-31G*) has been used to study the cyclization, deamidation and hydrolysis reactions of a model peptide. Single point energy calculations with the polarized continuum model drastically lower the activation energy for cyclization in a basic medium. Confirmation of the experimental results that cyclization is slower than deamidation in acidic media and the opposite is true in basic media has enabled us to propose mechanisms for both processes.
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Received: 29 June 2000 / Accepted: 22 March 2001 / Published online: 24 May 2001
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Konuklar, F., Aviyente, V., Sen, T. et al. Modeling the deamidation of asparagine residues via succinimide intermediates. J Mol Model 7, 147–160 (2001). https://doi.org/10.1007/s008940100025
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DOI: https://doi.org/10.1007/s008940100025