Exploration of the full conformational space of N-acetyl-L-glutamine-N-methylamide. An ab initio and density functional theory study

Marco W. Klipfel, Miguel A. Zamora, Ana M. Rodriguez, Noemí G. Fidanza, Ricardo D. Enriz, I. Csizmadia

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

The full conformational space of N-acetyl-L-glutamine-N-methylamide was explored by ab initio (RHF/3-21G and RHF/6-31G(d)) and DFT (B3LYP/6-31G(d)) computations. On the Ramachandran hypersurface of four independent variables, E = E(φ,ψ,χ1,χ2), 59 conformers were located instead of the expected 34 = 81 stable structures. The relative stabilities of the various conformers were analyzed in terms of side chain/backbone interactions covering different hydrogen bonding types by using the theory of atoms in molecules (AIM) and molecular electrostatic potentials (MEPs). The theoretical results were compared with some experimental data (NMR and X-ray).

Original languageEnglish
Pages (from-to)5079-5091
Number of pages13
JournalJournal of Physical Chemistry A
Volume107
Issue number25
DOIs
Publication statusPublished - Jul 26 2003

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glutamine
Discrete Fourier transforms
Density functional theory
Electrostatics
Hydrogen bonds
coverings
Nuclear magnetic resonance
electrostatics
density functional theory
X rays
Atoms
nuclear magnetic resonance
Molecules
hydrogen
atoms
molecules
x rays
interactions
aceglutamide

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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Exploration of the full conformational space of N-acetyl-L-glutamine-N-methylamide. An ab initio and density functional theory study. / Klipfel, Marco W.; Zamora, Miguel A.; Rodriguez, Ana M.; Fidanza, Noemí G.; Enriz, Ricardo D.; Csizmadia, I.

In: Journal of Physical Chemistry A, Vol. 107, No. 25, 26.07.2003, p. 5079-5091.

Research output: Contribution to journalArticle

Klipfel, Marco W. ; Zamora, Miguel A. ; Rodriguez, Ana M. ; Fidanza, Noemí G. ; Enriz, Ricardo D. ; Csizmadia, I. / Exploration of the full conformational space of N-acetyl-L-glutamine-N-methylamide. An ab initio and density functional theory study. In: Journal of Physical Chemistry A. 2003 ; Vol. 107, No. 25. pp. 5079-5091.
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