1-苯基-2,5,8,11,14-五氧杂十六烷-16-基4-甲基苯磺酸酯 | 129086-10-8

• 物质功能分类: 化学试剂 - 有机试剂 - 甲苯磺酸酯
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苯基-2,5,8,11,14-五氧杂十六烷-16-基4-甲基苯磺酸酯
• 中文别名: 五乙二醇单苄醚对甲苯磺酸酯；苄基-五聚乙二醇-对甲苯磺酰酯
• 英文名称: 1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl 4-methylbenzene-1-sulfonate
• 英文别名: 1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl 4-methylbenzenesulfonate；2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 129086-10-8
• 化学式: C₂₄H₃₄O₈S
• 分子量: 482.595
• InChiKey: DKGINCKIMWNUHS-UHFFFAOYSA-N

物化性质

• 沸点：
  587.0±50.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  33
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.9
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  1-苯基-2,5,8,11,14-五氧杂十六烷-16-基4-甲基苯磺酸酯 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 60.0 ℃ 、8.0 MPa 条件下， 反应 48.0h， 生成 2-[2-[2-[2-[2-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol
  参考文献：
  名称：

  Selve, C.; Achilefu, S.; Mansuy, L., Synthetic Communications, 1990, vol. 20, # 6, p. 799 - 807

  摘要：

  DOI：
• 作为产物：
  描述：

  三甘醇单苄醚 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 生成 1-苯基-2,5,8,11,14-五氧杂十六烷-16-基4-甲基苯磺酸酯
  参考文献：
  名称：

  A Convenient Synthetic Route to Differentially Functionalized Long Chain Polyethylene Glycols

  摘要：

  A convenient and efficient synthetic route to differentially functionalized polyethylene glycols (PEGs) starting from cheap commercially available materials is reported. Selectively protected triethylene glycol or tetraethylene glycol have been reacted with a second PEG bearing both a protecting group and a leaving group.

  DOI：

  10.1080/00397919908086236

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• [EN] ALANINE-BASED MODULATORS OF PROTEOLYSIS AND ASSOCIATED METHODS OF USE<br/>[FR] MODULATEURS DE PROTÉOLYSE À BASE D'ALANINE ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：ARVINAS INC

  公开号：WO2017011590A1

  公开（公告）日：2017-01-19

  The description relates to inhibitors of Apoptosis Proteins (TAPs) binding compounds, including Afunctional compounds comprising the same, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present invention. In particular, the description provides compounds, which contain on one end a ligand which binds to the IAP E3 ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. Compounds can be synthesized that exhibit a broad range of pharmacological activities consistent with the degradation/inhibition of targeted polypeptides of nearly any type.

  描述涉及抑制凋亡蛋白（TAPs）结合化合物，包括包含相同的A功能化合物，这些化合物作为靶向泛素化的调节剂发挥作用，特别是根据本发明的双功能化合物抑制各种多肽和其他蛋白质的化合物。具体而言，描述提供了一端含有结合到IAP E3泛素连接酶的配体，另一端含有结合到靶蛋白的基团的化合物，使得靶蛋白靠近泛素连接酶以促使该蛋白的降解（和抑制）。可以合成化合物，表现出与几乎任何类型的靶向多肽的降解/抑制一致的广泛药理活性。
• Site-specific protein PEGylation catalyzed by endo-β-N-acetylglucosaminidase
  作者：Kohtaro Goto、Masaki Kurogochi、Shou Takashima、Masako Mori、Akio Matsuda、Mamoru Mizuno

  DOI：10.1016/j.tetlet.2019.151475

  日期：2020.2

  We demonstrated a novel site-specific method of protein PEGylation that is catalyzed by endo-β-N-acetylglucosaminidase (ENGase) with PEGylated oxazoline (1) as a donor. PEGylation via transglycosylation using 1 proceeded smoothly to GlcNAc compounds such as p-nitrophenyl N-acetylglucosaminide and RNase B derivatives.

  我们展示了一种新型的特定位置的蛋白质PEG化的方法，该方法由内切β- N-乙酰氨基葡萄糖苷酶（ENGase）与聚乙二醇化的恶唑啉（1）作为供体来催化。使用1通过转糖基化进行的PEG化顺利进行到GlcNAc化合物，例如对硝基苯基N-乙酰氨基葡萄糖和RNase B衍生物。
• IRAK degraders and uses thereof
  申请人：Kymera Therapeutics, Inc.

  公开号：US10874743B2

  公开（公告）日：2020-12-29

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用方法。
• Lack of Effect of the Length of Oligoglycine- and Oligo(ethylene glycol)-Derived para-Substituents on the Affinity of Benzenesulfonamides for Carbonic Anhydrase II in Solution
  作者：Ahamindra Jain、Shaw G. Huang、George M. Whitesides

  DOI：10.1021/ja00091a005

  日期：1994.6

  Using H-1 NMR spectroscopy, values of T-2 have been determined for the methylene protons of the oligoglycine moieties of para-substituted benzenesulfonamides having structures H2NO2SC6H4CO(Gly)(n)OH (n = 1-6) bound at the active site of bovine carbonic anhydrase II (CA, EC 4.2.1.1). These values have been correlated with measurements of dissociation constants of these complexes, in order to infer motion of these ligands when bound to the enzyme. Motion of glycines 1-3 (those closest to the aryl ring) is hindered by their proximity to the protein; motion of glycines 4-6 is relatively unhindered. Despite the restriction to motion inferred for glycines 1-3, the values of K-d for the six compounds (n = 1-6, 1-6) are indistinguishable within experimental uncertainty (+/-20%): K-d in mu M (n) 0.30 (1); 0.26 (2); 0.33 (3); 0.37 (4); 0.37 (5); 0.34 (6). There is, therefore, an unexpected compensation of the loss in conformational entropy on binding by another contributor to the free energy.