naa a22 4500 510734375 CHVBK 20180411083004.0 cr unu---uuuuu 180411e20130701xx s 000 0 eng 10.1007/s12039-013-0445-3 doi (NATIONALLICENCE)springer-10.1007/s12039-013-0445-3 Density functional theory, natural bond orbital and quantum theory of atoms in molecule analyses on the hydrogen bonding interactions in tryptophan-water complexes [Elektronische Daten] [XIQIAN NIU, ZHENGGUO HUANG, LINGLING MA, TINGTING SHEN, LINGFEI GUO] The tryptophan-water (Trp-H2O) complexes formed by hydrogen bonding interactions were investigated at the ωB97XD/6-311+ +G(d,p) level. Five Trp-H2O complexes possessing various types of hydrogen bonds (H-bonds) were characterized by geometries, energies, vibrational frequencies. The nature of the H-bonds were characterized by the natural bond orbital (NBO) and the quantum theory of atoms in molecule (QTAIM) analyses as well. The intramolecular H-bond formed between the amino and carboxyl oxygen atom of tryptophan was retained in most of the complexes, and the cooperativity between the intra and intermolecular H-bonds exist in some complexes. The intramolecular H-bond and some intermolecular H-bonds are strong and have partial covalent character. The H-bonds formed between carboxyl and oxygen/nitrogen atoms are stronger than other H-bonds. The H-bonds involving methylene of tryptophan as H-donor are weak H-bonds. For all complexes, ΔE ele and ΔE ex makes major contributions to the total interaction energy (ΔE MP2), while ΔE disp is the smallest component of the interaction energy. Both hydrogen bonding interaction and structural deformation play important roles in the relative stabilities of the complexes. Regardless of strong H-bonds, the stabilities of some complexes are weakened by the serious structural deformations. Graphical Abstract The hydrogen bonding interactions between tryptophan (Trp) and water have been investigated by the density functional theory (DFT) approach, the QTAIM and NBO analyses to elucidate the hydrogen bonding interaction characteristics in Trp-H2O complexes. Indian Academy of Sciences, 2013 Natural bond orbital (NBO) nationallicence quantum theory of atoms in molecule (QTAIM) nationallicence localized molecular orbital energy decomposition analysis (LMO-EDA) nationallicence tryptophan nationallicence hydrogen bond nationallicence NIU XIQIAN Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut HUANG ZHENGGUO Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut MA LINGLING Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut SHEN TINGTING Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut GUO LINGFEI Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut Journal of Chemical Sciences Springer India 125/4(2013-07-01), 949-958 0974-3626 125:4<949 2013 125 12039 https://doi.org/10.1007/s12039-013-0445-3 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s12039-013-0445-3 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- NIU XIQIAN Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut NATIONALLICENCE 700 1- HUANG ZHENGGUO Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut NATIONALLICENCE 700 1- MA LINGLING Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut NATIONALLICENCE 700 1- SHEN TINGTING Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut NATIONALLICENCE 700 1- GUO LINGFEI Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, 300387, Tianjin, People's Republic of China aut NATIONALLICENCE 773 0- Journal of Chemical Sciences Springer India 125/4(2013-07-01), 949-958 0974-3626 125:4<949 2013 125 12039 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer