1-(5-methoxy-2-nitro-4-(prop-2-yn-1-yloxy)phenyl)ethan-1-one | 1255792-04-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-methoxy-2-nitro-4-(prop-2-yn-1-yloxy)phenyl)ethan-1-one
• 英文别名: 5-Methoxy-2-nitro-4-prop-2-ynyloxyacetophenone；1-(5-methoxy-2-nitro-4-propargyloxyphenyl)ethanone；1-(5-Methoxy-2-nitro-4-prop-2-ynoxyphenyl)ethanone
• CAS: 1255792-04-1
• 化学式: C₁₂H₁₁NO₅
• 分子量: 249.223
• InChiKey: HTWKHXBPNMWHQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(5-methoxy-2-nitro-4-(prop-2-yn-1-yloxy)phenyl)ethan-1-one 在 吡啶 、 2,6-二叔丁基吡啶 、 四氯化钛 、 sodium cyanoborohydride 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 25.5h， 生成
  参考文献：
  名称：

  A Photocleavable Rapamycin Conjugate for Spatiotemporal Control of Small GTPase Activity

  摘要：

  We developed a novel method to spatiotemporally control the activity of signaling molecules. A newly synthesized photocaged rapamycin derivative induced rapid dimerization of FKBP (FK-506 binding protein) and FRB (FKBP-rapamycin binding protein) upon UV irradiation. With this system and the spatially confined UV irradiation, we achieved subcellularly localized activation of Rac, a member of small GTPases. Our technique offers a powerful approach to studies of dynamic intracellular signaling events.

  DOI：

  10.1021/ja108258d
• 作为产物：
  描述：

  4-苄氧基-3-甲氧基苯乙酮 在 硝酸 、 potassium carbonate 、 溶剂黄146 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(5-methoxy-2-nitro-4-(prop-2-yn-1-yloxy)phenyl)ethan-1-one
  参考文献：
  名称：

  A Photocleavable Rapamycin Conjugate for Spatiotemporal Control of Small GTPase Activity

  摘要：

  We developed a novel method to spatiotemporally control the activity of signaling molecules. A newly synthesized photocaged rapamycin derivative induced rapid dimerization of FKBP (FK-506 binding protein) and FRB (FKBP-rapamycin binding protein) upon UV irradiation. With this system and the spatially confined UV irradiation, we achieved subcellularly localized activation of Rac, a member of small GTPases. Our technique offers a powerful approach to studies of dynamic intracellular signaling events.

  DOI：

  10.1021/ja108258d

文献信息

• 3D-exoquant method for the analysis of surface molecules and quantification of tissue-specific exosomes in biological fluids
  申请人：The Regents of the University of California

  公开号：US11243215B2

  公开（公告）日：2022-02-08

  In various embodiments methods are provided for identifying and/or quantifying one or more antigens of interest (biomarkers) on the surface of cell- or tissue-specific exosomes. In an illustrative embodiments the methods comprise: i) incubating a population of exosomes with one or more tissue-specific antibodies that bind an antigen specific to a tissue or cell type of interest that produces exosomes, where the tissue specific antibodies are attached to acceptor bead or magnetic beads so the antibodies bind exosomes displaying the antigen; ii) obtaining a purified population of exosomes bound by the tissue specific antibodies with and/or without photocleavable linker based technology; iii) incubating a test subset of the isolated tissue-specific exosomes with acceptor beads attached to test antibodies that bind an antigen of interest thereby binding exosomes that display the antigen of interest and a control subset with negative control acceptor beads; v) incubating the test subset of isolated exosomes and the control subset of exosomes with a donor-bearing antibody that binds an exosome specific antigen; and vi) detecting a signal produced upon illumination of the control subset and/or the test; and vii) detecting the antigen(s) of interest.

