2-(7-amino-2-oxo-4-(trifluoromethyl)-1,2-dihydroquinolin-3-yl)acetic acid | 1006049-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(7-amino-2-oxo-4-(trifluoromethyl)-1,2-dihydroquinolin-3-yl)acetic acid
• 英文别名: 7-amino-4-trifluoromethyl-3-(carboxymethyl)quinolin-2(1H)-one；7-amino-4-trifluoromethyl-3-carboxymethyl-2(H)-quinolone；cs124CF3-CH2COOH；2-[7-amino-2-oxo-4-(trifluoromethyl)-1H-quinolin-3-yl]acetic acid
• CAS: 1006049-47-3
• 化学式: C₁₂H₉F₃N₂O₃
• 分子量: 286.21
• InChiKey: FFKJVAKFAHAHAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(7-amino-2-oxo-4-(trifluoromethyl)-1,2-dihydroquinolin-3-yl)acetic acid 在 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 2.67h， 生成
  参考文献：
  名称：

  FLUOROPHORE CHELATED LANTHANIDE LUMINESCENT PROBES WITH IMPROVED QUANTUM EFFICIENCY

  摘要：

  这项发明涉及含有荧光物质的新型发光组合物，制备这些组合物的合成方法，这些组合物的高分子共轭物，以及在各种检测方法中使用这些组合物的用途。该发明还提供了包含这些组合物及其共轭物的试剂盒，用于上述检测方法。

  公开号：

  US20130202536A1
• 作为产物：
  描述：

  1-ethyl 4-methyl 2-(2,2,2-trifluoroacetyl)succinate 在 水 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 10.0h， 生成 2-(7-amino-2-oxo-4-(trifluoromethyl)-1,2-dihydroquinolin-3-yl)acetic acid
  参考文献：
  名称：

  FLUOROPHORE CHELATED LANTHANIDE LUMINESCENT PROBES WITH IMPROVED QUANTUM EFFICIENCY

  摘要：

  这项发明涉及含有荧光物质的新型发光组合物，制备这些组合物的合成方法，这些组合物的高分子共轭物，以及在各种检测方法中使用这些组合物的用途。该发明还提供了包含这些组合物及其共轭物的试剂盒，用于上述检测方法。

  公开号：

  US20130202536A1

文献信息

• Eu(III) and Tb(III) Complexes of Octa- and Nonadentate Macrocyclic Ligands Carrying Azide, Alkyne, and Ester Reactive Groups
  作者：Daniel Kovacs、Salauat R. Kiraev、Dulcie Phipps、Andreas Orthaber、K. Eszter Borbas

  DOI：10.1021/acs.inorgchem.9b01576

  日期：2020.1.6

  improving the luminescence of the lanthanide (Ln) complexes: (1) attaching the antenna through a tertiary amide linker and (2) replacing a monodentate carboxylate ligand with a bidentate pyridylcarboxylate donor, which yielded a nonadentate ligand that could saturate the lanthanide coordination sphere and eliminate the quenching metal-bound water molecule that was present in the octadentate complexes. The

  据报道，叠氮化物和炔烃官能化的可生物缀合的发光镧系元素络合物。通过对亚甲基羧酸天线侧基的后期修饰，将反应性手柄引入到配合物中。与母体配合物（ΦTb= 10％，ΦEu= 2.8％）相比，叠氮化物或炔烃的存在对Tb和Eu量子产率（分别为11-13％和3.4-3.6％）的影响不大。探索了两种方法来改善镧系元素（Ln）配合物的发光：（1）通过叔酰胺接头连接天线，以及（2）用二齿吡啶基羧酸酯供体取代单齿羧酸酯配体，从而产生可以饱和的非齿配体消除镧系元素配位球，消除存在于八齿配合物中的与金属猝灭的水分子。两种方法的结合产生了Eu和Tb发射体，其量子产率分别为5.8％和46％。对于Eu络合物，该值与八齿母体络合物中的ΦEu相同。我们将此归因于在非齿物种中增加的光诱导电子转移猝灭，这补偿了减少的OH猝灭。
• Dual-sensitizer-containing luminescent compounds, conjugates, and uses thereof
  申请人：Mustaev Arkady

  公开号：US09415111B2

  公开（公告）日：2016-08-16

  The invention relates to novel luminescent compositions of matter containing two fluorophores (sensitizers), synthetic methods for making the compositions, macromolecular conjugates of the compositions, and the use of the compositions and their conjugates in various methods of detection. The invention also provides kits containing the compositions and their conjugates for use in the methods of detection.

