通过电子取代基效应调控铕（III）DOTA - 四酰胺配合物中的水交换
Modulation of water exchange in europium(III) DOTA-tetraamide complexes via electronic substituent effects.
作者信息
Ratnakar S James, Woods Mark, Lubag Angelo J M, Kovacs Zoltan, Sherry A Dean
机构信息
Advanced Imaging Research Center, UT Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, Texas 75390, USA.
出版信息
J Am Chem Soc. 2008 Jan 9;130(1):6-7. doi: 10.1021/ja076325y. Epub 2007 Dec 8.
Abstract
The chemical exchange saturation transfer (CEST) efficiency for a series Eu3+-based tetraamide complexes bearing p-substituents on a single coordinating pendant arm is highly sensitive to water exchange rates. The CEST effect increases in the order Me < MeO < F approximately CO2tBu < CN < H. These results show that CEST contrast can be modulated by changes in electron density at a single ligating atom, and this forms the basis of creating imaging agents that respond to chemical oxidation and reduction.
摘要
对于一系列在单个配位侧链上带有对位取代基的基于Eu3+的四酰胺配合物，其化学交换饱和转移（CEST）效率对水交换速率高度敏感。CEST效应按以下顺序增加：甲基＜甲氧基＜氟≈叔丁氧羰基＜氰基＜氢。这些结果表明，CEST对比度可通过单个配位原子处电子密度的变化来调节，这构成了创建对化学氧化和还原有响应的成像剂的基础。
相似文献
1
Modulation of water exchange in europium(III) DOTA-tetraamide complexes via electronic substituent effects.通过电子取代基效应调控铕（III）DOTA - 四酰胺配合物中的水交换
J Am Chem Soc. 2008 Jan 9;130(1):6-7. doi: 10.1021/ja076325y. Epub 2007 Dec 8.
2
Modulation of water exchange in Eu(III) DOTA-tetraamide complexes: considerations for in vivo imaging of PARACEST agents.铕（III）DOTA-四酰胺配合物中水交换的调节：PARACEST造影剂体内成像的考量
Contrast Media Mol Imaging. 2009 Jul-Aug;4(4):183-91. doi: 10.1002/cmmi.279.
3
Calcium-responsive paramagnetic CEST agents.钙响应顺磁 CEST 试剂。
Bioorg Med Chem. 2011 Feb 1;19(3):1097-105. doi: 10.1016/j.bmc.2010.07.023. Epub 2010 Jul 15.
4
The stereochemistry of amide side chains containing carboxyl groups influences water exchange rates in EuDOTA-tetraamide complexes.含羧基酰胺侧链的立体化学影响 EuDOTA-四酰胺配合物中的水交换速率。
J Biol Inorg Chem. 2014 Feb;19(2):161-71. doi: 10.1007/s00775-013-1031-3. Epub 2013 Aug 27.
5
Europium(III) DOTA-tetraamide complexes as redox-active MRI sensors.镝（III）DOTA-四酰胺配合物作为氧化还原活性 MRI 传感器。
J Am Chem Soc. 2012 Apr 4;134(13):5798-800. doi: 10.1021/ja211601k. Epub 2012 Mar 23.
6
pH-sensitive modulation of the second hydration sphere in lanthanide(III) tetraamide-DOTA complexes: a novel approach to smart MR contrast media.镧系（III）四酰胺 - DOTA配合物中第二水合层的pH敏感调制：一种制备智能磁共振造影剂的新方法。
Chemistry. 2003 Oct 6;9(19):4634-40. doi: 10.1002/chem.200305159.
7
Multi-frequency PARACEST agents based on europium(III)-DOTA-tetraamide ligands.基于铕（III）-DOTA-四酰胺配体的多频PARACEST试剂。
Angew Chem Int Ed Engl. 2009;48(49):9330-3. doi: 10.1002/anie.200904649.
8
A europium(III)-based PARACEST agent for sensing singlet oxygen by MRI.一种基于铕(III)的 PARACEST 造影剂，可通过 MRI 检测单线态氧。
Dalton Trans. 2013 Jun 14;42(22):8066-9. doi: 10.1039/c3dt50194a. Epub 2013 Apr 10.
9
Effect of the regiochemistry of butyl amide substituents on the solution-state structures of lanthanide(III) DOTA-tetraamide complexes.丁酰胺取代基的区域化学对镧系元素（III）DOTA-四酰胺配合物在溶液中结构的影响。
Inorg Chem. 2009 Nov 2;48(21):10338-45. doi: 10.1021/ic9017008.
10
A paramagnetic CEST agent for imaging glucose by MRI.一种用于通过磁共振成像对葡萄糖进行成像的顺磁性化学交换饱和转移（CEST）剂。
J Am Chem Soc. 2003 Dec 17;125(50):15288-9. doi: 10.1021/ja038345f.
引用本文的文献
1
A novel CEST-contrast nanoagent for differentiating the malignant degree in breast cancer.一种用于区分乳腺癌恶性程度的新型CEST对比纳米剂。
RSC Adv. 2023 May 9;13(21):14131-14138. doi: 10.1039/d3ra01006f.
2
Rigidified and Hydrophilic DOTA-like Lanthanoid Ligands: Design, Synthesis, and Dynamic Properties.刚性和亲水型 DOTA 类似镧系元素配体：设计、合成与动态性质。
Inorg Chem. 2023 Mar 6;62(9):3776-3787. doi: 10.1021/acs.inorgchem.2c03768. Epub 2023 Feb 17.
3
New anti-cancer explorations based on metal ions.基于金属离子的新型抗癌探索。
J Nanobiotechnology. 2022 Oct 23;20(1):457. doi: 10.1186/s12951-022-01661-w.
