具有强圆偏振发光的出色的钐、铕、铽和镝手性镧系配合物。
Brilliant Sm, Eu, Tb, and Dy chiral lanthanide complexes with strong circularly polarized luminescence.
作者信息
Petoud Stéphane, Muller Gilles, Moore Evan G, Xu Jide, Sokolnicki Jurek, Riehl James P, Le Uyen N, Cohen Seth M, Raymond Kenneth N
机构信息
Department of Chemistry, University of California, Berkeley, California 94720, USA.
出版信息
J Am Chem Soc. 2007 Jan 10;129(1):77-83. doi: 10.1021/ja064902x.
Abstract
The synthesis, characterization, and luminescent behavior of trivalent Sm, Eu, Dy, and Tb complexes of two enantiomeric, octadentate, chiral, 2-hydroxyisophthalamide ligands are reported. These complexes are highly luminescent in solution. Functionalization of the achiral parent ligand with a chiral 1-phenylethylamine substituent on the open face of the complex in close proximity to the metal center yields complexes with strong circularly polarized luminescence (CPL) activity. This appears to be the first example of a system utilizing the same ligand architecture to sensitize four different lanthanide cations and display CPL activity. The luminescence dissymmetry factor, g(lum), recorded for the Eu(III) complex is one of the highest values reported, and this is the first time the CPL effect has been demonstrated for a Sm(III) complex with a chiral ligand. The combination of high luminescence intensity with CPL activity should enable new bioanalytical applications of macromolecules in chiral environments.
摘要
报道了两种对映体、八齿、手性、2-羟基间苯二甲酰胺配体的三价钐、铕、镝和铽配合物的合成、表征及发光行为。这些配合物在溶液中具有高发光性。在手性1-苯乙胺取代基对非手性母体配体进行官能化处理，该取代基位于配合物靠近金属中心的开放面上，得到具有强圆偏振发光（CPL）活性的配合物。这似乎是利用相同配体结构敏化四种不同镧系阳离子并显示CPL活性的系统的首个实例。记录到的铕（III）配合物的发光不对称因子g（lum）是报道的最高值之一，这也是首次证明具有手性配体的钐（III）配合物具有CPL效应。高发光强度与CPL活性的结合应能使大分子在手性环境中实现新的生物分析应用。
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本文引用的文献
1
Benefiting from the unique properties of lanthanide ions.受益于镧系离子的独特性质。
Acc Chem Res. 2006 Jan;39(1):53-61. doi: 10.1021/ar0400894.
2
Taking advantage of luminescent lanthanide ions.利用发光镧系离子。
Chem Soc Rev. 2005 Dec;34(12):1048-77. doi: 10.1039/b406082m. Epub 2005 Sep 20.
3
How to study proteins by circular dichroism.如何通过圆二色性研究蛋白质。
Biochim Biophys Acta. 2005 Aug 10;1751(2):119-39. doi: 10.1016/j.bbapap.2005.06.005.
4
Contribution of the intramolecular hydrogen bond to the shift of the pKa value and the oxidation potential of phenols and phenolate anions.分子内氢键对酚类及酚酸根阴离子的pKa值和氧化电位变化的影响。
Org Biomol Chem. 2005 Apr 21;3(8):1453-9. doi: 10.1039/b419361j. Epub 2005 Mar 10.
5
Designer ligands for beryllium.铍的定制配体
J Am Chem Soc. 2004 Aug 11;126(31):9484-5. doi: 10.1021/ja047637t.
6
Excitement in f block: structure, dynamics and function of nine-coordinate chiral lanthanide complexes in aqueous media.f 区的研究热点：水相中九配位手性镧系配合物的结构、动力学及功能
Chem Soc Rev. 2004 Mar 30;33(3):156-65. doi: 10.1039/b311001j. Epub 2004 Feb 13.
7
Luminescent lanthanide complexes with stereocontrolled tris(2-pyridylmethyl)amine ligands: chirality effects on lanthanide complexation and luminescence properties.具有立体控制的三（2-吡啶甲基）胺配体的发光镧系元素配合物：手性对镧系元素络合和发光性质的影响。
Inorg Chem. 2003 Dec 1;42(24):7932-7. doi: 10.1021/ic020726r.
8
Stable lanthanide luminescence agents highly emissive in aqueous solution: multidentate 2-hydroxyisophthalamide complexes of Sm(3+), Eu(3+), Tb(3+), Dy(3+).在水溶液中具有高发射率的稳定镧系元素发光剂：Sm(3+)、Eu(3+)、Tb(3+)、Dy(3+)的多齿2-羟基间苯二甲酰胺配合物
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9
Lanthanide-containing molecular and supramolecular polymetallic functional assemblies.含镧系元素的分子和超分子多金属功能组装体。
Chem Rev. 2002 Jun;102(6):1897-928. doi: 10.1021/cr010299j.
10
HTRF(R) Technology.HTRF®技术
J Biomol Screen. 1999;4(6):309-314. doi: 10.1177/108705719900400605.
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