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dc.contributor.CRUESPUniversidade Estadual de Campinaspt_BR
dc.typeArtigo de periódicopt_BR
dc.titleChiroselective self-directed octamerization of serine: Implications for homochirogenesispt_BR
dc.contributor.authorCooks, RGpt_BR
dc.contributor.authorZhang, DXpt_BR
dc.contributor.authorKoch, KJpt_BR
dc.contributor.authorGozzo, FCpt_BR
dc.contributor.authorEberlin, MNpt_BR
unicamp.authorPurdue Univ, Dept Chem, W Lafayette, IN 47907 USA Univ Estadual Campinas, Inst Chem, BR-13083970 Campinas, SP, Brazilpt_BR
dc.subject.wosTandem Mass-spectrometrypt_BR
dc.subject.wosGas-phasept_BR
dc.subject.wosElectrospray-ionizationpt_BR
dc.subject.wosBiomoleculespt_BR
dc.subject.wosResolutionpt_BR
dc.subject.wosChiralitypt_BR
dc.subject.wosOriginpt_BR
dc.description.abstractSerine undergoes chiroselective self-directed oligomerization to form a singly protonated octamer under positive ion electrospray conditions, as identified by ion trap tandem mass spectrometry. The experiments also show a series of higher-order clusters (metaclusters) corresponding to [(Ser(8)H)(n)](n+), n = 1, 2, 3. There is a magic number effect favoring formation of the protonated octamer over its homologues and also a strong preference for octamer formation from homochiral serine molecules. Collision-induced dissociation suggests that the protonated octamer is composed of four hydrogen-bonded dimers, stabilized by further extensive hydrogen bonding. Density functional calculations support this model and show that the protonated homochiral octamer is energetically stabilized relative to its possible fragments (dimer plus protonated hexamer, etc). The calculations also show that heterochiral octamers are less stable than homochiral octamers (e.g., the protonated 7:1 cluster is 2.1 kcal/mol less stable than the 8:0 analogue). The implications of these results for the origin of homochirality are discussed.pt
dc.relation.ispartofAnalytical Chemistrypt_BR
dc.relation.ispartofabbreviationAnal. Chem.pt_BR
dc.publisher.cityWashingtonpt_BR
dc.publisher.countryEUApt_BR
dc.publisherAmer Chemical Socpt_BR
dc.date.issued2001pt_BR
dc.date.monthofcirculationAUG 1pt_BR
dc.identifier.citationAnalytical Chemistry. Amer Chemical Soc, v. 73, n. 15, n. 3646, n. 3655, 2001.pt_BR
dc.language.isoenpt_BR
dc.description.volume73pt_BR
dc.description.issuenumber15pt_BR
dc.description.firstpage3646pt_BR
dc.description.lastpage3655pt_BR
dc.rightsfechadopt_BR
dc.sourceWeb of Sciencept_BR
dc.identifier.issn0003-2700pt_BR
dc.identifier.wosidWOS:000170274400026pt_BR
dc.identifier.doi10.1021/ac010284lpt_BR
dc.date.available2014-11-15T19:45:09Z
dc.date.available2015-11-26T17:21:42Z-
dc.date.accessioned2014-11-15T19:45:09Z
dc.date.accessioned2015-11-26T17:21:42Z-
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dc.description.provenanceMade available in DSpace on 2015-11-26T17:21:42Z (GMT). No. of bitstreams: 2 WOS000170274400026.pdf: 168873 bytes, checksum: f794720fa582c8b85c4e7b1bbb8401cf (MD5) WOS000170274400026.pdf.txt: 43670 bytes, checksum: 84413c4bb1cb8c270d1142ca582efeea (MD5) Previous issue date: 2001en
dc.identifier.urihttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/55798pt_BR
dc.identifier.urihttp://www.repositorio.unicamp.br/handle/REPOSIP/55798
dc.identifier.urihttp://repositorio.unicamp.br/jspui/handle/REPOSIP/55798-
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