Conformational preferences of N-acetyl-L-leucine-N′-methylamide. Gas-phase and solution calculations on the model dipeptide

Marcelo F. Masman, Sándor Lovas, Richard F. Murphy, Ricardo D. Enriz, Ana M. Rodríguez

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A DFT study of N-acetyl-L-leucine-N′-methylamide conformers in the gas phase and in solution was carried out. The theoretical computational analysis revealed 43 different conformations at the B3LYP/6-31G(d) level of theory in the gas phase. In addition, the effects of three solvents (water, acetonitrile, and chloroform) were included in the calculations using the isodensity polarizable continuum model (IPCM) and the Poisson-Boltzmann self-consistent reaction field (PB-SCRF) method. The stability order of the different conformers in solution has been analyzed. The theoretical results were compared with some experimental data (X-ray, IR, and NMR).

Original languageEnglish
Pages (from-to)10682-10691
Number of pages10
JournalJournal of Physical Chemistry A
Volume111
Issue number42
DOIs
StatePublished - Oct 25 2007

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leucine
Dipeptides
Gases
vapor phases
Chloroform
chloroform
Discrete Fourier transforms
acetonitrile
Conformations
Nuclear magnetic resonance
continuums
X rays
nuclear magnetic resonance
Water
water
x rays
acetylleucine

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry

Cite this

Conformational preferences of N-acetyl-L-leucine-N′-methylamide. Gas-phase and solution calculations on the model dipeptide. / Masman, Marcelo F.; Lovas, Sándor; Murphy, Richard F.; Enriz, Ricardo D.; Rodríguez, Ana M.

In: Journal of Physical Chemistry A, Vol. 111, No. 42, 25.10.2007, p. 10682-10691.

Research output: Contribution to journalArticle

Masman, Marcelo F. ; Lovas, Sándor ; Murphy, Richard F. ; Enriz, Ricardo D. ; Rodríguez, Ana M. / Conformational preferences of N-acetyl-L-leucine-N′-methylamide. Gas-phase and solution calculations on the model dipeptide. In: Journal of Physical Chemistry A. 2007 ; Vol. 111, No. 42. pp. 10682-10691.
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