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Targeted luminescent europium peptide conjugates : comparative analysis using maleimide and para-nitropyridyl linkages for organelle staining.

Starck, Matthieu and Fradgley, Jack and Di Vita, Stefania and Mosely, Jackie and Pal, Robert and Parker, David (2020) 'Targeted luminescent europium peptide conjugates : comparative analysis using maleimide and para-nitropyridyl linkages for organelle staining.', Bioconjugate chemistry., 31 (2). pp. 229-240.

Abstract

The syntheses and photophysical behaviour of nine, strongly luminescent nonadentate Eu(III) complexes are reported. Each complex is based on N-functionalised 1,4,7- triazacyclononane, and linkage to other groups or targeting vectors can occur either via amide bond formation to a coordinated pyridine p-aminopropyl group or via a nucleophilic substitution reaction involving thiol attack on a metal coordinated p-nitropyridyl moiety. Evidence is presented in favour of the latter conjugation strategy, as parallel work with maleimide conjugates was complicated or compromised by the propensity to undergo postconjugation thiol exchange or succinimide ring hydrolysis reactions. Confocal microscopy and spectral imaging studies revealed that the peptide conjugate of AcCFFKDEL was found to localise selectively in the endoplasmic reticulum of mouse fibroblast cells, whereas the related maleimide conjugate was only observed in cellular lysosomes

Item Type:Article
Full text:(AM) Accepted Manuscript
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Status:Peer-reviewed
Publisher Web site:https://doi.org/10.1021/acs.bioconjchem.9b00735
Publisher statement:This document is the Accepted Manuscript version of a Published Work that appeared in final form in Bioconjugate Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.bioconjchem.9b00735
Date accepted:No date available
Date deposited:03 December 2019
Date of first online publication:21 November 2019
Date first made open access:03 December 2019

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