pentenedial; sodium enolate | 1593-50-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pentenedial; sodium enolate
• 英文别名: Natriumsalz des Glutacondialdehyds；glutaconaldehyde sodium salt；sodium;5-oxopenta-1,3-dien-1-olate
• CAS: 1593-50-6
• 化学式: C₅H₅O₂*Na
• 分子量: 120.083
• InChiKey: CZIOVMRUYSVNSN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.38
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  pentenedial; sodium enolate 在 sodium hydroxide 、 silver nitrate 作用下， 生成 山梨酸
  参考文献：
  名称：

  Baumgarten; Glatzel, Chemische Berichte, 1926, vol. 59, p. 2663

  摘要：

  DOI：
• 作为产物：
  描述：

  吡啶 在 氯磺酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.33h， 生成 pentenedial; sodium enolate
  参考文献：
  名称：

  Post-synthetic modification of near-infrared absorbing cyclodextrin-encapsulated cyanine dyes for controlling absorption wavelength, stability, and singlet oxygen generation

  摘要：

  In this study, near-infrared absorbing rotaxane-type cyanine dyes exhibit high tolerance to various chemical reactions, which is attributed to the encapsulation effect of their cyclic molecules. As a result, rotaxane dyes can be post-modified on the host α-cyclodextrin or guest cyanine skeleton to adjust their solubility, absorption wavelength, stability, and singlet oxygen generation ability. The guest modification product obtained via the Heck reaction demonstrates a red shift of its absorption wavelength owing to the extended conjugation system. Moreover, the products of host modification through the methylation and benzylation of all cyclodextrin hydroxyl groups not only become lipophilic and show extended absorption, but also exhibit higher photooxidation tolerance, lower singlet oxygen generation rate, and increased singlet oxygen tolerance, indicating their potential applicability as highly durable dyes. Furthermore, the outstanding singlet oxygen tolerance of these dyes enables their use in long-life singlet oxygen generators, in which the total amount of singlet oxygen increases. This work demonstrates that an intrinsically unstable near-infrared cyanine dye can be used as a synthetic intermediate by stabilizing it via α-cyclodextrin encapsulation, allowing the post-modification of various properties of cyanine dyes toward the higher-order near-infrared-absorbing materials with complex functionalities and diverse utilities.

  DOI：

  10.1093/bulcsj/uoae055

文献信息

• A Complex Comprising a Cyanine Dye Rotaxane and a Porphyrin Nanoring as a Model Light‐Harvesting System
  作者：Jiratheep Pruchyathamkorn、William J. Kendrick、Andrew T. Frawley、Andrea Mattioni、Felipe Caycedo‐Soler、Susana F. Huelga、Martin B. Plenio、Harry L. Anderson

  DOI：10.1002/anie.202006644

  日期：2020.9.14

  A nanoring‐rotaxane supramolecular assembly with a Cy7 cyanine dye (hexamethylindotricarbocyanine) threaded along the axis of the nanoring was synthesized as a model for the energy transfer between the light‐harvesting complex LH1 and the reaction center in purple bacteria photosynthesis. The complex displays efficient energy transfer from the central cyanine dye to the surrounding zinc porphyrin nanoring

  合成了具有沿纳米环轴延伸的 Cy7 花青染料（六甲基吲哚三碳花青）的纳米环-轮烷超分子组装体，作为光捕获复合物 LH1 与紫色细菌光合作用反应中心之间能量转移的模型。该复合物表现出从中心花青染料到周围锌卟啉纳米环的有效能量转移。我们提出了一个理论模型，可以重现纳米环的吸收光谱并量化纳米环和中心染料之间的激子耦合，从而解释有效的能量转移并证明与结构相关的自然光捕获系统的相似性。
• Dye conjugates and methods of use
  申请人：Millipore Corporation

  公开号：EP2251380A3

  公开（公告）日：2011-01-05

  The present invention relates to cyanine compounds, compositions comprising them, articles of manufacture, and methods of making and using them. The cyanines usefully comprise one or more carboxyl groups or derivatives thereof that are indirectly attached to an aryl ring on an alkylaryl cyanine substituent. Also provided are conjugates of the disclosed cyanines and one or more other substances. Solvates, solutions, and derivatized forms of the cyanines are also provided. The cyanines find use in a variety of bioassays, both in direct single-label applications and in energy transfer formats. Methods utilizing the disclosed cyanines for analyzing a sample for a target are provided. Also disclosed are detection complexes comprising the disclosed cyanines, as well as compositions and articles comprising the cyanines in an excited state, for example formed by direct excitation or by energy transfer. The cyanines may be used as alternatives to other known optically active species in a variety of settings. Other embodiments are described further herein.

  本发明涉及靛烷化合物、包含它们的组合物、制造和使用它们的方法。这些靛烷化合物有用地包括一个或多个与烷基芳基靛烷取代基上的芳环间接连接的羧基或其衍生物。此外，还提供了所述靛烷化合物和一种或多种其他物质的结合物。还提供了靛烷化合物的溶剂化物、溶液和衍生物形式。这些靛烷化合物在各种生物测定中有用，既可用于直接单标记应用，也可用于能量转移格式。提供了利用所述靛烷化合物分析样品中的目标的方法。还公开了包含所述靛烷化合物的检测复合物，以及包含处于激发态中的靛烷化合物的组合物和制品，例如通过直接激发或能量转移形成的。这些靛烷化合物可用作各种环境中其他已知光学活性物种的替代品。其他实施方式在此进一步描述。
• Baumgarten, Chemische Berichte, 1924, vol. 57, p. 1624
  作者：Baumgarten

  DOI：——

  日期：——
• Baumgarten; Merlaender; Olshausen, Chemische Berichte, 1933, vol. 66, p. 1802,1806,1807,1808
  作者：Baumgarten、Merlaender、Olshausen

  DOI：——

  日期：——
• Baumgarten, Chemische Berichte, 1926, vol. 59, p. 1170
  作者：Baumgarten

  DOI：——

  日期：——