(2-anthraquinonylmethyl)trimethylammonium bromide | 99216-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (2-anthraquinonylmethyl)trimethylammonium bromide
• CAS: 99216-95-2
• 化学式: Br*C₁₈H₁₈NO₂
• 分子量: 360.25
• InChiKey: TXVZGPXZFZEPTA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  hexafluoro-l6-phosphane, 1-(9,10-dioxo-9,10-dihydroanthracen-2-yl)-N,N,N-trimethylmethanaminium salt 在 四丁基溴化铵 作用下， 以 乙腈 为溶剂， 生成 (2-anthraquinonylmethyl)trimethylammonium bromide
  参考文献：
  名称：

  Redox and structural properties of quinone-functionalized phosphatidylcholine liposomes

  摘要：

  Quinone-functionalized liposomes can be prepared by the sonic dispersion of a phosphatidylcholine anthraquinone (DPPC-AQ) with simple phospholipids such as DPPC (at 52-degrees-C) and DOPC (at room temperature). These small (ca. 25-30-nm diameter), unilamellar liposomes typically contain 4-12 mol % phospholipid quinone, which can be reduced and reoxidized by solution reagents. S2O4(2-) rapidly and completely reduces the liposome-bound quinones to the hydroquinone form; Fe(CN)6(3-) rapidly reoxidizes the hydroquinone. BH4- reduces only those quinones situated on the outer surface of the liposome. The rates of redox reactions of the liposome-bound quinones depend on temperature and solution reactant but not on mol % DPPC-AQ in the liposomes or the quinone concentration. The rate law for S2O4(2-) reduction of DPPC-AQ/DOPC, k(obs) = k1k2[S2O4(2-]/(k-1 + k2[S2O4(2-)]), indicates the presence of two kinetically distinct forms of DPPC-AQ. Comparison with the corresponding homogeneous rate constant suggests the identities of the two forms. Manipulation of the transmembrane, distribution of DPPC-AQ (72-98% Q(outer)) is demonstrated by using various phospholipid compositions. Liposomes prepared from the anthracene-functionalized phospholipid DPPC-AN provide a measure of the permeability of the functionalized liposomes. H-1 NMR spectroscopy (500-MHz) reveals the structure and composition of the quinone-functionalized DPPC liposomes. Nuclear Overhauser experiments reveal that the anthraquinone "head group" of DPPC-AQ in DPPC liposomes resides near the hydrophobic-hydrophilic interface and does not extend into solution. Assimilation of these various results leads to a simple, consistent description of these novel biomimetic systems. Applicability of these and related systems as simple, chemical models for respiratory and photosynthetic energy transduction is discussed.

  DOI：

  10.1021/j100157a065

文献信息

• Photooxidation-Driven Purely Organic Room-Temperature Phosphorescent Lysosome-Targeted Imaging
  作者：Hua-Jiang Yu、Qingyang Zhou、Xianyin Dai、Fang-Fang Shen、Ying-Ming Zhang、Xiufang Xu、Yu Liu

  DOI：10.1021/jacs.1c06741

  日期：2021.9.1

  phosphorescent supramolecular assemblies has become one of increasingly significant topics in biomaterial research. Herein, we demonstrate that the cucurbit[8]uril host can induce the anthracene-conjugated bromophenylpyridinium guest to form a linear supramolecular assembly, thus facilitating the enhancement of red fluorescence emission by the host-stabilized charge-transfer interactions. When the anthryl

  主客体结合诱导的磷光超分子组装体的构建已成为生物材料研究中越来越重要的课题之一。在此，我们证明葫芦[8]脲主体可以诱导蒽共轭溴苯基吡啶客体形成线性超分子组装，从而通过主体稳定的电荷转移相互作用促进红色荧光发射。当蒽基被光氧化为蒽醌时，所获得的线性纳米结构可以很容易地转化为均质包合物，同时在水溶液中出现强烈的绿色磷光。更耐人寻味的是，在紫外线照射下进行光化学反应后，在细胞核和溶酶体中也显着地实现了双细胞器靶向成像能力。这种光氧化驱动的纯有机室温磷光为超分子细胞器识别提供了一种方便可行的策略，以跟踪活细胞中的特定生物物种和生理事件。
• A NOVEL ELECTROCHEMICAL SOLVENT PARAMETER AND ITS APPLICATIONS TO MICELLAR SYSTEMS
  作者：Masamichi Fujihira、Katsuyoshi Hoshino、Tetsuo Saji、Shigeru Aoyagui

  DOI：10.1246/cl.1985.1419

  日期：1985.9.5

  The peak-to-peak potential of cyclic voltammogram of (2-anthraquinonylmethyl)trimethylammonium bromide was linear in Kosower’s Z value over a wide range of DMF-water mixtures. Using this relationship, the anthraquinone moiety of (2-anthraquinonylmethyl)dodecyldimethylammonium bromide solubilized in cationic micelles was found to reside at the Stern layer.

  (2-蒽醌基甲基)三甲基溴化铵的循环伏安图峰间电位在各种 DMF-水混合物中与 Kosower Z 值呈线性关系。利用这种关系，发现溶解在阳离子胶束中的(2-蒽醌基甲基)十二烷基二甲基溴化铵的蒽醌部分驻留在斯特恩层上。