DFT Study of conformational flexibilities and interaction profiles of new class of nucleoside analogs having nucleic acid bases pairs (Pyrimidine analogues-Adenine) linked through a 1,2,3-triazole spacer

• Main Authors: Abderrahim Boutalib, Hanane Elayadi, Hassan Bihi Lazrek
• Format: Article
• Language: English
• Published: Universidade Federal de Mato Grosso do Sul 2014-01-01
• Series: Orbital: The Electronic Journal of Chemistry
• Subjects: red shift; intramolecular hydrogen bond; quantum chemical calculation; dft; conformational analysis; 1,2,3-triazolo-nucleoside.
• Online Access: http://orbital.ufms.br/index.php/Chemistry/article/view/481
• ISSN: 1984-6428

<p class="orbitalabstract">DFT calculations predict the existence of three stable conformations (one opened and two closed conformations) of the new class of nucleoside with various substituents (X = H, CH₃, F, Cl, and Br). The calculations predict also that the two closed conformation are stabilized by intramolecular hydrogen bond. The N₁₇–H₃₄ stretching is large red shift by as mush 380–455 cm^-1 due to the intramolecular N₁₇–H₃₄…N₈ hydrogen bonding. The red shift is accompanied by a large enhancement of the N17–H34 absorption intensity. It shows that these intramolecular hydrogen bonds are classical H–bonds.</p>