溴代四聚乙二醇羧酸 | 1346502-15-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 溴代四聚乙二醇羧酸
• 英文名称: 2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)acetic acid
• 英文别名: Br-PEG3-CH2COOH；2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]acetic acid
• CAS: 1346502-15-5
• 化学式: C₈H₁₅BrO₅
• 分子量: 271.108
• InChiKey: MNTZZZWRXHWCSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  溴代四聚乙二醇羧酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 14-bromo-3-(carboxymethyl)-4-oxo-6,9,12-trioxa-3-azatetradecan-1-oic acid
  参考文献：
  名称：

  Multidentate ¹⁸F-Polypegylated Styrylpyridines As Imaging Agents for Aβ Plaques in Cerebral Amyloid Angiopathy (CAA)

  摘要：

  beta-Amyloid plaques (A beta plaques) in the brain are associated with cerebral amyloid angiopathy (CAA). Imaging agents that could target the A beta plaques in the living human brain would be potentially valuable as biomarkers in patients with CAA. A new series of F-18 styrylpyridine derivatives with high molecular weights for selectively targeting A beta plaques in the blood vessels of the brain but excluded from the brain parenchyma is reported. The styrylpyridine derivatives, 8a-c, display high binding affinities and specificity to A beta plaques (K-i = 2.87, 3.24, and 7.71 nM, respectively). In vitro autoradiography of [F-18]8a shows labeling of beta-amyloid plaques associated with blood vessel walls in human brain sections of subjects with CAA and also in the tissue of AD brain sections. The results suggest that [F-18]8a may be a useful PET imaging agent for selectively detecting A beta plaques associated with cerebral vessels in the living human brain.

  DOI：

  10.1021/jm2009106
• 作为产物：
  描述：

  三乙二醇 在 N-溴代丁二酰亚胺(NBS) 、 三氟化硼乙醚 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 溴代四聚乙二醇羧酸
  参考文献：
  名称：

  Multidentate ¹⁸F-Polypegylated Styrylpyridines As Imaging Agents for Aβ Plaques in Cerebral Amyloid Angiopathy (CAA)

  摘要：

  beta-Amyloid plaques (A beta plaques) in the brain are associated with cerebral amyloid angiopathy (CAA). Imaging agents that could target the A beta plaques in the living human brain would be potentially valuable as biomarkers in patients with CAA. A new series of F-18 styrylpyridine derivatives with high molecular weights for selectively targeting A beta plaques in the blood vessels of the brain but excluded from the brain parenchyma is reported. The styrylpyridine derivatives, 8a-c, display high binding affinities and specificity to A beta plaques (K-i = 2.87, 3.24, and 7.71 nM, respectively). In vitro autoradiography of [F-18]8a shows labeling of beta-amyloid plaques associated with blood vessel walls in human brain sections of subjects with CAA and also in the tissue of AD brain sections. The results suggest that [F-18]8a may be a useful PET imaging agent for selectively detecting A beta plaques associated with cerebral vessels in the living human brain.

  DOI：

  10.1021/jm2009106

文献信息

• Development of chimeric receptor activator of nuclear factor‐kappa B with glutathione S‐transferase in the extracellular domain: Artificial switch in a membrane receptor
  作者：Kanako Kawashima、Mayuko Hirota‐Tsukimachi、Tsugumasa Toma、Ryoko Koga、Kana Iwamaru、Yosuke Kanemaru、Misato Yanae、Ami Ahagon、Yurine Nakamura、Kensaku Anraku、Hiroshi Tateishi、Jin Gohda、Jun‐ichiro Inoue、Masami Otsuka、Mikako Fujita

  DOI：10.1111/cbdd.14002

  日期：2022.4

  three types of chimeric receptor activator of nuclear factor-kappa B (RANK) with the glutathione S-transferase (GST) protein in the extracellular domain, and stimulated them using newly synthesized chemical trimerizers with three glutathiones. Although this stimulation did not activate these proteins, we unexpectedly found that the chimera named RANK-GST-SC, in which GST replaced a major part of the

  各种嵌合受体已被开发并用于生物学实验。在本研究中，我们在细胞外域用谷胱甘肽 S-转移酶 (GST) 蛋白构建了三种类型的核因子-κ B (RANK) 嵌合受体激活剂，并使用新合成的具有三种谷胱甘肽的化学三聚体对其进行刺激。尽管这种刺激没有激活这些蛋白质，但我们意外地发现名为 RANK-GST-SC 的嵌合体，其中 GST 取代了 RANK 细胞外结构域的主要部分，激活了核因子-kappa B (NF-κB) 信号大约六倍以上强于没有配体的野生型 RANK。细胞外 GST 的二聚化被认为是细胞外的开关，然后发生信号转导。GST 已被广泛用作蛋白质纯化的标签。GST 融合蛋白可以方便地被谷胱甘肽结合的珠子捕获，并且很容易从杂质中纯化。本研究是 GST 新用途的开创性例子，并为开发新的化学生物学系统提供了信息。
• Development of membrane-targeting TPP+-chloramphenicol conjugates to combat methicillin-resistant staphylococcus aureus (MRSA) infections
  作者：Tao Li、Xiaoli He、Wenlan Tao、Ruixue Zhang、Qiaolin He、Hongzhi Gong、Ye Liu、Dong Luo、Maojie Zhang、Cheng Zou、Shao-Lin Zhang、Yun He

  DOI：10.1016/j.ejmech.2023.115973

  日期：2024.1

  isolated methicillin-resistant Staphylococcus aureus (MRSA) with MIC values ranging from 1 to 2 μg/mL, while CL was inactive to the tested MRSA strains. In addition, these conjugates exhibited rapid bactericidal properties and low toxicity, and did not readily induced bacterial resistance, obviously outperforming the parent drug CL. In a mouse model infected with a clinically isolated MRSA strain, compound

  耐药菌引起的感染已成为感染治疗的新挑战，严重危害公众健康。氯霉素（CL）是一种众所周知的抗生素，但由于细菌耐药性而失去了功效。为了解决这个问题，我们在此报告了新型三苯基磷氯霉素缀合物（TPP + -CL）的设计、合成和生物学评价。研究结果表明，化合物39和42对临床分离的耐甲氧西林金黄色葡萄球菌（MRSA）具有显着的抗菌作用，MIC值在1~2 μg/mL之间，而CL对受试MRSA菌株无活性。此外，这些缀合物表现出快速杀菌特性和低毒性，并且不易诱导细菌耐药性，明显优于母药CL。在感染临床分离的MRSA菌株的小鼠模型中，20mg/kg剂量的化合物39表现出与金标准药物万古霉素相当甚至更好的体内抗MRSA功效，同时未观察到毒性。