2-Carbazol-9-ylethyl 4-methylbenzenesulfonate | 160818-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-Carbazol-9-ylethyl 4-methylbenzenesulfonate
• 英文别名: 2-carbazol-9-ylethyl 4-methylbenzenesulfonate
• CAS: 160818-28-0
• 化学式: C₂₁H₁₉NO₃S
• 分子量: 365.453
• InChiKey: ALLFCNZVPPAOGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Carbazol-9-ylethyl 4-methylbenzenesulfonate 、 二乙烯三胺 反应 12.0h， 以1.00 g的产率得到N'-[2-(2-carbazol-9-ylethylamino)ethyl]ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and Characterization of Fluorescent Displacers for Online Monitoring of Displacement Chromatography

  摘要：

  One of the major impediments to the implementation of displacement chromatography for the purification of biomolecules is the need to collect fractions from the column effluent for time-consuming off line analysis. The ability to employ direct online monitoring of displacement chromatography would have significant implications for applications ranging from analytical to preparative bioseparations. To this end, a set of novel fluorescent displacers were rationally designed using known chemically selective displacers as a template. Fluorescent cores were functionalized with different charge moieties, creating a homologous library of displacers. These compounds were then tested on two protein pairs, alpha-chymotrypsinogen A/ribonuclease A and cytochrome c/lysozyme, using batch and column displacement experiments. Of the synthesized displacers, two were found to be highly selective while one was determined to be a high-affinity displacer. Column displacements using one of the selective displacers yielded complete separation of both protein pairs while facilitating direct online detection using UV and fluorescence detection. Saturation transfer difference NMR was also carried out to investigate the binding of the fluorescent displacers to proteins. The results indicated a selective binding between the selective displacers and (x-chymotrypsinogen A, while no binding was observed for ribonuclease A, confirming that protein-displacer binding is responsible for the selectivity in these systems. This work demonstrates the utility of fluorescent displacers to enable online monitoring of displacer breakthroughs while also acting as efficient displacers for protein purification.

  DOI：

  10.1021/ja806279x
• 作为产物：
  描述：

  9-咔唑乙醇 、 对甲苯磺酰氯 在 吡啶 作用下， 以66%的产率得到2-Carbazol-9-ylethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis and Characterization of Fluorescent Displacers for Online Monitoring of Displacement Chromatography

  摘要：

  One of the major impediments to the implementation of displacement chromatography for the purification of biomolecules is the need to collect fractions from the column effluent for time-consuming off line analysis. The ability to employ direct online monitoring of displacement chromatography would have significant implications for applications ranging from analytical to preparative bioseparations. To this end, a set of novel fluorescent displacers were rationally designed using known chemically selective displacers as a template. Fluorescent cores were functionalized with different charge moieties, creating a homologous library of displacers. These compounds were then tested on two protein pairs, alpha-chymotrypsinogen A/ribonuclease A and cytochrome c/lysozyme, using batch and column displacement experiments. Of the synthesized displacers, two were found to be highly selective while one was determined to be a high-affinity displacer. Column displacements using one of the selective displacers yielded complete separation of both protein pairs while facilitating direct online detection using UV and fluorescence detection. Saturation transfer difference NMR was also carried out to investigate the binding of the fluorescent displacers to proteins. The results indicated a selective binding between the selective displacers and (x-chymotrypsinogen A, while no binding was observed for ribonuclease A, confirming that protein-displacer binding is responsible for the selectivity in these systems. This work demonstrates the utility of fluorescent displacers to enable online monitoring of displacer breakthroughs while also acting as efficient displacers for protein purification.

  DOI：

  10.1021/ja806279x

文献信息

• Lithographic printing plate precursor, lithographic printing method and cyanine dye
  申请人：FUJIFILM Corporation

  公开号：EP1767353A2

  公开（公告）日：2007-03-28

  A lithographic printing plate precursor comprising a support and an image-recording layer containing at least one infrared absorbing agent of a cyanine dye in which a HOMO energy level of each of substituents present on both terminal nitrogen atoms is -10.0 eV or higher. An infrared absorbing agent of a cyanide dye represented by formula (V) shown below: wherein Z1 and Z2 each independently represents an aromatic ring which may have a substituent or a hetero aromatic ring which may have a substituent; R10 and R20 each independently represents a phenyl group, a naphtyl group, an anthracenyl group, a carbazolyl group or a phenothiazinyl group each of which may have a substituent; A- represents an anion which exists in case of being necessary for neutralizing a charge and is selected from a halogen ion, a perchlorate ion, a tetrafluoroborate ion, a hexafluorophosphate ion and a sulfonate ion; and n represents 1 or 2.

  一种平版印刷板前驱体，包括一个支撑体和一个图像记录层，该支撑体和图像记录层含有至少一种氰基染料的红外吸收剂，其中存在于两个末端氮原子上的每个取代基的 HOMO 能级为 -10.0 eV 或更高。 由下式(V)表示的氰化物染料的红外吸收剂： 其中 Z1 和 Z2 各自独立地代表可具有取代基的芳环或可具有取代基的杂芳环；R10 和 R20 各自独立地代表可具有取代基的苯基、萘基、蒽基、咔唑基或吩噻嗪基；A- 代表中和电荷所需的阴离子，选自卤素离子、高氯酸盐离子、四氟硼酸盐离子、六氟磷酸根离子和磺酸盐离子；n 代表 1 或 2。
• Lithographic printing method
  申请人：FUJIFILM Corporation

  公开号：EP1767353B1

  公开（公告）日：2011-04-20
• Lithographic printing plate precursor and lithographic printing method
  申请人：Iwai Yu

  公开号：US20070072119A1

  公开（公告）日：2007-03-29

  A lithographic printing plate precursor comprising a support and an image-recording layer containing at least one infrared absorbing agent of a cyanine dye in which a HOMO energy level of each of substituents present on both terminal nitrogen atoms is −10.0 eV or higher.
• US7833689B2
  申请人：——

  公开号：US7833689B2

  公开（公告）日：2010-11-16
• Synthesis and Characterization of Fluorescent Displacers for Online Monitoring of Displacement Chromatography
  作者：Christopher J. Morrison、Sun Kyu Park、Chester Simocko、Scott A. McCallum、Steven M. Cramer、J. A. Moore

  DOI：10.1021/ja806279x

  日期：2008.12.17

  One of the major impediments to the implementation of displacement chromatography for the purification of biomolecules is the need to collect fractions from the column effluent for time-consuming off line analysis. The ability to employ direct online monitoring of displacement chromatography would have significant implications for applications ranging from analytical to preparative bioseparations. To this end, a set of novel fluorescent displacers were rationally designed using known chemically selective displacers as a template. Fluorescent cores were functionalized with different charge moieties, creating a homologous library of displacers. These compounds were then tested on two protein pairs, alpha-chymotrypsinogen A/ribonuclease A and cytochrome c/lysozyme, using batch and column displacement experiments. Of the synthesized displacers, two were found to be highly selective while one was determined to be a high-affinity displacer. Column displacements using one of the selective displacers yielded complete separation of both protein pairs while facilitating direct online detection using UV and fluorescence detection. Saturation transfer difference NMR was also carried out to investigate the binding of the fluorescent displacers to proteins. The results indicated a selective binding between the selective displacers and (x-chymotrypsinogen A, while no binding was observed for ribonuclease A, confirming that protein-displacer binding is responsible for the selectivity in these systems. This work demonstrates the utility of fluorescent displacers to enable online monitoring of displacer breakthroughs while also acting as efficient displacers for protein purification.