4-(1-羟基乙基)-2-甲氧基-5-硝基苯酚 | 182122-17-4

• 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: 4-(1-羟基乙基)-2-甲氧基-5-硝基苯酚
• 中文别名: 4-(1-羟基乙基)-2-甲氧基-5-硝基酚
• 英文名称: 4-(1-hydroxyethyl)-2-methoxy-5-nitrophenol
• CAS: 182122-17-4
• 化学式: C₉H₁₁NO₅
• 分子量: 213.19
• InChiKey: NBDNYLPTDQUAOT-UHFFFAOYSA-N

物化性质

• 沸点：
  428.2±45.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(1-羟基乙基)-2-甲氧基-5-硝基苯酚 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 76.0h， 生成 5'-O-{[1-(4-{5-[7-(diethylamino)-2-oxo-2H-[1]benzopyran-3-carboxamido]pentyloxy}-5-methoxy-2-nitrophenyl)-ethoxy]carbonyl}thymidine
  参考文献：
  名称：

  Protection and Labelling of Thymidine by a Fluorescent Photolabile Group

  摘要：

  A fluorescent photolabile group including coumarin and MeNPOC moieties was synthesized to protect 5'-OH terminal function of thymidine (T). Its photochemical and photophysical properties were studied, in particular the photocleavage (photodeprotection under a 365-nm irradiation) is only lowered by a factor of two by addition of the fluorophore, Fluorescence properties of the coumarin probe are not changed upon irradiation, which is satisfactory for the application required, i.e., in situ synthesis of DNA microarrays.

  DOI：

  10.1002/1522-2675(20011219)84:12<3735::aid-hlca3735>3.0.co;2-a
• 作为产物：
  描述：

  1-(4-(allyloxy)-3-methoxyphenyl)ethanone 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 potassium carbonate 、 potassium nitrate 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 20.0h， 生成 4-(1-羟基乙基)-2-甲氧基-5-硝基苯酚
  参考文献：
  名称：

  无痕光不稳定接头通过自动糖链组装加速复杂寡糖的化学合成

  摘要：

  自动聚糖组装 (AGA) 旨在加速合成寡糖的获取，以满足将定义的聚糖作为分子糖生物学工具的需求。用于将不断增长的聚糖链连接到固体支持物的接头在合成策略中起着关键作用，因为它们决定了合成过程中使用的所有化学条件以及合成结束时获得的聚糖的形式。在这里，我们描述了一种用于制备具有自由还原端的碳水化合物的无痕光不稳定链接器。连接器的邻硝基苄基支架的修饰是高产量和与 AGA 工作流程兼容的关键。描述了由 AGA 和线性以及支链 β-低聚糖制备的寡糖片段组装不对称双天线 N-聚糖以说明该方法的功效。

  DOI：

  10.1021/jacs.9b03769

文献信息

• Synthesis of Polymers Containing Potassium Acyltrifluoroborates (KATs) and Post‐polymerization Ligation and Conjugation
  作者：Dominik Schauenburg、Mohammad Divandari、Kevin Neumann、Christoph A. Spiegel、Thomas Hackett、Yi‐Chung Dzeng、Nicholas D. Spencer、Jeffrey W. Bode

  DOI：10.1002/anie.202006273

  日期：2020.8.17

  the synthesis of monomers for atom‐transfer radical polymerization (ATRP) and a reversible addition‐fragmentation chain transfer (RAFT) agent bearing trifluoroborate iminiums (TIMs), which are quantitatively converted into potassium acyltrifluoroborates (KATs) after polymerization. The resulting KAT‐containing polymers are suitable for rapid amide‐forming ligations for both post‐polymerization modification

  我们报道了用于原子转移自由基聚合（ATRP）和可逆加成-断裂链转移（RAFT）的三氟硼酸亚胺盐（TIMs）的单体合成，聚合后定量地转化为酰基三氟硼酸钾（KATs）。所得的含KAT聚合物适用于快速酰胺形成连接，用于后聚合修饰和聚合物共轭。即使在环境温度下的稀（微摩尔）水溶液条件下，聚合物的结合也能迅速发生，从而能够合成各种线性和星形嵌段共聚物。此外，我们将聚合后修饰应用于光笼环状抗生素（大蒜素S）与含KAT共聚物侧链的共价连接。
• PHOTODEGRADABLE GROUPS FOR TUNABLE POLYMERIC MATERIALS
  申请人：The Regents of the University of Colorado, a Body Corporate

