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dc.creatorRadivojević, Jelena
dc.creatorMinovska, Gordana
dc.creatorŠenerović, Lidija
dc.creatorO'Connor, Kevin E.
dc.creatorJovanović, Predrag M.
dc.creatorSavić, Vladimir
dc.creatorTokić-Vujošević, Zorana
dc.creatorNikodinović-Runić, Jasmina
dc.creatorMaslak, Veselin
dc.date.accessioned2018-11-22T00:29:39Z
dc.date.available2018-11-22T00:29:39Z
dc.date.issued2014
dc.identifier.issn2046-2069
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1883
dc.description.abstractSynthesis of gamma-nitroaldehydes from branched chain aldehydes and a range of alpha,beta-unsaturated nitroalkenes was achieved by a whole-cell biocatalytic reaction using 4-oxalocrotonate tautomerase as catalyst. Under mild conditions, cyclic and acyclic branched aldehydes were converted into synthetically valuable quaternary carbon containing gamma-nitroaldehydes. The yields of the desired products were influenced by reaction condition parameters such as organic solvent, temperature and pH. The whole-cell biocatalytic approach to the generation of alpha,alpha-substituted gamma-nitroaldehydes was compared to the organocatalytic approach involving the lithium salt of phenylalanine as a catalyst. As the resulting gamma-nitroaldehydes exhibited moderate antifungal activity and mild in vitro cytotoxicity against human fibroblasts (0.2-0.4 mM) they could further be examined as potentially useful pharmaceutical synthons.en
dc.publisherRoyal Soc Chemistry, Cambridge
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173048/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172002/RS//
dc.rightsrestrictedAccess
dc.sourceRSC Advances
dc.titleSynthesis of gamma-nitroaldehydes containing quaternary carbon in the alpha-position using a 4-oxalocrotonate tautomerase whole-cell biocatalysten
dc.typearticle
dc.rights.licenseARR
dcterms.abstractРадивојевиц, Јелена; Миновска, Гордана; Јовановиц, Предраг; Сенеровиц, Лидија; О'Цоннор, Кевин; Маслак, Веселин; Никодиновић-Рунић, Јасмина; Токиц-Вујосевиц, Зорана; Савиц, Владимир;
dc.citation.volume4
dc.citation.issue105
dc.citation.spage60502
dc.citation.epage60510
dc.identifier.wos000345655600010
dc.identifier.doi10.1039/c4ra05517a
dc.citation.other4(105): 60502-60510
dc.citation.rankM21
dc.type.versionpublishedVersion
dc.identifier.scopus2-s2.0-84937196259
dc.identifier.rcubKon_2766


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