An Unexpected Deamination Reaction after Hydrolysis of the Pyrimidine (6-4) Pyrimidone Photoproduct

dc.contributor.authorLin, Gengjie
dc.contributor.authorJian, Yajun
dc.contributor.authorOuyang, Hao
dc.contributor.authorLi, Lei
dc.contributor.departmentDepartment of Chemistry & Chemical Biology, School of Scienceen_US
dc.date.accessioned2016-02-25T17:33:22Z
dc.date.available2016-02-25T17:33:22Z
dc.date.issued2014-10-03
dc.description.abstractPyrimidine (6-4) pyrimidone photoproduct (6-4PP), a common DNA photolesion formed under solar irradiation, was indicated to hydrolyze under strong basic conditions, breaking the N3–C4 bond at the 5′-thymine. The reanalysis of this reaction revealed that the resulting water adduct may not be stable as previously proposed; it readily undergoes an esterification reaction induced by the 5-OH group at 6-4PP to form a five-membered ring, eliminating a molecule of ammonia.en_US
dc.eprint.versionFinal published versionen_US
dc.identifier.citationLin, G., Jian, Y., Ouyang, H., & Li, L. (2014). An Unexpected Deamination Reaction after Hydrolysis of the Pyrimidine (6-4) Pyrimidone Photoproduct. Organic Letters, 16(19), 5076–5079. http://doi.org/10.1021/ol502433hen_US
dc.identifier.issn1523-7060en_US
dc.identifier.urihttps://hdl.handle.net/1805/8493
dc.language.isoen_USen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.isversionof10.1021/ol502433hen_US
dc.relation.journalOrganic Lettersen_US
dc.rightsIUPUI Open Access Policyen_US
dc.sourcePublisheren_US
dc.subjectPyrimidinesen_US
dc.subjectchemistryen_US
dc.subjectPyrimidinonesen_US
dc.titleAn Unexpected Deamination Reaction after Hydrolysis of the Pyrimidine (6-4) Pyrimidone Photoproducten_US
dc.typeArticleen_US
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