Synthesis of red-shifted 8-hydroxyquinoline derivatives using click chemistry and their incorporation into phosphorylation chemosensors.
Synthesis of red-shifted 8-hydroxyquinoline derivatives using click chemistry and their incorporation into phosphorylation chemosensors.
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DOI：
10.1021/jo901369k
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发表时间：
2009-10-02
期刊：
影响因子：
--
通讯作者：
Imperiali B
中科院分区：
文献类型：
--
作者：
González-Vera JA;Luković E;Imperiali B
蛋白质磷酸化是一种普遍存在的翻译后修饰，而蛋白激酶（催化磷酰基转移的酶）几乎参与正常和异常细胞功能的各个方面。在这里，我们描述了新型红移 8-羟基喹啉荧光团的合成及其与肽基激酶活性报告基因的结合。通过点击化学，用 1,4-取代三唑部分替换先前用于激酶传感的磺酰胺-oxine (1, Sox) 发色团的磺酰胺基团，导致 Mg2+ 螯合物的荧光激发 (15 nm) 和发射 (40 nm) 最大值发生显着的红移。此外，当将点击衍生物整合到 MK2 化学传感器中时，激酶与之前报道的基于 Sox 的传感器一样有效地接受新底物。总而言之，这些结果扩展了基于螯合增强荧光 (CHEF) 的激酶传感器的实用范围。
Protein phosphorylation is a ubiquitous post-translational modification and protein kinases, the enzymes that catalyze the phosphoryl transfer, are involved in nearly every aspect of normal, as well as aberrant, cell function. Here we describe the synthesis of novel, red-shifted 8-hydroxyquinoline-based fluorophores and their incorporation into peptidyl kinase activity reporters. Replacement of the sulfonamide group of the sulfonamido-oxine (1, Sox) chromophore, which has been previously used in kinase sensing, by a 1,4-substituted-triazole moiety, via click chemistry, resulted in a significant bathochromic shift in the fluorescence excitation (15 nm) and emission (40 nm) maxima for the Mg2+ chelate. Furthermore, when a click derivative was incorporated into a chemosensor for MK2, the kinase accepted the new substrate as efficiently as the previously reported Sox-based sensor. Taken together, these results extend the utility range of kinase sensors that are based on chelation-enhanced fluorescence (CHEF).
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DOI：
10.1073/pnas.0605418103
发表时间：
2006-08-15
影响因子：
11.1
作者：
Sawa, Masaaki;Hsu, Tsui-Ling;Wong, Chi-Huey
通讯作者：
Wong, Chi-Huey
影响因子：
2.9
作者：
Shults, Melissa D.;Carrico-Moniz, Dora;Imperiali, Barbara
通讯作者：
Imperiali, Barbara
影响因子：
2.4
作者：
GERSHON, H;MCNEIL, MW
通讯作者：
MCNEIL, MW
影响因子：
4.3
作者：
Montes, Victor A.;Pohl, Radek;Anzenbacher, Pavel, Jr.
通讯作者：
Anzenbacher, Pavel, Jr.
影响因子：
48
作者：
Shults, MD;Janes, KA;Imperiali, B
通讯作者：
Imperiali, B