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

doi:10.1021/jp0716886

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

Department of Biomedical Sciences

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

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 language	English (US)
Pages (from-to)	10682-10691
Number of pages	10
Journal	Journal of Physical Chemistry A
Volume	111
Issue number	42
DOIs	https://doi.org/10.1021/jp0716886
State	Published - Oct 25 2007

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry

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10.1021/jp0716886

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

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).",

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T1 - Conformational preferences of N-acetyl-L-leucine-N′-methylamide. Gas-phase and solution calculations on the model dipeptide

AU - Masman, Marcelo F.

AU - Lovas, Sándor

AU - Murphy, Richard F.

AU - Enriz, Ricardo D.

AU - Rodríguez, Ana M.

PY - 2007/10/25

Y1 - 2007/10/25

N2 - 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).

AB - 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).

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

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