The Role of Nitrogen-Rich Moieties in the Selection of Arginine's Tautomeric Form at Different Temperatures

Aned De Leon*, José Luis Cabellos, César Castillo-Quevedo, Martha Fabiola Martín-Del-Campo-Solís, Gerardo Martínez-Guajardo

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


It is well known that the guanidinium group in Arginine plays an important role in noncovalent interactions. However, its role is not well documented since the selection of its global minimum structure is still controversial. The main difficulties on obtaining accurate results lie on: neutral Arginine can occur in 3 forms, two of which are canonical and one is zwitterion; each form has degenerate enantiomers D- and L-; its numerous degrees of freedom make it challenging to perform a thorough study; the short-range interactions require higher levels of theory to correctly describe them. Thus, we have performed a meticulous global minimum search. We performed optimizations of the systems at the PBE0 / Def2TZVP level of theory and single point calculations at the DLPNO-CCSD(T)/Def2TZVP level with zero-point corrections at PBE0 /Def2TZVP. We also analyzed Thermal Populations and IR Spectra of the systems to fully understand Arginine's behavior. The results show the energy minima structures strongly rely on its internal nitrogen-rich groups.

Original languageEnglish
Pages (from-to)642-650
Number of pages9
JournalActa Chimica Slovenica
StatePublished - 2023

Bibliographical note

Publisher Copyright:
© 2023 Slovensko Kemijsko Drustvo. All rights reserved.


  • Arginine
  • canonical forms
  • theoretical study
  • zwitterion


Dive into the research topics of 'The Role of Nitrogen-Rich Moieties in the Selection of Arginine's Tautomeric Form at Different Temperatures'. Together they form a unique fingerprint.

Cite this