3-(thymine-1-yl)propylamine | 46187-50-2

• 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: 3-(thymine-1-yl)propylamine
• 英文别名: 1-(3-Aminopropyl)thymine；1-(3-aminopropyl)-5-methylpyrimidine-2,4-dione
• CAS: 46187-50-2
• 化学式: C₈H₁₃N₃O₂
• 分子量: 183.21
• InChiKey: JGTDISSMXSNIBO-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(thymine-1-yl)propylamine 、 丹酰氯 生成 5-dimethylamino-naphthalene-1-sulfonic acid 3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propylamide
  参考文献：
  名称：

  SUMMERS W. A.; LEE J. Y.; BURR J. G., J. ORG. CHEM. , 1975, 40, NO 11, 1559-1561

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2-cyanoethyl)thymine 在 palladium on activated charcoal ammonium formate 作用下， 以 正丁醇 为溶剂， 反应 120.0h， 以27%的产率得到3-(thymine-1-yl)propylamine
  参考文献：
  名称：

  Boncel; Walczak, Polish Journal of Chemistry, 2007, vol. 81, # 12, p. 2151 - 2156

  摘要：

  DOI：

文献信息

• [EN] FORCE-RESPONSIVE POLYMERSOMES AND NANOREACTORS; PROCESSES UTILIZING THE SAME<br/>[FR] POLYMERSOMES ET NANORÉACTEURS SENSIBLES À LA FORCE; PROCÉDÉS LES UTILISANT
  申请人：ADOLPHE MERKLE INSTITUTE UNIV OF FRIBOURG

  公开号：WO2019034597A1

  公开（公告）日：2019-02-21

  The mechanically induced melting properties of DNA were employed to achieve force labile membranes is described. Nucleobase pairs were used as mechanophores. Adenine and thymine functionalized complementary amphiphilic block copolymers were self-assembled into polymersomes. The nucleobases formed hydrogen bonds which were disrupted upon force stimulation. The exposure of the disconnected nucleobases to the hydrophobic matrix of the membranes lead to a change of permeability which permitted the exchange of water-soluble molecules throughout the polymer matrix. Moreover, the encapsulation of horseradish peroxidase enabled the reaction of luminol with hydrogen peroxide to yield a luminescence producing species similar to the marine bioluminescence. Moreover, the same nano-reactors were employed to catalyze the formation of a polyacrylamide gel when force was applied. Insights into the change of permeability of supramolecular networks upon force are provided. These systems are useful for drug delivery, as nanoreactors and for the selective release of curing agents for 3D printing, or fragrances.

  DNA的机械诱导熔化特性被用来实现易受力破裂的膜。核碱基对被用作机械感受器。腺嘌呤和胸腺嘧啶功能化的互补两性分块共聚物自组装成聚合体囊。核碱基形成氢键，在受力刺激下被破坏。断开的核碱基暴露在膜的疏水基质中，导致渗透性的改变，从而允许水溶性分子在聚合物基质中交换。此外，封装辣根过氧化物酶使得辣根酰胺与过氧化氢反应产生类似海洋生物发光的发光物种。此外，当施加力时，相同的纳米反应器被用来催化聚丙烯酰胺凝胶的形成。提供了关于受力下超分子网络渗透性变化的见解。这些系统可用于药物传递、纳米反应器以及用于3D打印的固化剂或香料的选择性释放。
• Photochemical ring opening of thymidine and thymine in the presence of primary amines
  作者：Isao Saito、Hiroshi Sugiyama、Nobuyuki Furukawa、Teruo Matsuura

  DOI：10.1016/s0040-4039(01)81880-3

  日期：1981.1

  Irradiation of thymidine or thymine in the presence of tert- butylamine at 0 °C provided ping-opened photoadduct 3 which on heating at 70 °C gave 1-tert-butylthymine (2) quantitatively. Synthetic application of this photoexchange reaction with amines has been described.

  在叔丁胺的存在下于0°C照射胸腺嘧啶或胸腺嘧啶可提供开孔的光加合物3，在70°C加热后可定量得到1-叔丁基胸腺嘧啶（2）。已经描述了这种光交换反应与胺的合成应用。
• Shear Stress‐Responsive Polymersome Nanoreactors Inspired by the Marine Bioluminescence of Dinoflagellates
  作者：Omar Rifaie‐Graham、Nikolas F. B. Galensowske、Charlie Dean、Jonas Pollard、Sandor Balog、Micael G. Gouveia、Mohamed Chami、Antoine Vian、Esther Amstad、Marco Lattuada、Nico Bruns

  DOI：10.1002/anie.202010099

  日期：2021.1.11

  flow or during turbulent mixing of polymersome dispersions. Nucleobase pairs in the hydrophobic leaflet separate when mechanical force is applied, exposing their hydrogen bonding motifs and therefore making the membrane less hydrophobic and more permeable for water soluble compounds. This polarity switch is used to release payload of the polymersomes on demand, and to activate biocatalytic reactions

  一些被称为甲藻的海洋浮游生物会响应周围水的运动而发光，从而产生一种称为乳白色或海洋闪光的现象。基本概念，即剪切应力诱导的生物催化反应室的透化，被转移到基于聚合物的纳米反应器中。在疏水性嵌段中携带核碱基的两亲性嵌段共聚物自组装成聚合物囊泡。通过在聚合物囊泡分散体的流动或湍流混合过程中发生的剪切力，囊泡的膜可以在不可渗透和半渗透状态之间瞬时切换。当施加机械力时，疏水性小叶中的核碱基对分离，暴露出它们的氢键基序，从而使膜的疏水性降低，并且对水溶性化合物更具渗透性。该极性开关用于根据需要释放聚合物囊泡的有效负载，并激活聚合物囊泡内部的生物催化反应。