Studies on the Contribution of Phosphoryl Group to the Non-Covalent Interaction between ATP and α-Aminophosphonic Acids Derivatives by ESI-MS and Molecular Modeling

Abstract

In this work, Diisopropyl [phenyl(pyridine-4-carboxamido)methyl]phosphonate was synthesized for investigating the interaction with ATP. The noncovalent complex was observed by the Electrospray ionization Mass Spectrometry (ESI-MS). Through Molecular modeling, it was found that the non-covalent complex was stabilized by two intermolecular hydrogen bonds, which has the binding energy of -8.999 kcals/mol. In order to investigate the function of phosphoryl group in the interaction, benzoyl phenylglycine isopropyl ester was also tested, but no interaction with ATP was observed by ESI-MS. These results implied that phosphoryl group was a very important functional group to provide effective interaction site between α-Aminophosphonic acids and ATP.

Keywords:

• ATP
• ESI
• molecular dynamic simulation
• noncovalent complex

Acknowledgments

The project is supported by the National Natural Science Foundation of China (No. 20572061) and the Ministry of Education (Key Project 104201).