1-undecyl-10-enylthymine | 476691-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-undecyl-10-enylthymine
• 英文别名: N1-undec-10-en-1-ylthymine；5-methyl-1-undec-10-enyl-1H-pyrimidine-2,4-dione；5-Methyl-1-undec-10-enylpyrimidine-2,4-dione；5-methyl-1-undec-10-enylpyrimidine-2,4-dione
• CAS: 476691-68-6
• 化学式: C₁₆H₂₆N₂O₂
• 分子量: 278.395
• InChiKey: XYXYHPCMUVOALT-UHFFFAOYSA-N

物化性质

• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-undecyl-10-enylthymine 在 dihydrogen hexachloroplatinate 、 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 22.0h， 生成 3,5-Dimethyl-1-(11-trimethoxysilylundecyl)pyrimidine-2,4-dione
  参考文献：
  名称：

  Organization of Microcrystals on Glass by Adenine−Thymine Hydrogen Bonding

  摘要：

  Shaking of adenine-tethering glass plates in an aqueous suspension of micrometer-sized, thymine-tethering zeolite crystals such as ZSM-5 (0.6 mum x 1.7 mum x 2.5 mum) or zeolite-A (1.7 mum x 1.7 mum x 1.7 mum) for 3 h at room temperature leads to facile assembly of monolayers of the zeolite microcrystals on the glass plates through the hydrogen-bonding interaction between the tethered adenine and thymine. Control experiments show that the presence of adenine and thymine on the respective solid surface is essential for the monolayer assembly. This establishes that even the micrometer-sized building blocks can be organized by a large number of well-defined weak hydrogen bonding. Increase in the assembly temperature to annealing temperatures leads to a marked increase in the rate of monolayer assembly and in the size of the domain in which zeolite crystals are closely packed in the same three-dimensional orientation.

  DOI：

  10.1021/ja0270569
• 作为产物：
  描述：

  胸腺嘧啶 以 N,N-二甲基甲酰胺 为溶剂， 反应 264.0h， 生成 1-undecyl-10-enylthymine
  参考文献：
  名称：

  通过活链的直接末端封端，具有氢键部分的远螯聚降冰片烯

  摘要：

  我们介绍了两种带有氢键基团的新型对称烯烃，它们使用第一代和第三代Grubbs催化剂直接封端活泼开环易位聚合链。对称烯烃是在微波辐射的帮助下，通过相应α-烯烃的同位复分解生成的，用于制备聚降冰片烯链（M n = 4,000–10,000 g / mol，M w / M n= 1.1–1.4）带有巴比妥酸盐和胸腺嘧啶部分。通过MALDI-TOF MS对生成的聚合物进行了定性和定量分析，证明了将氢键部分引入聚合物链，并揭示了解吸对不同聚合物种类化学结构的强烈依赖性以及对聚合物的高效率。最终群体介绍（90–99％）。该方法的效率在很大程度上取决于反应时间和终止剂相对于活性末端的当量。通过使活性链与过量的终止剂（5-20​​当量）反应100小时，可以达到引入末端基团的最佳结果。©2010 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2010年

  DOI：

  10.1002/pola.24362

文献信息

• Nanostructuring organo-silicas: combination of intermolecular interactions and molecular recognition properties to generate self-assembled hybrids with phenylene or adenine⋯thymine bridging units
  作者：Joël J. E. Moreau、Benoît P. Pichon、Guilhem Arrachart、Michel Wong Chi Man、Catherine Bied

  DOI：10.1039/b419376h

  日期：——

  Owing to hydrophobic interactions, silyl linkers containing long alkylene chains allowed the synthesis of self-organised hybrids. Lamellar organo-silicas with phenylene or a hydrogen-bonded adenine⋯thymine complex as the bridging units are reported.

  由于疏水相互作用， 甲硅烷基含有长亚烷基链的接头允许合成自组织杂化物。层状有机硅与亚苯基 或氢键连接的腺嘌呤/胸腺嘧啶络合物作为桥接单元。
• Biological self-assembly of injectable hydrogel as cell scaffold via specific nucleobase pairing
  作者：Huaping Tan、Chao Xiao、Jinchen Sun、Dangsheng Xiong、Xiaohong Hu

  DOI：10.1039/c2cc35449g

  日期：——

  A biological hydrogel was self-assembled via Watson–Crick base pairing of thymine and adenine from functionalized star poly(ethylene glycol). Our work should provide a novel methodology to generate robust injectable scaffolds with tailorable properties for biomedical applications.

