Jean-Claude Bunzli - Synthesis and cell localization of self-assembled dinuclear lanthanide bioprobes

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  Chauvin,A.S., Thomas,F., Song,B., Vandevyver,C.D.B.,   Bunzli,J.C.G. Philosophical Transactions of the Royal Society   A-Mathematical Physical and Engineering Sciences  2013 371 (1995) -

  Abstract: Lanthanide bioprobes and bioconjugates   are ideal luminescent stains in view of their low propensity to   photobleaching, sharp emission lines and long excited state   lifetimes permitting time-resolved detection for enhanced   sensitivity. In this paper, we expand our previous work which   demonstrated that self-assembled dinuclear triple-stranded   helicates[Ln(2)(L-C2X)(3)] behave as excellent cell and tissue   labels in immunocytochemical and immunohistochemical assays. The   synthetic strategy of the hexadentate ditopic ligands   incorporating dipicolinic acid, benzimidazole units and   polyoxyethylene pendants is revisited in order to provide a more   straightforward route and to give access to further   functionalization of the polyoxyethylene arms by incorporating a   terminal function X. Formation of the helicates [Ln(2)(L-C2X)(3)]   (X= COOH, CH2OH, COEt, NH2, phthalimide) is ascertained by   several experimental techniques and their stability tested   against diethylenetriaminepentaacetate. Their photophysical   properties (quantum yield, lifetime, radiative lifetime and   sensitization efficiency) are presented and compared with those   of the parent helicates [Ln(2)(L-C2)(3)]. Finally, the cellular   uptake of five Eu-III helicates is monitored by time-resolved   luminescence microscopy and their localization in HeLa cells   established by co-staining experiments

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