1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne | 1351556-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne
• 英文别名: [Diphenyl-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]methyl]benzene
• CAS: 1351556-80-3
• 化学式: C₃₈H₅₀O₉
• 分子量: 650.81
• InChiKey: OHUVMDRDHHLYBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  47
• 可旋转键数：
  29
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne 在 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 18.0h， 生成 4-[2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethyl]-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  A New Generation of Radiofluorinated Pyrimidine-2,4,6-triones as MMP-Targeted Radiotracers for Positron Emission Tomography

  摘要：

  Radiolabeled C-5-disubstituted pyrimidine-2,4,6-triones have recently been suggested by our group as a class of potent matrix metalloproteinase (MMP) targeted radiotracers that can noninvasively visualize activated MMPs by means of positron emission tomography (PET). MMPs belong to the zinc- and calcium-dependent endopeptidases which are involved in the proteolytic degradation of components of the extracellular matrix (ECM) but also are capable of processing and releasing bioactive molecules such as growth factors, proteinase inhibitors, and cytokines. Locally increased levels of activated MMPs modulate and contribute to the progression of various diseases, such as cancer, atherosclerosis, stroke, arthritis, and others. Therefore, activated MMPs are suitable biological targets for the specific and noninvasive visualization of aforementioned pathologies in vivo. On the basis of our recent results, we here describe a series of new fluorinated pyrimidine-2,4,6-triones of the second generation with maintained MAP inhibition potencies (IC50 = 4-605 nM), which are fine-tuned toward more hydrophilic versions, and show the improved biodistribution behavior of one selected radiofluorinated pyrimidine-2,4,6-trione by means of small-animal PET.

  DOI：

  10.1021/jm201142w
• 作为产物：
  描述：

  四甘醇单三苯甲基醚 在 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 生成 1,1,1-triphenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacos-28-yne
  参考文献：
  名称：

  METHOD FOR SYNTHESIS OF PROTEIN AMPHIPHILES

  摘要：

  本发明揭示了一种新颖的经济成本的方法，用于合成蛋白质/肽类两性分子，不论蛋白质的功能和结构分类如何，都可用于设计一种疫苗候选物，其来源是抗原蛋白质。本发明的蛋白质修饰是通用的，因此任何蛋白质/肽类都可以转化为两性分子蛋白质/肽类。

  公开号：

  US20200199175A1

文献信息

• Design, Synthesis, and Self‐Assembly Studies of a Suite of Monodisperse, Facially Amphiphilic, Protein–Dendron Conjugates
  作者：Britto S. Sandanaraj、Pavankumar Janardhan Bhandari、Mullapudi Mohan Reddy、Akshay Bhagwan Lohote、Bankanidhi Sahoo

  DOI：10.1002/cbic.201900341

  日期：2020.2.3

  facially amphiphilic, protein-dendron bioconjugates. These biohybrid conjugates have the ability to self-assemble into supramolecular protein nanoassemblies. Self-assembly is primarily mediated by strong hydrophobic interactions of the benzyl ether dendron domain. The size, surface charge, and oligomeric state of protein nanoassemblies could be systematically tuned by choosing an appropriate dendron or protein

  蛋白质-树突两亲性大分子的定制设计处于大分子工程的最前沿。具有这种结构的大分子非常有趣，因为它们具有自组装成各种仿生纳米结构的能力。然而，由于与化学合成有关的技术挑战，迄今为止，尚未有关于该概念的报道。为此，在本文中，报道了用于模块合成一组单分散的，表面两亲的蛋白质-树突生物缀合物的新化学方法。将不同世代的苄基醚树枝状分子（G1-G4）与单分散十六烷基乙二醇偶联以形成具有单个蛋白质反应性功能的基于大分子两亲活性的探针（AABP）。胶束辅助的蛋白质标记技术可用于大分子AABP与球形蛋白质的位点特异性缀合，从而制成单分散的，两亲性的蛋白质-树突生物缀合物。这些生物杂交缀合物具有自组装成超分子蛋白质纳米组装件的能力。自组装主要由苄基醚树枝状结构域的强疏水相互作用介导。蛋白质纳米组件的大小，表面电荷和低聚状态可以通过选择合适的树枝状分子或感兴趣的蛋白质来系统地调节。这种化学方法公开了一种新方法，可
• METHOD FOR SYNTHESIS OF PROTEIN AMPHIPHILES
  申请人：INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH

  公开号：US20200199175A1

  公开（公告）日：2020-06-25

  The present invention discloses a novel cost effective method for synthesis of protein/peptide amphiphiles irrespective of functional and structural classification of proteins useful in designing a vaccine candidate from antigenic protein. The protein modification of the present invention is universal and hence any protein/peptide can be converted into amphiphilic proteins/peptides.

  本发明揭示了一种新颖的经济成本的方法，用于合成蛋白质/肽类两性分子，不论蛋白质的功能和结构分类如何，都可用于设计一种疫苗候选物，其来源是抗原蛋白质。本发明的蛋白质修饰是通用的，因此任何蛋白质/肽类都可以转化为两性分子蛋白质/肽类。
• A New Generation of Radiofluorinated Pyrimidine-2,4,6-triones as MMP-Targeted Radiotracers for Positron Emission Tomography
  作者：Daniela Schrigten、Hans-Jörg Breyholz、Stefan Wagner、Sven Hermann、Otmar Schober、Michael Schäfers、Günter Haufe、Klaus Kopka

  DOI：10.1021/jm201142w

  日期：2012.1.12

  Radiolabeled C-5-disubstituted pyrimidine-2,4,6-triones have recently been suggested by our group as a class of potent matrix metalloproteinase (MMP) targeted radiotracers that can noninvasively visualize activated MMPs by means of positron emission tomography (PET). MMPs belong to the zinc- and calcium-dependent endopeptidases which are involved in the proteolytic degradation of components of the extracellular matrix (ECM) but also are capable of processing and releasing bioactive molecules such as growth factors, proteinase inhibitors, and cytokines. Locally increased levels of activated MMPs modulate and contribute to the progression of various diseases, such as cancer, atherosclerosis, stroke, arthritis, and others. Therefore, activated MMPs are suitable biological targets for the specific and noninvasive visualization of aforementioned pathologies in vivo. On the basis of our recent results, we here describe a series of new fluorinated pyrimidine-2,4,6-triones of the second generation with maintained MAP inhibition potencies (IC50 = 4-605 nM), which are fine-tuned toward more hydrophilic versions, and show the improved biodistribution behavior of one selected radiofluorinated pyrimidine-2,4,6-trione by means of small-animal PET.