Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/32434
Registo completo
Campo DC | Valor | Idioma |
---|---|---|
dc.contributor.author | Ferreira, Miguel F. | por |
dc.contributor.author | Pereira, Goreti | por |
dc.contributor.author | André, João P. | por |
dc.contributor.author | Prata, M. I. M. | por |
dc.contributor.author | Ferreira, Paula M. T. | por |
dc.contributor.author | Martins, José A. | por |
dc.contributor.author | Geraldes, Carlos F. G. C. | por |
dc.date.accessioned | 2015-01-07T09:54:31Z | - |
dc.date.available | 2015-01-07T09:54:31Z | - |
dc.date.issued | 2014-04-09 | - |
dc.date.submitted | 2014-02-06 | - |
dc.identifier.citation | Ferreira, M. F.; Pereira, G.; André, J. P.; Prata, M. I. M.; Ferreira, P. M. T.; Martins, J. A.; Geraldes, C. F. G. C. Ga[NO2A-N-(α-amino)propionate] chelates: synthesis and evaluation as potential tracers for 68Ga PET. Dalton Trans., 2014, 43, 8037-8047. DOI: 10.1039/C4DT00386A | por |
dc.identifier.issn | 1477-9226 | por |
dc.identifier.issn | 1477-9234 | por |
dc.identifier.uri | https://hdl.handle.net/1822/32434 | - |
dc.description.abstract | The availability of commercial 68Ge/68Ga cyclotron-independent 68Ga3+ generators is making Positron Emission Tomography (PET) accessible to most hospitals, which is generating a surge of interest in the design and synthesis of bi-functional chelators for Ga3+. In this work we introduce the NO2A-N-(alfa-amino)propionic acid family of chelators based on the triazacyclononane scaffold. Complexation of the parent NO2A-N-(alfa-amino)propionic acid chelator and of a low molecular weight (model) amide conjugate with Ga3+ was studied by 1H and 71Ga NMR. The Ga3+ chelate of the amide conjugate shows pH-independent N3O3 coordination in the pH range 3-10 involving the carboxylate group of the pendant propionate arm in a 6 member chelate. For the Ga[NO2A-N-(alfa-amino)propionate] chelate, a reversible pH-triggered switch from Ga3+ coordination to the carboxylate group to coordination to the amine group of the propionate arm, was observed upon pH increase/decrease in the pH range 4-6. This phenomenon can conceivably constitute the basis of a physiological pH sensor. Both complexes are stable in the physiological range. The [67Ga][NO2A-N-(alfa-benzoylamido)propionate] chelate was found to be stable in human serum. Biodistribution studies of the 67Ga3+-labeled pyrene butyric acid conjugate NO2A-N-(alfa-pyrenebutanamido)propionic acid revealed that, despite its high lipophilicity and concentration-dependent aggregation properties, the chelate follows mainly renal elimination with very low liver/spleen accumulation and no activity deposition in bones after 24 hours. Facile synthesis of amide conjugates of the NO2A-N-(alfa-amino)propionic acid chelator, serum stability of the Ga3+chelates and fast renal elimination warrant further evaluation of this novel class of chelators for PET applications. | por |
dc.description.sponsorship | This work was financially supported by Fundação para a Ciência e Tecnologia, Portugal: PEst-C/QUI/UI0686/2013; FCOMP-01-0124-FEDER-037302; PTDC/QUI/70063/2006; grant SFRH/BD/63994/2009 to Miguel Ferreira and sabbatical grant SFRH/BSAB/1328/2013 to J. A. Martins; Rede Nacional de RMN (REDE/1517/RMN/2005) for the acquisition of the Varian VNMRS 600 NMR spectrometer at the University of Coimbra and the Bruker Avance-3 400 Plus at the University of Minho in Braga. We also acknowledge the COST Action TD1004 “Theragnostics Imaging and Therapy”. | por |
dc.language.iso | eng | por |
dc.publisher | Royal Society of Chemistry | por |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBSAB%2F1328%2F2013/PT | - |
dc.relation | info:eu-repo/grantAgreement/FCT/COMPETE/132953/PT | - |
dc.relation | info:eu-repo/grantAgreement/FCT/5876-PPCDTI/70063/PT | - |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F63994%2F2009/PT | - |
dc.rights | openAccess | por |
dc.subject | NO2A-N-(alfa-amino)propionic acid chelators | por |
dc.subject | Ga3+ complexes | por |
dc.subject | 1H and 71Ga NMR | por |
dc.subject | 67Ga3+-labelled chelates | por |
dc.subject | Serum stability | por |
dc.subject | Biodistribution | por |
dc.title | Ga[NO2A-N-(alfa-amino)propionate] chelates: synthesis and evaluation as potential tracers for 68Ga3+ PET | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
sdum.publicationstatus | published | por |
oaire.citationStartPage | 8037 | por |
oaire.citationEndPage | 8047 | por |
oaire.citationIssue | 21 | por |
oaire.citationTitle | Dalton Transactions | por |
oaire.citationVolume | 43 | por |
dc.identifier.doi | 10.1039/C4DT00386A | por |
dc.identifier.pmid | 24718365 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | Dalton Transactions | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
NO2A_Chelators_RepositoriUM.pdf | Artigo e Material Suplementar | 1,42 MB | Adobe PDF | Ver/Abrir |