(2S,3S)-(2-N-(p-phenylazo)benzamido)-1,3-dihydroxybutane | 1005001-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (2S,3S)-(2-N-(p-phenylazo)benzamido)-1,3-dihydroxybutane
• 英文别名: N-[(2S,3S)-1,3-dihydroxybutan-2-yl]-4-phenyldiazenylbenzamide
• CAS: 1005001-53-5
• 化学式: C₁₇H₁₉N₃O₃
• 分子量: 313.356
• InChiKey: AHNWDASBDZANMX-LRDDRELGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  94.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3S)-(2-N-(p-phenylazo)benzamido)-1,3-dihydroxybutane 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Single-molecule photon-fueled DNA nanoscissors for DNA cleavage based on the regulation of substrate binding affinity by azobenzene

  摘要：

  设计并制造了一对基于底物结合亲和力调节的单分子光响应DNA纳米剪刀，用于DNA切割。与其他DNA纳米机器相比，我们的DNA纳米剪刀具有干净的切换机制以及稳健且高度可逆的操作的优点。

  DOI：

  10.1039/c3cc44188a
• 作为产物：
  描述：

  对氨基苯甲酸 在 1-羟基苯并三唑 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (2S,3S)-(2-N-(p-phenylazo)benzamido)-1,3-dihydroxybutane
  参考文献：
  名称：

  Structural stability of the photo-responsive DNA duplexes containing one azobenzene via a confined pore

  摘要：

  在此，基于α-溶血素纳米孔从混合物中分别检测了单个偶氮苯修饰的DNA双链的结构稳定性，包括trans形式和cis形式，根据它们可区分的解链动力学。

  DOI：

  10.1039/c7cc04599a

文献信息

• Structural stability of the photo-responsive DNA duplexes containing one azobenzene via a confined pore
  作者：Fu-Na Meng、Zi-Yuan Li、Yi-Lun Ying、Shao-Chuang Liu、Junji Zhang、Yi-Tao Long

  DOI：10.1039/c7cc04599a

  日期：——

  Herein, the structural stability of single azobenzene modified DNA duplexes, including the trans form and cis form, has been examined separately based on their distinguishable unzipping kinetics from the mixture by an α-hemolysin nanopore.

  在此，基于α-溶血素纳米孔从混合物中分别检测了单个偶氮苯修饰的DNA双链的结构稳定性，包括trans形式和cis形式，根据它们可区分的解链动力学。
• Synthesis of nucleoside analogues in a ball mill: fast, chemoselective and high yielding acylation without undesirable solvents
  作者：Francesco Ravalico、Stuart L. James、Joseph S. Vyle

  DOI：10.1039/c1gc15131b

  日期：——

  avoiding undesirable solvents which are typically employed for such reactions (e.g.DMF). Under optimised conditions, the synthesis of amides in the presence of both primary and secondary alcohol functions was achieved in high to excellent yields (65–94%). Overall, the methods described have significant practical advantages over conventional approaches based upon bulk solvents including greater yields

  化学选择性 酰化 的 脂肪族伯胺 不到十分钟就完成了 芳香胺 120分钟内）使用振动球-铣削，避免出现不良情况 溶剂通常用于此类反应的化合物（例如DMF）。在优化条件下，合成酰胺类在伯醇和仲醇同时存在下，可以实现高至优异的收率（65-94％）。总体而言，所描述的方法相对于基于体量的常规方法具有明显的实际优势。溶剂 包括更高的产量，更高的化学选择性和更容易的产品分离。
• Single-molecule photon-fueled DNA nanoscissors for DNA cleavage based on the regulation of substrate binding affinity by azobenzene
  作者：Yuan Zou、Jie Chen、Zhi Zhu、Lianyu Lu、Yishun Huang、Yanling Song、Huimin Zhang、Huaizhi Kang、Chaoyong James Yang

  DOI：10.1039/c3cc44188a

  日期：——

  A pair of single-molecule photo-responsive DNA nanoscissors for DNA cleavage based on the regulation of substrate binding affinity was designed and fabricated. Compared with other DNA nanomachines, our DNA nanoscissors have the advantages of a clean switching mechanism, as well as robust and highly reversible operation.

  设计并制造了一对基于底物结合亲和力调节的单分子光响应DNA纳米剪刀，用于DNA切割。与其他DNA纳米机器相比，我们的DNA纳米剪刀具有干净的切换机制以及稳健且高度可逆的操作的优点。
• Macroscopic Volume Change of Dynamic Hydrogels Induced by Reversible DNA Hybridization
  作者：Lu Peng、Mingxu You、Quan Yuan、Cuichen Wu、Da Han、Yan Chen、Zhihua Zhong、Jiangeng Xue、Weihong Tan

  DOI：10.1021/ja305109n

  日期：2012.7.25

  Molecular recognition is fundamental to the specific interactions between molecules, of which the best known examples are antibody antigen binding and cDNA hybridization. Reversible manipulation of the molecular recognition events is still a very challenging topic, and such studies are often performed at the molecular level. An important consideration is the collection of changes at the molecular level to provide macroscopic observables. This research makes use of photoresponsive molecular recognition for the fabrication of novel photoregulated dynamic materials. Specifically, a dynamic hydrogel was prepared by grafting azobenzene-tethered ssDNA and its cDNA to the hydrogel network. The macroscopic volume Of the hydrogel can be manipulated through the photoreversible DNA hybridization controlled by alternate irradiation of UV and visible light. The effects of synthetic parameters including the concentration of DNA, polymer monomer, and permanent cross-linker are also discussed.
• A Time-Resolved Single-Molecular Train Based on Aerolysin Nanopore
  作者：Yi-Lun Ying、Zi-Yuan Li、Zheng-Li Hu、Junji Zhang、Fu-Na Meng、Chan Cao、Yi-Tao Long、He Tian

  DOI：10.1016/j.chempr.2018.05.004

  日期：2018.8

  An aerolysin nanopore interface was introduced as a molecular machine to electrically read out the real-time photo-controlled motion of an azobenzene-geared DNA train with high spatial and temporal resolution. Under alternating UV and visible irradiation, each DNA train performed two regulated speeds of 1.9 and 6.3 bases/s corresponding to trans and cis states, respectively, with readily identified current signals. Each train type fell into the ultra-narrow current population with a full-width half maximum of 0.2-0.4 pA. The combination of a model molecular machine system and powerful aerolysin interface enabled the motions of every artificial molecular machine to be followed in real time.