Density functional studies of endosulphan and its interaction with glycine and GABA

Journal of Chemical Sciences

Ashwani Kumar Tiwari3³  Brijesh Kumar Mishra²  C N Ramachandran¹ 

[1] Department of Chemical and Biological Engineering, University at Buffalo, The State University of New York, Amherst, NY 14260, USA$$;Environmental Chemistry Modeling Laboratory, GR C2 544, Swiss Federal Institute of Technology (EPFL), Lausanne, Switzerland$$;Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, 741 252, India$$

关键词: Endosulphan;    density functional;    amino acid;    glycine;    𝛾-amino butyric acid;    GABA.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Density functional theoretic (DFT) methods are employed to study the interactions between endosulphan and two amino acids, namely glycine and 𝛾 -aminobutyric acid (GABA). Two conformers of each isomer 𝛼- and 𝛽-endosulphan are considered in the study. The DFT methods B3LYP, M05, M05-2X, M06 and M06-2X in conjunction with the basis set 6-31++G∗∗ are used. The complexes of 𝛼- and 𝛽-endosulphan with amino acids are stabilized by a strong hydrogen bond. In addition, there are several weak C-H…O interactions present between the two moieties. Among the DFT methods used, M06-2X method shows the highest stabilization energy for all the complexes. The M06-2X/6-31++G∗∗ method predicts that among the four conformers of endosulphan, the 𝛼 conformer in which the S=O points up, forms the most stable complex with both glycine and GABA, with stabilization energies −15.24 kcal/mol and −14.39 kcal/mol, respectively. The 𝛽 conformer in which the S=O points down, forms the least stable complex with both amino acids with stabilization energies −7.14 and −7.85 kcal/mol, respectively.

【 授权许可】

Unknown