Modeling the deamidation of asparagine residues via succinimide intermediates


Konuklar F. A. , AVİYENTE V., Sen T., Bahar I.

JOURNAL OF MOLECULAR MODELING, vol.7, no.5, pp.147-160, 2001 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 7 Issue: 5
  • Publication Date: 2001
  • Doi Number: 10.1007/s008940100025
  • Title of Journal : JOURNAL OF MOLECULAR MODELING
  • Page Numbers: pp.147-160

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.