  在各种实施例中，提供了用于识别和/或定量细胞或组织特异性外泌体表面上的一个或多个感兴趣的抗原（生物标志物）的方法。在一个说明性实施例中，该方法包括：i）将外泌体群体与一个或多个组织特异性抗体孵育，这些抗体与特定于产生外泌体的感兴趣组织或细胞类型的抗原结合，其中这些组织特异性抗体附着在受体珠或磁珠上，使抗体结合显示抗原的外泌体；ii）获得由组织特异性抗体结合的外泌体的纯化群体，有时使用光解链技术；iii）将分离的组织特异性外泌体的测试子群体与附着有结合感兴趣抗原的测试抗体的受体珠孵育，从而结合显示感兴趣抗原的外泌体，以及一个带有阴性对照受体珠的对照子群体；v）将分离的外泌体的测试子群体和对照子群体与结合外泌体特异性抗原的供体抗体孵育；vi）在照射对照子群体和/或测试子群体时检测产生的信号；以及vii）检测感兴趣的抗原。
• Water-Soluble Molecularly Imprinted Nanoparticles (MINPs) with Tailored, Functionalized, Modifiable Binding Pockets
  作者：Joseph K. Awino、Yan Zhao

  DOI：10.1002/chem.201404919

  日期：2015.1.7

  with binding sites of specific size, shape, and functional groups is important to both chemistry and biology. Covalent imprinting of a photocleavable template within surface–core doubly cross‐linked micelles yielded carboxylic acid‐containing hydrophobic pockets within the water‐soluble molecularly imprinted nanoparticles. The functionalized binding pockets were characterized by their binding of amine‐

  具有特定大小，形状和官能团的结合位点的受体的构建对化学和生物学都至关重要。在表面核心双交联的胶束中共价刻印有光可裂解模板，从而在水溶性分子印迹纳米粒子中产生了含羧酸的疏水性口袋。功能化的结合袋的特征在于它们在不同pH值下对胺和酸官能化的客体的结合。平均而言，纳米粒子每个粒子包含一个结合位点，并且在结构类似物中表现出高度选择性的结合。结合位点可以通过共价化学进一步修饰以调节其结合特性。
• 用于控制嵌合抗原受体T细胞激活/抑制的连接臂及其应用
  申请人：中国医学科学院北京协和医院

  公开号：CN109134467B

  公开（公告）日：2022-01-21

  本发明公开了一种用于控制CAR‑T激活/抑制的连接臂，其一端含有可识别靶细胞的靶头分子，另一端含有可被特异性CAR‑T细胞所识别的具有生物正交性的部分，中间用可被生物正交断裂的化学基团偶联。本发明可以实现CAR‑T细胞从激活到静息状态的快速且灵活的转换，对CAR‑T细胞的抑制具有系统性和高效性。调节具有可逆性，不损害或杀灭已有的CAR‑T细胞，可以实现CAR‑T细胞从激活到关闭再到激活的灵活转变，不影响治疗的整体作用。
• A Heterobifunctional Linker Bearing Azide-reactive Alkyne and Thiol-reactive Maleimide Connected with <i>N</i>-(2-Nitrobenzyl)imide to Synthesize Photocleavable Diblock Copolymers
  作者：Shota Yamamoto、Seiichi Nakahama、Kazuo Yamaguchi

  DOI：10.1246/cl.130235

  日期：2013.8.5

  A novel heterobifunctional linker 1 connected with photocleavable N-(2-nitrobenzyl)imide has been developed. Hydrophobic polystyrene (PS), hydrophilic poly(ethylene oxide) (PEO), and thermosensitive poly(N-isopropylacrylamide) (PNIPAM) containing thiol or azide at the terminal, synthesized by a living radical polymerization or a transformation of terminal functional groups, were coupled with the alkyne and maleimide protected as the furan adduct at both terminals of 1 to synthesize three types of photocleavable diblock copolymers in high yields.

  开发了一种新型异双功能连接剂1，该连接剂与光分解N-(2-硝基苯基)酰亚胺相连。通过活性自由基聚合或末端功能团转化合成的含有巯基或叠氮基的疏水性聚苯乙烯（PS）、亲水性聚乙烯氧化物（PEO）和热敏聚(N-异丙基丙烯酰胺)（PNIPAM）与烷炔和马来酰亚胺在连接剂1的两个末端以呋喃加成物保护，合成了三种类型的光分解二嵌段共聚物，具有高产率。
• Photoswitchable CAR-T Cell Function In Vitro and In Vivo via a Cleavable Mediator
  作者：Bo Zhang、Yan Wang、Shenlong Huang、Jiaqi Sun、Min Wang、Wenxiao Ma、Yanbo You、Ling Wu、Jin Hu、Wei Song、Xudong Liu、Shengjie Li、Hua Chen、Guisheng Zhang、Lihe Zhang、Demin Zhou、Lingjun Li、Xuan Zhang

  DOI：10.1016/j.chembiol.2020.10.004

  日期：2021.1