• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >A second-generation photocage for Zn~(2+) inspired by TPEN: Characterization and insight into the uncaging quantum yields of ZinCleav chelators
【24h】

A second-generation photocage for Zn~(2+) inspired by TPEN: Characterization and insight into the uncaging quantum yields of ZinCleav chelators

机译：TPEN启发的第二代Zn〜（2+）光笼：表征和深入了解ZinCleav螯合剂的解笼量子产率

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Photocages have been used to elucidate the biological functions of various small molecules and Ca~(2+); however, there are very few photocages available for other metal ions. ZinCleav-2 (1-(4,5-dimethoxy-2-nitrophenyl)-N,N, N′,N′-tetrakis-pyridin-2-ylmethyl-ethane-1,2-diamine) is a second-generation photocage for Zn~(2+) that releases the metal ion after a light-induced bifurcation of the chelating ligand. The structure of ZinCleav-2 was inspired by TPEN (N,N,N′,N′-tetrakis(2-pyridylmethyl) ethylenediamine), which is routinely used to sequester metal ions in cells owing to its high binding affinity. Inclusion of a 2-nitrobenzyl chromophore leads to the formation of two more weakly binding di-(2-picolyl)amine (DPA) fragments upon photolysis of the TPEN backbone. The desired ligand was prepared using a modified procedure used to access ZinCleav-1 (1-(4,5-dimethoxy-2-nitrophenyl)-N, N′-dimethyl-N,N′-bis-pyridin-2-ylmethyl-ethane-1,2-diamine). ZinCleav-2 has a conditional dissociation constant (K_d) of ～0.9 fM as measured by competitive titration with a quinoline-based fluorescent sensor for Zn~(2+). The K_d of the Zn~(2+) complex of the DPA photoproducts is ～158 nM; therefore, the ΔK_d for ZinCleav-2 photocage is ～10~8. A large ΔK_d is required to significantly perturb free metal ion concentrations in biological assays. The quantum yield of photolysis of apo ZinCleav-2 and the [Zn(ZinCleav-2)]~(2+) complex are 4.7 and 2.3 %, respectively, as determined by HPLC analysis. Proof of concept Zn~(2+) release upon photolysis of [Zn(ZinCleav-2)]~(2+) was demonstrated using the fluorescent sensor Zinpyr-1, and the speciation of Zn~(2+) complexes was simulated using computational methods. The influence of benzylic substituents on the quantum yield of uncaging is also analyzed with the aim of tuning the photochemical properties caged complexes for in vivo experiments.
机译：光笼已经被用来阐明各种小分子和Ca〜（2+）的生物学功能。但是，几乎没有其他金属离子可用的光笼。 ZinCleav-2（1-（4,5-二甲氧基-2-硝基苯基）-N，N，N'，N'-四吡啶--2-基甲基乙烷-1,2-二胺）是第二代光笼Zn〜（2+）在螯合配体的光诱导分叉后释放出金属离子。 ZinCleav-2的结构受到TPEN（N，N，N'，N'-四（2-吡啶基甲基）乙二胺）的启发，由于其高结合亲和力，TPEN通常用于隔离细胞中的金属离子。 TPEN骨架光解后，包含2-硝基苄基生色团导致形成两个结合较弱的二-（2-吡啶甲基）胺（DPA）片段。使用用于获得ZinCleav-1（1-（4,5-二甲氧基-2-硝基苯基）-N，N'-二甲基-N，N'-双吡啶-2-基甲基-乙烷-1,2-二胺）。 ZinCleav-2的条件离解常数（K_d）约为0.9 fM，这是通过基于喹啉的荧光传感器对Zn〜（2+）进行竞争性滴定测得的。 DPA光产物的Zn〜（2+）配合物的K_d为〜158 nM;因此，ZinCleav-2光笼的ΔK_d约为10〜8。需要较大的ΔK_d才能显着干扰生物测定中的游离金属离子浓度。通过HPLC分析测定，载脂蛋白ZinCleav-2和[Zn（ZinCleav-2）]〜（2+）配合物的光解量子产率分别为4.7％和2.3％。使用荧光传感器Zinpyr-1证明了[Zn（ZinCleav-2）]〜（2+）的光解后Zn〜（2+）释放的概念证明，并使用Zinpyr-1模拟了Zn〜（2+）配合物的形态。计算方法。还分析了苄基取代基对解笼的量子产率的影响，目的在于调节笼状配合物的光化学性质以用于体内实验。

著录项

相似文献

  • 外文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号