  一种生物水凝胶通过功能化星形聚乙烯 glycol 中的胸腺嘧啶和腺嘌呤的沃森-克里克碱配对自组装而成。我们的工作应提供一种新颖的方法来生成具有可调性质的坚固可注射支架，以用于生物医学应用。
• Organosilicas based on purine–pyrimidinebase pair assemblies: a solid state NMR point of view
  作者：Guilhem Arrachart、Carole Carcel、Joël J. E. Moreau、Geoffrey Hartmeyer、Bruno Alonso、Dominique Massiot、Gaëlle Creff、Jean-Louis Bantignies、Philippe Dieudonne、Michel Wong Chi Man、Gerhard Althoff、Florence Babonneau、Christian Bonhomme

  DOI：10.1039/b714785f

  日期：——

  Organosilicas based on adenine (A) and thymine (T) assemblies have been synthesized. A surfactant-free route, based on specific molecular recognition between A and T entities, has been developed. The characterization of the H-bond networks, in both homo- and hetero-assemblies, has been emphasized by using 1H solid state NMR (nuclear magnetic resonance). The latest experimental developments were implemented (i.e. very fast MAS (magic angle spinning) experiments at 750 MHz and 33 kHz), in order to enhance drastically the spectral resolution. Moreover, 1H experiments at 67 kHz in 1.3 mm rotors were performed. Spatial connectivities between protons were established by using 1H–1H DQ (double quantum) MAS experiments, allowing the precise characterization of A/A, T/T and A/T associations.

  基于腺嘌呤（A）和胸腺嘧啶（T）组装的有机硅材料已经合成。开发了一种无表面活性剂的路线，基于A和T之间的特定分子识别。通过使用1H固态核磁共振（NMR）强调了同聚和异聚组装中的氢键网络特征。应用了最新的实验技术（即在750 MHz和33 kHz下进行的非常快速的魔角旋转（MAS）实验），以显著提高谱图分辨率。此外，还在1.3 mm转子上进行了67 kHz的1H实验。通过使用1H–1H双量子MAS实验建立了质子之间的空间连接，从而精确表征了A/A、T/T和A/T的结合。
• Stepwise interfacial self-assembly of nanoparticles via specific DNA pairing
  作者：Bo Wang、Miao Wang、Hao Zhang、Nelli S. Sobal、Weijun Tong、Changyou Gao、Yanguang Wang、Michael Giersig、Dayang Wang、Helmuth Möhwald

  DOI：10.1039/b705094a

  日期：——

  In the present work, we succeeded in alternatively depositing inorganic nanoparticles and functionalized DNA bases onto the water/oil interface from the water and oil bulk phases. The ligands used were functional thymines and adenines. Their thiol and phosphate groups were used to cap inorganic nanoparticles and their thymine and adenine groups to alter the surface functionality of the nanoparticles, thus enabling a layer-by-layer growth fashion of nanoparticles at the interface. The multiple particle ligation rendered the resulting nanoparticle films rather mechanically robust. As results, the freestanding asymmetric bilayer and trilayer films, composed of negatively-charged Au, positively-charged CdTe, and/or organic Ag nanoparticles were constructed; their areas were as large as over several centimetres, depending on the sizes of the containers used. Our work should bring up a novel methodology to generate asymmetric multilayer films of nanoparticles with a defined control of electron or charge across the films.

  在目前的工作中，我们成功地将无机纳米颗粒和功能化 DNA 碱基从水和油体相交替沉积到水/油界面上。使用的配体是功能性胸腺嘧啶和腺嘌呤。它们的硫醇和磷酸基团被用来覆盖无机纳米颗粒，而它们的胸腺嘧啶和腺嘌呤基团被用来改变纳米颗粒的表面功能，从而使纳米颗粒在界面处实现逐层生长。多颗粒连接使得所得纳米颗粒膜具有相当机械鲁棒性。结果，构建了由带负电的Au、带正电的CdTe和/或有机Ag纳米粒子组成的独立的不对称双层和三层薄膜；它们的面积可达几厘米以上，具体取决于所使用的容器的尺寸。我们的工作应该提出一种新的方法来生成纳米粒子的不对称多层薄膜，并对薄膜上的电子或电荷进行明确的控制。
• Telechelic polynorbornenes with hydrogen bonding moieties by direct end capping of living chains
  作者：Steffen Kurzhals、Wolfgang H. Binder

  DOI：10.1002/pola.24362

  日期：2010.12.1

  barbiturate and thymine‐moieties. A qualitative and quantitative analysis of the generated polymers is done via MALDI‐TOF MS proving the introduction of hydrogen‐bonding moieties into the polymer chain and revealing the strong dependence of the desorption on the chemical structure of the different polymer species and high efficiencies for the end group introduction (90–99%). The efficiency of this process depends

  我们介绍了两种带有氢键基团的新型对称烯烃，它们使用第一代和第三代Grubbs催化剂直接封端活泼开环易位聚合链。对称烯烃是在微波辐射的帮助下，通过相应α-烯烃的同位复分解生成的，用于制备聚降冰片烯链（M n = 4,000–10,000 g / mol，M w / M n= 1.1–1.4）带有巴比妥酸盐和胸腺嘧啶部分。通过MALDI-TOF MS对生成的聚合物进行了定性和定量分析，证明了将氢键部分引入聚合物链，并揭示了解吸对不同聚合物种类化学结构的强烈依赖性以及对聚合物的高效率。最终群体介绍（90–99％）。该方法的效率在很大程度上取决于反应时间和终止剂相对于活性末端的当量。通过使活性链与过量的终止剂（5-20​​当量）反应100小时，可以达到引入末端基团的最佳结果。©2010 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2010年