  这项发明涉及含有两种荧光团（敏化剂）的新型发光物质组合，制备这些组合的合成方法，这些组合的高分子共轭物，以及这些组合及其共轭物在各种检测方法中的应用。该发明还提供了包含这些组合及其共轭物的试剂盒，用于上述检测方法。
• Brightly Luminescent and Kinetically Inert Lanthanide Bioprobes Based on Linear and Preorganized Chelators
  作者：Ali Mohamadi、Lawrence W. Miller

  DOI：10.1021/acs.bioconjchem.6b00473

  日期：2016.10.19

  The synthesis, photophysical properties, and kinetic stability of a series of water-soluble, highly emissive Tb(III) and Eu(III) complexes featuring triethylenetetraamine hexaacetic acid (TTHA) and cyclohexyl triethylenetetraamine hexaacetic acid (cyTTHA) chelator scaffolds and carbostyril sensitizers are reported. The unique and modular design of the chelators gives rise to striking quantum yields

  一系列具有三亚乙基四胺六乙酸（TTHA）和环己基三亚乙基四胺六乙酸（cyTTHA）螯合剂支架和羧甲基苯乙烯敏化剂的水溶性高发射Tb（III）和Eu（III）配合物的合成，光物理性质和动力学稳定性是报告。螯合剂的独特和模块化设计带来了惊人的水溶液发射量子产率（高达54％）以及镧系元素的光物理特性（激发态寿命长，有效斯托克斯位移大，发射峰窄） ）。此外，预组织的螯合剂（L3，L4和L6）在环境温度下在数分钟内结合金属，但在挑战溶液（EDTA，1 mM）的存在下表现出显着的抗转螯作用。此外，L4的Eu（III）配合物在HeLa细胞中可保持稳定发光，持续数小时，这表明这些化合物适用于活细胞成像应用。还制备了适用于衍生化和蛋白质生物缀合的代表性螯合剂，并用可点击的叠氮化物和炔烃部分，生物素和甲氧苄啶（TMP）进行了功能化。报道的镧系元素配合物具有出色的长波长亮度，增强的动力学惰性和适用的合成路线，是
• Simple no-chromatography procedure for amine-reactive Eu3+ luminescent chelates optimal for bioconjugation
  作者：Shyamala Pillai、Lev Krasnoperov、Arkady Mustaev

  DOI：10.1016/j.jphotochem.2013.01.007

  日期：2013.3

  Lanthanide ions luminescence has long life time enabling highly sensitive detection in time-gated mode. The synthesis of reactive lanthanide probes for covalent labeling of the objects of interest is cumbersome task due to the large size of the probes, complex multi-step procedures and the presence of sensitive groups, which often prevents introduction of reactive cross-linking functions optimal for conjugation. We suggest simple synthetic protocol for luminescent europium chelates based on serendipitous reaction yielding acylating compounds, whose reactivity is comparable to that of commonly used N-hydroxysuccinimide (NHS) esters. The probes react with proteins at pH 7.0 within several minutes at ambient temperature displaying high coupling efficiency. The resulting conjugates survive electrophoretic separation under denaturing conditions, which makes the labels useful in proteomic studies that rely on high detection sensitivity. (C) 2013 Elsevier B.V. All rights reserved.
• Luminescent Probes for Ultrasensitive Detection of Nucleic Acids
  作者：Lev N. Krasnoperov、Salvatore A. E. Marras、Maxim Kozlov、Laura Wirpsza、Arkady Mustaev

  DOI：10.1021/bc900403n

  日期：2010.2.17

  Novel amino-reactive derivatives of lanthanide-based luminescent labels of enhanced brightness and metal retention were synthesized and used for the detection of cDNA oligonucleotides by molecular beacons. Time-resolved acquisition of the luminescent signal that occurs upon hybridization of the probe to the target enabled the avoidance of short-lived background fluorescence, markedly enhancing the sensitivity of detection, which was less than 1 pM. This value is about 50 to 100 times More sensitive than the level achieved with conventional fluorescence-based molecular beacons, and is 10 to 60 times more sensitive than previously reported for other lanthanide-based hybridization probes. These novel luminescent labels should significantly enhance the sensitivity of all type of nucleic acid hybridization probes, and could dramatically improve the detection limit of other biopolymers and small compounds that are used in a variety of biological applications.