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dc.contributor.author | Takamatsu M. | |
dc.contributor.author | Fukase K. | |
dc.contributor.author | Kurbangalieva A. | |
dc.contributor.author | Tanaka K. | |
dc.date.accessioned | 2018-09-18T20:12:03Z | |
dc.date.available | 2018-09-18T20:12:03Z | |
dc.date.issued | 2014 | |
dc.identifier.issn | 0968-0896 | |
dc.identifier.uri | https://dspace.kpfu.ru/xmlui/handle/net/137501 | |
dc.description.abstract | © 2014 Elsevier Ltd. All rights reserved. We demonstrated synthetically that the eight-membered heterocycles 2,6,9-triazabicyclo[3.3.1]nonanes and 1,5-diazacyclooctanes are the initial and exclusive products of the reaction, through an imino [4+4] cycloaddition, of biologically relevant amines with acrolein. The stabilities of the aminoacetals within the eight-membered heterocycles determined whether the product was subsequently transformed gradually into the 3-formyl-3,4-dehydropiperidine (FDP), which is widely used as an oxidative stress marker. The reactivity profiles discovered in this study suggested that some of the imino [4+4] cycloaddition products are reactive intermediates of FDP and contribute to the mechanisms underlying the oxidative stress response to acrolein. | |
dc.relation.ispartofseries | Bioorganic and Medicinal Chemistry | |
dc.subject | 1 5-Diazacyclooctane | |
dc.subject | 2 6 9-Triazabicyclo[3.3.1]nonane | |
dc.subject | 3-Formyl-3 4-dehydropiperidine (FDP) | |
dc.subject | Acrolein | |
dc.subject | Biologically relevant amine | |
dc.subject | Biomarker | |
dc.subject | Imino [4+4] cycloaddition | |
dc.title | Imino [4+4] cycloaddition products as exclusive and biologically relevant acrolein-amine conjugates are intermediates of 3-formyl-3,4-dehydropiperidine (FDP), an acrolein biomarker | |
dc.type | Article | |
dc.relation.ispartofseries-issue | 22 | |
dc.relation.ispartofseries-volume | 22 | |
dc.collection | Публикации сотрудников КФУ | |
dc.relation.startpage | 6380 | |
dc.source.id | SCOPUS09680896-2014-22-22-SID84908389501 |