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dc.creatorĐorđević, Ivana S.
dc.creatorPopadić, Marko
dc.creatorSarvan, Mirjana
dc.creatorPetković - Benazzouz, Marija
dc.creatorJanjić, Goran
dc.date.accessioned2020-04-13T11:04:04Z
dc.date.available2020-04-13T11:04:04Z
dc.date.issued2020
dc.identifier.issn2052-5206
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/3474
dc.description.abstractStatistical analysis of data from crystal structures extracted from the Cambridge Structural Database (CSD) has shown that S and Se atoms display a similar tendency towards specific types of interaction if they are part of a fragment that corresponds to the side chains of cysteine (Cys), methionine (Met) selenocysteine (Sec) and selenomethionine (Mse). The most numerous are structures with C-H..Se and C-H..S interactions (∼80%), notably less numerous are structures with Se..Se and S..S interactions (∼5%), and Se..π and S..π interactions are the least numerous. The results of quantum-chemical calculations have indicated that C-H..Se (∼-0.8 kcal mol-1) and C-H..S interactions are weaker than the most stable parallel interaction (∼-3.3 kcal mol-1) and electrostatic interactions of σ/π type (∼-2.6 kcal mol-1). Their significant presence can be explained by the abundance of CH groups compared with the numbers of Se and S atoms in the crystal structures, and also by the influence of substituents bonded to the Se or S atom that further reduce their possibilities for interacting with species from the environment. This can also offer an explanation as to why O-H..Se (∼-4.4 kcal mol-1) and N-H..Se interactions (∼-2.2 kcal mol-1) are less numerous. Docking studies revealed that S and Se rarely participate in interactions with the amino acid residues of target enzymes, mostly because those residues preferentially interact with the substituents bonded to Se and S. The differences between Se and S ligands in the number and positions of their binding sites are more pronounced if the substituents are polar and if there are more Se/S atoms in the ligand.en
dc.language.isoensr
dc.publisherInternational Union of Crystallographysr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172023/RS//sr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172035/RS//sr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/171035/RS//sr
dc.rightsopenAccesssr
dc.sourceActa Crystallographica. Section B: Structural Science Crystal Engineering and Materialssr
dc.subjectSubstitution of S by Sesr
dc.subjectSupramolecular structuresr
dc.subjectSe-Se interactionssr
dc.subjectBiosystem recognitionsr
dc.titleSupramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognitionen
dc.typearticlesr
dc.rights.licenseBYsr
dcterms.abstractПопадић, Марко; Јањић, Горан В.; Ђорђевић, Ивана С.; Сарван, Мирјана; Петковић - Беназзоуз, Марија;
dc.citation.volume76
dc.citation.spage122
dc.citation.epage136
dc.citation.rankaM21~
dc.identifier.doi10.1107/S2052520619016287
dc.identifier.fulltexthttp://cer.ihtm.bg.ac.rs/bitstream/id/16297/bitstream_16297.pdf
dc.identifier.scopus2-s2.0-85079570171
dc.identifier.wos000513005400015
dc.type.versionpublishedVersionsr


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