1-Pyrenylmethyl bromoacetate | 139097-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-Pyrenylmethyl bromoacetate
• 英文别名: pyrene-1-methyl bromoacetate；Pyren-1-ylmethyl 2-bromoacetate
• CAS: 139097-77-1
• 化学式: C₁₉H₁₃BrO₂
• 分子量: 353.215
• InChiKey: XSQLEJGBECORFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Pyrenylmethyl bromoacetate 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以85%的产率得到pyrene-1-methyl azidoacetate
  参考文献：
  名称：

  Bio-orthogonal Phosphatidylserine Conjugates for Delivery and Imaging Applications

  摘要：

  The syntheses of phosphatidylserine (PS) conjugates are described, including fluorescent derivatives for potential cellular delivery and bioimaging applications. Installation of terminal functional groups (amine, thiol, or alkyne) onto the sn-2 chain provides reactive sites for bio-orthogonal conjugation of cargo with suitably protected PS derivatives. An amine-containing PS forms amide bonds with peptidic cargo, a thiol derivative is designed for conjugation to cargo that contain alpha-halo carbonyls or Michael acceptors, and the terminal alkyne PS analogue permits "click" conjugation with any azide-tagged molecule. This latter conjugation method is quite versatile as it can be performed without PS headgroup protection, in aqueous media, and with acid-labile cargo.

  DOI：

  10.1021/jo8011336
• 作为产物：
  描述：

  1-芘甲醇 、 溴乙酰溴 在 碳酸氢钠 作用下， 以 乙腈 为溶剂， 生成 1-Pyrenylmethyl bromoacetate
  参考文献：
  名称：

  重氮乙酸酯作为活性开环复分解聚合的终止剂：链端官能化聚合物的合成

  摘要：

  我们在此报告了一种简单、有效的策略，该策略使用重氮乙酸盐作为新的终止剂，从活性开环复分解聚合过程中获得多种末端官能化聚合物。这种终止过程通过链端钌卡宾和重氮乙酸酯之间的 C=C 键形成反应发生，导致在超过 95% 的链端快速构建独特的 α,β-不饱和羰基基序5分钟内。可以使用各种容易获得和不同取代的重氮乙酸酯，从而可以在聚合物链端轻松引入一组额外的有用官能团。进一步证明了多种聚合后修饰，包括迈克尔加成、“点击”反应和链延伸。

  DOI：

  10.1021/acs.macromol.2c01402

文献信息

• A new metal sensory system based on intramolecular fluorescence quenching on the ionophoric calix[4]arene ring
  作者：Izuo Aoki、Toru Sakaki、Seiji Shinkai

  DOI：10.1039/c39920000730

  日期：——

  To design a new metal sensory system, calix[4]arene bearing pyrene (as a fluorophore) and nitrobenzene (as a quencher) near the ionophoric cavity is synthesized: in response to the metal-binding event the fluorescence intensity is dramatically enhanced.

  为了设计一种新的金属感官系统，在离离子腔附近合成了杯ix [4]亚芳基bearing（作为荧光团）和硝基苯（作为猝灭剂）：响应于金属结合事件，荧光强度显着增强。
• Fluorescent calix[4]arene which responds to solvent polarity and metal ions
  作者：Izuo Aoki、Hirosuke Kawabata、Kazuaki Nakashima、Seiji Shinkai

  DOI：10.1039/c39910001771

  日期：——

  A calix[4]arene having two pyrene moieties on the lower rim has been synthesized; the ratio of the monomer vs. excimer emission was sensitively affected by solvent polarity and added metal ions.

  合成了下缘有两个芘部分的杯[4]芳烃；单体与准分子发射的比率受到溶剂极性和添加的金属离子的敏感影响。
• SILICA NANOPARTICLE AGENT CONJUGATES
  申请人：Cheng Jianjun

  公开号：US20130274226A1

  公开（公告）日：2013-10-17

  The invention provide a silica nanoparticle comprising a non-porous matrix of silicon-oxygen bonds, wherein the matrix comprises organic agents conjugated to silicon or oxygen atoms in the matrix, the organic agents are conjugated to the matrix through linker L groups, wherein the linker L comprises, for example, an ester, urea, thiourea, or thio ether group, and wherein the diameter of the nanoparticle is about 15 nm to about 200 nm. The invention also provides novel methods of making and using the silica nanoparticles described herein.

  该发明提供了一种二氧化硅纳米颗粒，包括一个无孔的硅氧键基质，其中该基质包含与基质中的硅或氧原子共轭的有机试剂，这些有机试剂通过连接剂L基团与基质共轭，其中连接剂L包括例如酯、脲、硫脲或硫醚基团，纳米颗粒的直径约为15纳米到200纳米。该发明还提供了制备和使用上述二氧化硅纳米颗粒的新方法。
• Silica nanoparticle agent conjugates
  申请人：Cheng Jianjun

  公开号：US09028880B2

  公开（公告）日：2015-05-12

  The invention provide a silica nanoparticle comprising a non-porous matrix of silicon-oxygen bonds, wherein the matrix comprises organic agents conjugated to silicon or oxygen atoms in the matrix, the organic agents are conjugated to the matrix through linker L groups, wherein the linker L comprises, for example, an ester, urea, thiourea, or thio ether group, and wherein the diameter of the nanoparticle is about 15 nm to about 200 nm. The invention also provides novel methods of making and using the silica nanoparticles described herein.

  本发明提供一种二氧化硅纳米颗粒，其包括硅氧键的非多孔基质，其中基质包括与基质中的硅或氧原子共轭的有机试剂，有机试剂通过连接剂L基团与基质共轭，其中连接剂L包括例如酯、脲、硫脲或硫醚基团，纳米颗粒的直径约为15纳米至200纳米。本发明还提供了制备和使用上述二氧化硅纳米颗粒的新方法。
• Molecular design of calix[4]arene-based fluorescent hosts
  作者：Izuo Aoki、Toru Sakaki、Satoru Tsutsui、Seiji Shinkai

  DOI：10.1016/s0040-4039(00)77681-7

  日期：1992.1

  Calix[4]arenes having two fluorescent pyrenes on the lower rim were synthesized. In response to inclusion of guest molecules, the ratio of monomer vs. excimer emission changed sensitively. The results offer a new sensory system designed on the basis of calix[4]arenes.