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功能化八齿 1-羟基吡啶-2-酮的 Eu(III) 配合物:稳定性、生物缀合和荧光共振能量转移研究。

Eu(III) complexes of functionalized octadentate 1-hydroxypyridin-2-ones: stability, bioconjugation, and luminescence resonance energy transfer studies.

机构信息

Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.

出版信息

Inorg Chem. 2010 Nov 1;49(21):9928-39. doi: 10.1021/ic101133w.

Abstract

The synthesis, stability, and photophysical properties of several Eu(III) complexes featuring the 1-hydroxypyridin-2-one (1,2-HOPO) chelate group in tetradentate and octadentate ligands are reported. These complexes pair highly efficient emission with exceptional stabilities (pEu ∼ 20.7-21.8) in aqueous solution at pH 7.4. Further analysis of their solution behavior has shown the observed luminescence intensity is significantly diminished below about pH ∼ 6 because of an apparent quenching mechanism involving protonation of the amine backbones. Nonetheless, under biologically relevant conditions, these complexes are promising candidates for applications in Homogeneous Time-Resolved Fluorescence (HTRF) assays and synthetic methodology to prepare derivatives with either a terminal amine or a carboxylate group suitable for bioconjugation has been developed. Lastly, we have demonstrated the use of these compounds as the energy donor in a Luminescence Resonance Energy Transfer (LRET) biological assay format.

摘要

本文报道了几种以 1-羟基吡啶-2-酮(1,2-HOPO)螯合基团为四齿和八齿配体的 Eu(III) 配合物的合成、稳定性和光物理性质。这些配合物在 pH 值为 7.4 的水溶液中具有高效的发射和异常稳定的特性(pEu ∼ 20.7-21.8)。对其溶液行为的进一步分析表明,由于涉及胺骨架质子化的明显猝灭机制,观察到的发光强度在 pH 值约低于 6 时显著降低。尽管如此,在生物学相关条件下,这些配合物是在均相时间分辨荧光(HTRF)测定中应用的有前途的候选物,并且已经开发出了用于制备具有末端胺或羧酸盐基团的衍生物的合成方法,适合用于生物缀合。最后,我们已经证明了这些化合物可用作 Luminescence Resonance Energy Transfer(LRET)生物测定格式中的能量供体。

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