Conformational analyses of aminoacids derivatives: a theoretical and experimental approach

• Grant number: 16/12005-5
• Support Opportunities: Scholarships in Brazil - Master
• Start date: September 01, 2016
• End date: July 31, 2017
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Roberto Rittner Neto
• Grantee: Weslley Guilherme Dias de Paiva Silva
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil

Abstract

The conformational analyses of some aminoacids derivatives and related compounds, through NMR (H-1 and C-13) and infrared spectroscopies, and theoretical calculations is proposed. These calculations will employ the ab initio MP2 and the DFT wB97X-D methods including zero point energy corrections, which are available in Gaussian-97 and will give the geometries and energies for the most stable conformers in the isolated form. The IEFPCM solvation model will be used for the determination of several solvents on the conformation isomerism of the studied compounds. CO stretching frequencies and J(HX) (X is C and H) coupling constants calculations will be used together with experimental NMR and IR data, in several solvents, for the results analyses. The intramolecular interactions contributions from classical origen (steric and electrostatic) and quantum (hyperconjugation) for the conformational stability of the studied compounds will be performed. Moreover, topological analyses through the quantum theory of atoms in molecules (QTAIM), natural bond orbitals (NBO) and Non Covalent Interactions will also be made. The global analysis of the whole data set will allow the estimation which are the main effects for the studied compounds, and as a consequence for the macromolecules which may come from them. (AU)

Scientific publications

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

SIVA, WESLLEY G. D. P.; TORMENA, CLAUDIO F.; RITTNER, ROBERTO. Revealing the Conformational Preferences of Proteinogenic Glutamic Acid Derivatives in Solution by H-1 NMR Spectroscopy and Theoretical Calculations. Journal of Physical Chemistry A, v. 122, n. 18, p. 4555-4561, MAY 10 2018. (16/24109-0, 15/08541-6, 16/12005-5)

BRAGA, CAROLYNE B.; SILVA, WESLLEY G. D. P.; RITTNER, ROBERTO. Conformational preferences of N-acetyl-N-methylprolineamide in different media: a H-1 NMR and theoretical investigation. NEW JOURNAL OF CHEMISTRY, v. 43, n. 4, p. 1757-1763, JAN 28 2019. (12/18567-4, 16/24109-0, 16/12005-5)

SILVA, WESLLEY G. D. P.; BRAGA, CAROLYNE B.; RITTNER, ROBERTO. Conformational study of L-methionine and L-cysteine derivatives through quantum chemical calculations and 3J(HH) coupling constant analyses. Beilstein Journal of Organic Chemistry, v. 13, p. 925-937, MAY 17 2017. (12/18567-4, 14/25903-6, 16/12005-5)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

SILVA, Weslley Guilherme Dias de Paiva. Conformational analysis of aminoacid derivatives: a theoretical and experimental approach. 2017. Master's Dissertation - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.