  公开号：US20140031285A1

  公开（公告）日：2014-01-30

  Here, we present a photodegradable microparticle system that can be employed to entrap and deliver bioactive proteins to cells during culture. By using a photosensitive delivery system, experimenters can achieve a wide variety of spatiotemporally regulated release profiles with a single microparticle formulation, thereby enabling one to probe many questions as to how protein presentation can be manipulated to regulate cell function. Photodegradable microparticles were synthesized via inverse suspension polymerization with a mean diameter of 22 μm, and degradation was demonstrated upon exposure to several irradiation conditions. The protein-loaded depots were incorporated into cell cultures and release of bioactive protein was quantified during the photodegradation process. This phototriggered release allowed for the delivery of TGF-β1 to stimulate PE25 cells and for the delivery of fluorescently labeled Annexin V to assay apoptotic 3T3 fibroblasts during culture. By incorporating these photoresponsive protein delivery depots into cell culture, new types of experiments are now possible to test hypotheses about how individual or multiple soluble factors might affect cell function when presented in a uniform, temporally varying, or gradient manner.

  在这里，我们提出了一种可用于在培养过程中捕获和传递生物活性蛋白质到细胞的光降解微粒系统。通过使用光敏传递系统，实验者可以使用单个微粒配方实现各种时空调节的释放配置文件，从而使人们能够探究许多关于如何操纵蛋白质表达以调节细胞功能的问题。通过反相悬浮聚合法合成了平均直径为22微米的光降解微粒，并在多种辐射条件下进行了降解实验。这些载有蛋白质的储存器被纳入细胞培养中，并在光降解过程中量化了生物活性蛋白质的释放。这种光触发释放允许传递TGF-β1以刺激PE25细胞，并传递荧光标记的Annexin V来检测培养中的凋亡3T3成纤维细胞。通过将这些光响应性蛋白质传递储存器纳入细胞培养中，现在可以进行新类型的实验，以测试有关个体或多个可溶性因子如何以统一、时间变化或梯度方式影响细胞功能的假设。
• COMPOUNDS FOR PROMOTING LIPOSOMAL AND CELLULAR ADHESION AND COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：YOUSAF Muhammad

  公开号：US20160130216A1

  公开（公告）日：2016-05-12

  The present application describes amphiphatic compounds like compound IIa below, compositions and methods for incorporating chemoselective and bio-orthogonal complementary functional groups into liposomes. Such compounds are incorporated in greater numbers in liposome and fused cell surfaces, leading to greater adhesion and conjugation efficiency. The present application also describes various uses of these modified liposomes including for tethering the chemoselective and bioorthogonal complementary functional groups from cell surfaces by liposome delivery toward the goal of rewiring the cell surface.

  本申请描述了类似下面化合物IIa的两性分子化合物，以及将化学选择性和生物正交互补功能基团引入到脂质体中的组合物和方法。这些化合物在脂质体和融合细胞表面中被更多地引入，从而导致更大的粘附和结合效率。本申请还描述了这些改性脂质体的各种用途，包括通过脂质体传递将化学选择性和生物正交互补功能基团从细胞表面系索向目标，以重构细胞表面。
• Compounds for promoting liposomal and cellular adhesion and compositions and methods of use thereof
  申请人：Yousaf Muhammad Naveed

  公开号：US10017460B2

  公开（公告）日：2018-07-10

  The present application describes amphiphatic compounds like compound IIa below, compositions and methods for incorporating chemoselective and bio-orthogonal complementary functional groups into liposomes. Such compounds are incorporated in greater numbers in liposome and fused cell surfaces, leading to greater adhesion and conjugation efficiency. The present application also describes various uses of these modified liposomes including for tethering the chemoselective and bioorthogonal complementary functional groups from cell surfaces by liposome delivery toward the goal of rewiring the cell surface.

  本申请描述了如下化合物 IIa 这样的两亲化合物、将化学选择性和生物正交互补官能团纳入脂质体的组合物和方法。此类化合物在脂质体和融合细胞表面的结合数量更多，从而提高了粘附和连接效率。本申请还描述了这些修饰脂质体的各种用途，包括通过脂质体递送将化学选择性和生物正交互补官能团从细胞表面拴住，以达到重新连接细胞表面的目的。
• Photolabile Dendrimers Using <i>o</i>-Nitrobenzyl Ether Linkages
  作者：Mario Smet、Li-Xin Liao、Wim Dehaen、Dominic V. McGrath

  DOI：10.1021/ol991373b

  日期：2000.2.1

  [GRAPHICS]Benzyl aryl ether dendrimers containing photosensitive, veratryl-based o-nitrobenzyl AB linkages (bold bonds) were prepared to the third generation and shown to undergo site specific degradation when irradiated with ultraviolet light.