145293-18-1Relevant academic research and scientific papers
Predicting the reactivity of nitrile-carrying compounds with cysteine: A combined computational and experimental study
Berteotti, Anna,Vacondio, Federica,Lodola, Alessio,Bassi, Michele,Silva, Claudia,Mor, Marco,Cavalli, Andrea
, p. 501 - 505 (2014)
Here, we report on a mechanistic investigation based on DFT calculations and kinetic measures aimed at determining the energetics related to the cysteine nucleophilic attack on nitrile-carrying compounds. Activation energies were found to correlate well with experimental kinetic measures of reactivity with cysteine in phosphate buffer. The agreement between computations and experiments points to this DFT-based approach as a tool for predicting both nitrile reactivity toward cysteines and the toxicity of nitriles as electrophile agents.
