Theoretical study of hydrogen bonding in disubstituted ferrocene peptides using AIM theory and NBO analysis (CROSBI ID 537493)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa
Podaci o odgovornosti
Kodrin, Ivan ; Mihalić, Zlatko ; Rapić, Vladimir
engleski
Theoretical study of hydrogen bonding in disubstituted ferrocene peptides using AIM theory and NBO analysis
Ferrocene-containing derivatives of asymmetrically substituted 1, 1'-dicarboxylic acid with natural amino acids can create hydrogen-bonded structures that result in organised helical ferrocene units in solution. In this study we present the results of theoretical investigations of interactions within previously synthesized asymmetrical 1, 1'-disubstitu-ted ferrocene peptides of type I, MeCO-Fn-CO-AA-OMe, and type II conjugates, MeCO-Fn-CO-AA-NHMe (Fn = ferrocene-1, 1'-diyl, AA = L-α -amino acid, Gly, Ala or Val). A detailed population analysis of the several most stable conformers of each model type was performed with natural bond orbitals (NBO) and atoms in molecules (AIM) methods on previously optimized geometries with B3LYP/6-311G(d, p) and LanL2DZ basis set at Fe atom. Molecules were classified by the criteria of similarity of the inherent hydrogen bonds. Geometrical, topological and energetic properties of hydrogen bonds at the bond critical points (BCP) were compared. With few exceptions, observed proper N− H• • • O and improper C− H• • • O hydrogen bonds can be classified as weak bonds. Relative stability of equivalent conformers does not depend on specific amino acid and can be correlated with the number and type of hydrogen bonds.
ferrocene peptides; hydrogen bonds; DFT
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Podaci o prilogu
74-x.
2007.
objavljeno
Podaci o matičnoj publikaciji
Babić Darko ; Došlić, Nađa ; Smith, David ; Tomić, Sanja ; Vlahoviček, Kristijan
Zagreb: Institute of Computational Life Sciences (ICLS)
978-953-6690-69-5
Podaci o skupu
The 2nd Opatija Meeting on Computational Solutions in the Life Sciences
poster
04.09.2007-09.09.2007
Opatija, Hrvatska