4
Synthesis of 7-Aminocoumarins from 7-Hydroxycoumarins via Amide Smiles Rearrangement.通过酰胺斯迈尔斯重排反应由7-羟基香豆素合成7-氨基香豆素
ACS Omega. 2022 Sep 21;7(39):35269-35279. doi: 10.1021/acsomega.2c04653. eCollection 2022 Oct 4.
5
A Frequency-Selective pH-Responsive paraCEST Agent.一种频率选择型 pH 响应性 paraCEST 造影剂。
Angew Chem Int Ed Engl. 2020 Nov 23;59(48):21671-21676. doi: 10.1002/anie.202008888. Epub 2020 Oct 6.
6
Crystallographic Characterization and Non-Innocent Redox Activity of the Glycine Modified DOTA Scaffold and Its Impact on Eu Electrochemistry.甘氨酸修饰的DOTA支架的晶体学表征及非单纯氧化还原活性及其对铕电化学的影响
Eur J Inorg Chem. 2018 Apr 17;2018(14):1556-1562. doi: 10.1002/ejic.201701398. Epub 2018 Mar 23.
7
Chemistry of MRI Contrast Agents: Current Challenges and New Frontiers.磁共振成像对比剂的化学：当前的挑战与新前沿。
Chem Rev. 2019 Jan 23;119(2):957-1057. doi: 10.1021/acs.chemrev.8b00363. Epub 2018 Oct 16.
8
On-bead combinatorial synthesis and imaging of europium(III)-based paraCEST agents aids in identification of chemical features that enhance CEST sensitivity.基于铕（III）的顺磁化学交换饱和转移（paraCEST）试剂的珠上组合合成与成像有助于识别增强CEST灵敏度的化学特征。
Magn Reson Chem. 2017 Aug;55(8):747-753. doi: 10.1002/mrc.4588. Epub 2017 Mar 24.
9
Spectroscopic Characterization of the 3+ and 2+ Oxidation States of Europium in a Macrocyclic Tetraglycinate Complex.大环四甘氨酸铕配合物中铕（Ⅲ）和铕（Ⅱ）氧化态的光谱表征
Inorg Chem. 2016 Oct 17;55(20):9981-9988. doi: 10.1021/acs.inorgchem.6b00629. Epub 2016 May 31.
10
A pH-Responsive MRI Agent that Can Be Activated Beyond the Tissue Magnetization Transfer Window.一种可在组织磁化传递窗口之外被激活的pH响应性磁共振成像剂。
Angew Chem Int Ed Engl. 2015 Jul 20;54(30):8662-4. doi: 10.1002/anie.201502497. Epub 2015 Jun 11.
本文引用的文献
1
Direct NMR Spectroscopic Observation of a Lanthanide-Coordinated Water Molecule whose Exchange Rate Is Dependent on the Conformation of the Complexes.通过核磁共振光谱直接观察到一种镧系元素配位水分子，其交换速率取决于配合物的构象。
Angew Chem Int Ed Engl. 1998 Oct 16;37(19):2673-2675. doi: 10.1002/(SICI)1521-3773(19981016)37:19<2673::AID-ANIE2673>3.0.CO;2-#.
2
Paramagnetic lanthanide complexes as PARACEST agents for medical imaging.作为用于医学成像的顺磁镧系元素配合物的PARACEST试剂
Chem Soc Rev. 2006 Jun;35(6):500-11. doi: 10.1039/b509907m. Epub 2006 May 10.
3
MRI thermometry based on PARACEST agents.基于PARACEST造影剂的磁共振成像温度测量法。
J Am Chem Soc. 2005 Dec 21;127(50):17572-3. doi: 10.1021/ja053799t.
4
Selective sensing of zinc ions with a PARACEST contrast agent.使用PARACEST造影剂对锌离子进行选择性传感。
Angew Chem Int Ed Engl. 2005 Oct 28;44(42):6920-3. doi: 10.1002/anie.200502173.
5
Numerical solution of the Bloch equations provides insights into the optimum design of PARACEST agents for MRI.布洛赫方程的数值解为磁共振成像（MRI）中PARACEST造影剂的优化设计提供了见解。
Magn Reson Med. 2005 Apr;53(4):790-9. doi: 10.1002/mrm.20408.
6
Cyclen-based phenylboronate ligands and their Eu3+ complexes for sensing glucose by MRI.用于通过磁共振成像传感葡萄糖的基于环烯的苯基硼酸酯配体及其铕（III）配合物
Bioconjug Chem. 2004 Nov-Dec;15(6):1431-40. doi: 10.1021/bc0498976.
7
Towards the rational design of magnetic resonance imaging contrast agents: isolation of the two coordination isomers of lanthanide DOTA-type complexes.迈向磁共振成像造影剂的合理设计：镧系元素DOTA型配合物两种配位异构体的分离
Angew Chem Int Ed Engl. 2003;42(47):5889-92. doi: 10.1002/anie.200352234.
8
A paramagnetic CEST agent for imaging glucose by MRI.一种用于通过磁共振成像对葡萄糖进行成像的顺磁性化学交换饱和转移（CEST）剂。
J Am Chem Soc. 2003 Dec 17;125(50):15288-9. doi: 10.1021/ja038345f.
9
PARACEST agents: modulating MRI contrast via water proton exchange.PARACEST造影剂：通过水质子交换调节磁共振成像对比
Acc Chem Res. 2003 Oct;36(10):783-90. doi: 10.1021/ar020228m.
10
Enantioselective recognition between chiral alpha-hydroxy-carboxylates and macrocyclic heptadentate lanthanide(III) chelates.手性α-羟基羧酸盐与大环七齿镧（III）螯合物之间的对映选择性识别
Inorg Chem. 2003 Aug 11;42(16):4891-7. doi: 10.1021/ic034321y.
Zotero 插件