On Heteroaromaticity Of Nucleobases. Bond Lengths As Multidimensional Phenomena

dc.creatorKiralj R.
dc.creatorFerreira M.M.C.
dc.date2003
dc.date2015-06-30T17:27:41Z
dc.date2015-11-26T15:39:46Z
dc.date2015-06-30T17:27:41Z
dc.date2015-11-26T15:39:46Z
dc.date.accessioned2018-03-28T22:48:15Z
dc.date.available2018-03-28T22:48:15Z
dc.identifier
dc.identifierJournal Of Chemical Information And Computer Sciences. , v. 43, n. 3, p. 787 - 809, 2003.
dc.identifier952338
dc.identifier10.1021/ci0200523
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-0037708619&partnerID=40&md5=89a4bcaa103aafb349bd5f6a7cb7eca0
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/102082
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/102082
dc.identifier2-s2.0-0037708619
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1264213
dc.descriptionThree hundred and nine carbon-carbon, carbon-nitrogen, and carbon-oxygen w-bond lengths in high precision crystal structures of 31 purine and pyrimidine nucleobases were related to the Pauling w-bond order, its analogues corrected to crystal packing effects, the numbers of non-hydrogen atoms around the bond, and the sum of atomic numbers of the bond atoms. Principal Component Analysis (PCA) and Hierachical Cluster Analysis (HCA) demonstrated that the bond lengths in the nucleobases are three-dimensional phenomenon, characterized by nine distinct classes of bonds. Bond lengths predicted by Linear Regression models, Pauling Harmonic Potential Curves, Multiple Linear Regression, Principal Component, and Partial Least Squares Regression were compared to those calculated by molecular mechanics, semiempirical, and ab initio methods using PCA-HCA procedure on the calculated bond lengths, statistical parameters, and structural aromaticity indices. Incorporation of crystal packing effects into bond orders makes multivariate models to be competitive to semiempirical results, while further improvement of quantum chemical calculations can be achieved by geometry optimization of molecular clusters.
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dc.description809
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dc.languageen
dc.publisher
dc.relationJournal of Chemical Information and Computer Sciences
dc.rightsfechado
dc.sourceScopus
dc.titleOn Heteroaromaticity Of Nucleobases. Bond Lengths As Multidimensional Phenomena
dc.typeArtículos de revistas


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