Carbostyril derivatives as antenna molecules for luminescent lanthanide chelates
Carbostyril derivatives as antenna molecules for luminescent lanthanide chelates
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DOI：
10.1021/bc049915j
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发表时间：
2004-09-01
影响因子：
4.7
通讯作者：
Selvin, PR
中科院分区：
文献类型：
--
作者：
Ge, OH;Selvin, PR
与标准有机荧光团相比，由镧系元素结合螯合物和基于有机物的天线分子组成的发光镧系元素络合物具有不寻常的发射特性，包括毫秒激发态寿命和尖锐的尖峰光谱。我们先前已经使用喹诺酮（cs 124，7-氨基-4-甲基-2（1H）-喹啉酮）作为天线分子（Li和Selvin，J. Am.化学会，1995）连接到聚氨基羧酸螯合物如DTPA。在这里，我们报告的DTPA共轭与cs 124衍生物取代的1-，3-，4-，5-，6-和8-位的螯合合成。其中，Cs 124 -6-SO 3 H的DTPA螯合物与相应的DTPA-Cs 124络合物相比，对Tb 3+和Eu 3+都具有相似的寿命和亮度，但它在水中的溶解度明显更高。DTPA-cs 124 -8-CH 3的Tb 3+络合物与DTPA-cs 124相比具有显著更长的寿命（1.74 vs 1.5 ms），表明由于消除了从Tb 3+到天线分子的背发射能量转移而产生的更高的镧系元素量子产率。巯基反应形式的螯合物用于偶联蛋白质。预期这些镧系元素络合物可用于各种基于荧光的生物测定。
Luminescent lanthanide complexes consisting of a lanthanide-binding chelate and organic-based antenna molecule have unusual emission properties, including millisecond excited state lifetimes and sharply spiked spectra, compared to standard organic fluorophores. We have previously used carbostyril (cs124, 7-amino-4-methyl-2(1H)-quinolinone) as an antenna molecule (Li and Selvin, J. Am. Chem. Soc., 1995) attached to a polyaminocarboxylate chelate such as DTPA. Here, we report the chelate syntheses of DTPA conjugated with cs124 derivatives substituted on the 1-, 3-, 4-, 5-, 6-, and 8-position. Among them, the DTPA chelate of cs124-6-SO3H has similar lifetime and brightness for both Tb3+ and EU3+ compared to the corresponding DTPA-cs124 complexes, yet it is significantly more soluble in water. The Tb3+ complex of DTPA-cs124-8-CH3 has significantly longer lifetime compared to DTPA-cs124 (1.74 vs 1.5 ms), indicating higher lanthanide quantum yield resulting from the elimination of back emission energy transfer from Tb3+ to the antenna molecule. Thiol-reactive forms of chelates were made for coupling to proteins. These lanthanide complexes are anticipated to be useful in a variety of fluorescence-based bioassays.