2-bromo-N-(1,10-phenanthrolin-5-yl)acetamide | 154030-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2-bromo-N-(1,10-phenanthrolin-5-yl)acetamide
• 英文别名: bromo-N-(1,10-phenanthrolin-5-yl)acetamide；5-(bromoethanamido)-1,10-phenanthroline；BrCH2CONH-phen
• CAS: 154030-81-6
• 化学式: C₁₄H₁₀BrN₃O
• 分子量: 316.157
• InChiKey: KIZNLLGGRYPFKR-UHFFFAOYSA-N

物化性质

• 沸点：
  575.3±40.0 °C(Predicted)
• 密度：
  1.660±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(1,10-phenanthrolin-5-yl)acetamide 、 甲胺 在 sodium iodide 、 盐酸 作用下， 以 乙腈 、 乙醇 、 水 为溶剂， 反应 6.17h， 以90%的产率得到
  参考文献：
  名称：

  Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon

  摘要：

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.

  DOI：

  10.1002/ejic.201402117
• 作为产物：
  描述：

  溴乙酰氯 、 1,10-菲罗啉-5-氨基 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 16.5h， 以51%的产率得到2-bromo-N-(1,10-phenanthrolin-5-yl)acetamide
  参考文献：
  名称：

  Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon

  摘要：

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.

  DOI：

  10.1002/ejic.201402117

文献信息

• Comparative Studies of the Cellular Uptake, Subcellular Localization, and Cytotoxic and Phototoxic Antitumor Properties of Ruthenium(II)–Porphyrin Conjugates with Different Linkers
  作者：Jing-Xiang Zhang、Jun-Wei Zhou、Chi-Fai Chan、Terrence Chi-Kong Lau、Daniel W. J. Kwong、Hoi-Lam Tam、Nai-Ki Mak、Ka-Leung Wong、Wai-Kwok Wong

  DOI：10.1021/bc300201h

  日期：2012.8.15

  free-base porphyrin-Ru(II) conjugates, 1–3, and Zn(II) porphyrin-Ru(II) conjugates, 4–6, with different linkers between the hydrophobic porphyrin moiety and the hydrophilic Ru(II)-polypyridyl complex, have been synthesized. The linear and two-photon-induced photophysical properties of these conjugates were measured and evaluated for their potential application as dual in vitro imaging and photodynamic

  六种水溶性游离碱卟啉-钌（II）共轭物，1 - 3，和Zn（II）卟啉-钌（II）共轭物，4 - 6，与疏水性卟啉部分和亲水性的Ru之间不同接头（II ）-聚吡啶基配合物，已经合成。测量了这些缀合物的线性和双光子诱导的光物理性质，并评估了它们作为双重体外成像和光动力治疗（PDT）剂的潜在应用。共轭1 – 3选择具有高发光和单线态氧量子产率的化合物，用于进一步研究其使用HeLa细胞的细胞摄取，亚细胞定位以及细胞毒性和光细胞毒性（在线性和双光子激发下）特性。结合物2及其疏水性的苯基乙炔基连接物，被证明作为双光子（NIR）诱导的PDT和体外成像的双功能探针，具有进一步开发的前景。已证明细胞摄取和亚细胞定位特性对其PDT功效至关重要。
• Method for determining activity of cell cycle regulatory factor and method for diagnosing cancer using the same
  申请人：Sysmex Corporation

  公开号：EP1233060A2

  公开（公告）日：2002-08-21

  A method for determining the activity of a cell cycle regulatory factor comprising the steps of: preparing a sample for measuring a cyclin-dependent kinase/cyclin complex from living cells; reacting adenosine 5'-O-(3-thiotriphosphate) (ATP-γ S) with a substrate for the cyclin-dependent kinase in presence of the sample in order to introduce a monothiophosphate group into a serine or threonine residue of the substrate; labeling the substrate by coupling a labeling fluorophore or a labeling enzyme with a sulfur atom of the introduced monothiophosphate group; measuring the amount of fluorescence from the labeling fluorophore labeling the substrate, or reacting the labeling enzyme labeling the substrate with a substance which generates an optically detectable product by reaction with the labeling enzyme and optically measuring the amount of the generated product; and calculating the activity of the cyclin-dependent kinase from the measured amount of fluorescence or the measured amount of the generated product with reference to a pre-produced reference curve.

