Water-soluble 2-hydroxyisophthalamides for sensitization of lanthanide luminescence.

Water-soluble 2-hydroxyisophthalamides for sensitization of lanthanide luminescence.
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DOI:
10.1021/ic800328g
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发表时间:
2008-09-01
影响因子:
4.6
通讯作者:
Raymond KN
Raymond KN
中科院分区:
化学2区
文献类型:
--
作者:
Samuel AP;Moore EG;Melchior M;Xu J;Raymond KN

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制备并表征了一系列具有2-羟基间苯二胺(IAM)天线发色团的八齿配体(对Tb(III)和Eu(III)发光敏感)。为了研究配体主链对Ln(III)配合物的稳定性和光物理性质的影响,我们改变了连接四个IAM基团的烷基胺支架的长度。本研究使用的胺骨架为N,N,N‘,N’-四基斯-(2-氨基乙基)-乙烷-1,2-二胺[H(2,2)-], N,N,N‘,N’-四基斯-(2-氨基乙基)-丙烷-1,3-二胺[H(3,2)-]和N,N,N‘,N’-四基斯-(2-氨基乙基)-丁烷-1,4-二胺[H(4,2)-]。这些配体还在每个IAM发色团上结合甲氧基乙烯[MOE]基团,以增加其水溶性。水溶液配体质子化常数和Tb(III)和Eu(III)形成常数由溶液热力学研究确定。结果表明,在生理pH下,H(2,2)-IAM-MOE和H(4,2)-IAM-MOE的Eu(III)和Tb(III)配合物在纳摩尔浓度下足够稳定,可以防止解离。H(2,2)-IAM-MOE、H(3,2)-IAM-MOE和H(4,2)-IAM-MOE配合物的总量子产率分别为0.56、0.39和0.52,而Eu(III)配合物的发光量子产率明显较弱,分别为0.0014、0.0015和0.0058。稳态Eu(III)发射光谱的分析提供了对配合物溶液对称性的深入了解。特别是Tb(III)配合物的溶解度,稳定性和光物理性能使它们非常适合作为高灵敏度时间分辨荧光免疫测定中的发光报告组。
A series of octadentate ligands featuring the 2-hydroxyisophthalamide (IAM) antenna chromophore (to sensitize Tb(III) and Eu(III) luminescence) has been prepared and characterized. The length of the alkyl amine scaffold that links the four IAM moieties has been varied in order to investigate the effect of the ligand backbone on the stability and photophysical properties of the Ln(III) complexes. The amine backbones utilized in this study are N,N,N',N'-tetrakis-(2-aminoethyl)-ethane-1,2-diamine [H(2,2)-], N,N,N',N'-tetrakis-(2-aminoethyl)-propane-1,3-diamine [H(3,2)-] and N,N,N',N'-tetrakis-(2-aminoethyl)-butane-1,4-diamine [H(4,2)-]. These ligands also incorporate methoxyethylene [MOE] groups on each of the IAM chromophores to increase their water solubility. The aqueous ligand protonation constants and Tb(III) and Eu(III) formation constants were determined from solution thermodynamic studies. The resulting values indicate that at physiological pH, the Eu(III) and Tb(III) complexes of H(2,2)-IAM-MOE and H(4,2)-IAM-MOE are sufficiently stable to prevent dissociation at nanomolar concentrations. The photophysical measurements for the Tb(III) complexes gave overall quantum yield values of 0.56, 0.39, and 0.52 respectively for the complexes with H(2,2)-IAM-MOE, H(3,2)-IAM-MOE and H(4,2)-IAM-MOE, while the corresponding Eu(III) complexes displayed significantly weaker luminescence, with quantum yield values of 0.0014, 0.0015, and 0.0058, respectively. Analysis of the steady state Eu(III) emission spectra provides insight into the solution symmetries of the complexes. The combined solubility, stability and photophysical performance of the Tb(III) complexes in particular make them well suited to serve as the luminescent reporter group in high sensitivity time-resolved fluoroimmunoassays.
DOI: 10.1021/ja076005e
发表时间: 2007-12-19
影响因子: 15
作者:
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通讯作者: Raymond, Kenneth N.
DOI: 10.1016/s0022-2313(97)00113-0
发表时间: 1997-09-01
影响因子: 3.6
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DOI: 10.1021/ja0379363
发表时间: 2003-11-05
影响因子: 15
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DOI: 10.1016/0047-2670(83)80061-6
发表时间: 1983-01-01
期刊: JOURNAL OF PHOTOCHEMISTRY
影响因子: --
作者:
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通讯作者: PHILLIPS, D
DOI: 10.1021/ic000928s
发表时间: 2001-03-12
影响因子: 4.6
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