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dc.creatorSenćanski, Milan
dc.creatorDošen-Mićović, Ljiljana
dc.creatorŠukalović, Vladimir
dc.creatorKostić Rajačić, Slađana
dc.date.accessioned2019-01-30T17:43:25Z
dc.date.available2019-01-30T17:43:25Z
dc.date.issued2015
dc.identifier.issn1040-0400
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/1617
dc.description.abstractContacts between aromatic rings and sulfur-containing amino acids are frequent in proteins. However, little is known about the nature of their interactions particularly if substituents are present on aromatic ring. In this paper, DFT quantum chemical calculations were used to study substituted benzenes in complex with hydrogen sulfide (H2S), methanethiol (CH3SH), and (Methylsulfanyl)methane (CH3SCH3). It was found that SH(...)a interaction is more stabilizing than the S(...)a interaction in the case of benzene, but this is changed with increasing electronegativity of the substituent on benzene ring. Although the change of energy of SH...pi and S-...pi interaction follows the conventional model of substituent effect, where S-...pi interactions are maximized and SH...pi interactions are diminished with electron-withdrawing substituent on benzene as a result of changes in the aryl it-system, it was found that it is mainly a consequence of direct electrostatic interaction between substituent and the sulfur-containing molecule. We also investigated the model system of Cys(...)Trp interaction, adjacent to a cluster of aromatic amino acids, in proteins, using explicit membrane molecular dynamics simulations results of D-3 dopamine receptor crystal structure as starting point. It was found that fluorination in aromatic cluster enhances the Cys(...)Trp interaction. The effect is maximized when transferred through the rest of aromatic system suggesting possible explanation for frequent contacts between sulfur-containing and aromatic amino acids in proteins and their effects on protein folding and stabilization.en
dc.publisherSpringer/Plenum Publishers, New York
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172032/RS//
dc.rightsrestrictedAccess
dc.sourceStructural Chemistry
dc.subjectSulfur-pi interactionsen
dc.subjectDFT calculationsen
dc.subjectMolecular dynamicsen
dc.subjectDopamine D-2 receptoren
dc.titleTheoretical insight into sulfur aromatic interactions with extension to D-2 receptor activation mechanismen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractКостић Рајачић, Слађана; Сенцански, Милан; Шукаловић, Владимир; Досен-Мицовиц, Љиљана;
dc.citation.volume26
dc.citation.issue4
dc.citation.spage1139
dc.citation.epage1149
dc.citation.other26(4): 1139-1149
dc.citation.rankM22
dc.identifier.doi10.1007/s11224-015-0574-z
dc.identifier.scopus2-s2.0-84937817235
dc.identifier.wos000358063000022
dc.type.versionpublishedVersion


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Приказ основних података о документу