  一种确定细胞周期调节因子活性的方法，包括以下步骤 从活细胞中制备用于测量细胞周期蛋白依赖性激酶/细胞周期蛋白复合物的样品； 在样品存在的情况下，使腺苷 5'-O-（3-硫代三磷酸）（ATP-γ S）与细胞周期蛋白依赖性激酶的底物反应，以将单硫代磷酸基团引入底物的丝氨酸或苏氨酸残基中； 通过将标记荧光团或标记酶与引入的单硫代磷酸基团的硫原子偶联，对底物进行标记； 测量标记底物的标记荧光团发出的荧光量，或将标记底物的标记酶与一种物质反应，该物质通过与标记酶反应生成可光学检测的产物，并光学测量生成产物的量；以及 根据测量到的荧光量或测量到的生成物量，参照预先制作的参考曲线，计算细胞周期蛋白依赖性激酶的活性。
• Method for determining activity of cell cycle regulatory factor and method for diagnosing cancer using the same
  申请人：SYSMEX CORPORATION

  公开号：EP1609854A1

  公开（公告）日：2005-12-28

  A method for determining the activity of a cell cycle regulatory factor comprising the steps of: preparing a sample for measuring a cyclin-dependent kinase/cyclin complex from living cells; reacting adenosine 5'-O-(3-thiotriphosphate) (ATP-γ S) with a substrate for the cyclin-dependent kinase in presence of the sample in order to introduce a monothiophosphate group into a serine or threonine residue of the substrate; labeling the substrate by coupling a labeling fluorophore or a labeling enzyme with a sulfur atom of the introduced monothiophosphate group; measuring the amount of fluorescence from the labeling fluorophore labeling the substrate, or reacting the labeling enzyme labeling the substrate with a substance which generates an optically detectable product by reaction with the labeling enzyme and optically measuring the amount of the generated product; and calculating the activity of the cyclin-dependent kinase from the measured amount of fluorescence or the measured amount of the generated product with reference to a pre-produced reference curve.

  一种确定细胞周期调节因子活性的方法，包括以下步骤 从活细胞中制备用于测量细胞周期蛋白依赖性激酶/细胞周期蛋白复合物的样品； 在样品存在的情况下，使腺苷 5'-O-（3-硫代三磷酸）（ATP-γ S）与细胞周期蛋白依赖性激酶的底物反应，以将单硫代磷酸基团引入底物的丝氨酸或苏氨酸残基中； 通过将标记荧光团或标记酶与引入的单硫代磷酸基团的硫原子偶联，对底物进行标记； 测量标记底物的标记荧光团发出的荧光量，或将标记底物的标记酶与一种物质反应，该物质通过与标记酶反应生成可光学检测的产物，并光学测量生成产物的量；以及 根据测量到的荧光量或测量到的生成物量，参照预先制作的参考曲线，计算细胞周期蛋白依赖性激酶的活性。
• CYCLIN-DEPENDENT KINASE SUBSTRATE
  申请人：SYSMEX CORPORATION

  公开号：EP3404038A1

  公开（公告）日：2018-11-21

  Disclosed is a cyclin-dependent kinase substrate including a polypeptide that contains an amino acid sequence represented by formula (1): R1-P (wherein R1 represents a serine residue or a threonine residue, P represents a proline residue, "-" represents a single bond, and the left side represents the N-terminal side), and satisfies the following (al) and/or (bl): (al) the second amino acid residue counting from the proline residue toward the N-terminal side in the formula (1) is an aromatic amino acid residue, and/or (bl) at least two amino acid residues from the proline residue toward the C-terminal side in the formula (1) are acidic amino acid residues.

  本发明公开了一种细胞周期蛋白依赖性激酶底物，包括一种多肽，该多肽含有由式（1）表示的氨基酸序列：R1-P（其中 R1 代表丝氨酸残基或苏氨酸残基，P 代表脯氨酸残基，"-"代表单键，左侧代表 N 端），并满足以下(al)和/或(bl)：(al) 式（1）中从脯氨酸残基向 N 端侧数的第二个氨基酸残基是芳香族氨基酸残基，和/或 (bl) 式（1）中从脯氨酸残基向 C 端侧数的至少两个氨基酸残基是酸性氨基酸残基。
• Cyclin-dependent kinase substrate
  申请人：SYSMEX CORPORATION

  公开号：US10851403B2

  公开（公告）日：2020-12-01

  Disclosed is a cyclin-dependent kinase substrate including a polypeptide that contains an amino acid sequence represented by formula (1): R1—P (wherein R1 represents a serine residue or a threonine residue, P represents a proline residue, “—” represents a single bond, and the left side represents the N-terminal side), and satisfies the following (a1) and/or (b1): (a1) the second amino acid residue counting from the proline residue toward the N-terminal side in the formula (1) is an aromatic amino acid residue, and/or (b1) at least two amino acid residues from the proline residue toward the C-terminal side in the formula (1) are acidic amino acid residues.

  本发明公开了一种细胞周期蛋白依赖性激酶底物，包括一种多肽，该多肽含有由式（1）表示的氨基酸序列：R1-P（其中 R1 代表丝氨酸残基或苏氨酸残基，P 代表脯氨酸残基，"-"代表单键，左侧代表 N 端），并满足以下(a1)和/或(b1)：(a1) 式（1）中从脯氨酸残基向 N 端侧数的第二个氨基酸残基是芳香族氨基酸残基，和/或 (b1) 式（1）中从脯氨酸残基向 C 端侧数的至少两个氨基酸残基是酸性氨基酸残基。