Conformational preferences of N-acetyl-L-leucine-N'-methylamide. Gas-phase and solution calculations on the model dipeptide.
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).
Masman
Marcelo F
MF
Departamento de Química, Universidad Nacional de San Luis, Chacabuco 917, 5700 San Luis, Argentina.
Lovas
Sandor
S
Murphy
Richard F
RF
Enriz
Ricardo D
RD
Rodríguez
Ana M
AM
D000465:Algorithms; D004151:Dipeptides / Q000737:chemistry*; D005740:Gases; D006860:Hydrogen Bonding; D007536:Isomerism; D007930:Leucine / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D016012:Poisson Distribution; D011487:Protein Conformation; D012996:Solutions / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics; D014961:X-Ray Diffraction
D004151:Dipeptides; D005740:Gases; C492360:N-acetyl-leucine-methylamide; D012996:Solutions; D007930:Leucine