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dc.creatorVibhute, Sandip M.
dc.creatorEngelmann, Joern
dc.creatorVerbić, Tatjana
dc.creatorMaier, Martin E.
dc.creatorLogothetis, Nikos K.
dc.creatorAngelovski, Goran
dc.date.accessioned2018-11-22T00:25:24Z
dc.date.available2018-11-22T00:25:24Z
dc.date.issued2013
dc.identifier.issn1477-0520
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1595
dc.description.abstractResponsive or smart contrast agents (SCAs) provide new opportunities in magnetic resonance imaging (MRI) to examine a number of physiological and pathological events. However, their application in vivo remains challenging. Therefore, much research is focused on the optimization of their properties, to enable their use in additional imaging modalities, pre-targeted delivery, or to increase the local concentration of the agent. The key feature in the SCA synthetic modification is the retention of their physicochemical properties related to the specific MR response. Here, we report the preparation and characterization of pH sensitive SCAs appended with a phosphonate pendant arm and either an aliphatic (GdL1) or aromatic linker (GdL2). The longitudinal relaxivity of GdL1 and GdL2 increases by 146% and 31%, respectively, while the pH decreases from 9 to 5. These two SCAs were converted to the biotinylated systems GdL3 and GdL4 and their interaction with avidin was investigated. The binding affinity with avidin was assessed with a fluorescence displacement assay and with MRI phantom experiments in a 3T MRI scanner. The fluorometric assay and MRI E-titrations revealed a 3:1 binding mode of GdL3-4 to avidin with the binding affinity as high as that of the parent avidin-biotin complex. The high binding affinity was confirmed with MRI by a competitive assay. The avidin-GdL3-4 complexes thus obtained exhibit changes in both r(1) and r(2) that are pH dependent. The results reveal a new pathway for the modification and improvement of SCAs to make them more suitable for in vivo application.en
dc.publisherRoyal Soc Chemistry, Cambridge
dc.relationGerman Ministry for Education and Research (BMBF) [FKZ: 01EZ0813]
dc.relationMax-Planck Society
dc.relationGerman Research Foundation (DFG) [AN 716/2-1]
dc.rightsrestrictedAccess
dc.sourceOrganic and Biomolecular Chemistry
dc.titleSynthesis and characterization of pH-sensitive, biotinylated MRI contrast agents and their conjugates with avidinen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractЕнгелманн, Јоерн; Вербић, Татјана; Aнгеловски, Горан; Вибхуте, Сандип М.; Маиер, Мартин Е.; Логотхетис, Никос К.;
dc.citation.volume11
dc.citation.issue8
dc.citation.spage1294
dc.citation.epage1305
dc.identifier.wos000314368200005
dc.identifier.doi10.1039/c2ob26555a
dc.citation.other11(8): 1294-1305
dc.citation.rankM21
dc.identifier.pmid23223612
dc.description.otherSupplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3532]
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-84875841582
dc.identifier.rcubKon_2426


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