3-(thymine-1-yl)propionic acid | 6214-59-1

• 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)propionic acid
• 英文别名: 1-(2-carbethoxyethyl)thymine；3-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)propionic acid；1-(2-carboxyethyl)thymine；1-thyminyl-propionic acid；3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid；3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid；3-(5-Methylpyrimidine-2,4(3H)-dione-1-yl)-propionic acid；3-(1-thyminyl)-propanoic acid；3-(thymin-1-yl)propanoic acid；3-(5-methyl-2,4-dioxopyrimidin-1-yl)propanoic acid
• CAS: 6214-59-1
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: HBKRWYGZVMKRGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(thymine-1-yl)propionic acid 在 吡啶 、 氯化亚砜 作用下， 反应 13.0h， 生成 octadecanoyl ester of 1-(2-carboxyethyl)thymine
  参考文献：
  名称：

  Synthesis of Novel Nucleolipid Amphiphiles

  摘要：

  Three derivatives of uridine, thymidine and adenosine; with one or two stearoyl chains, and three kinds of lipids with one or two nucleic acid bases were synthesized, which can form a stable monolayer at the air-water interface.

  DOI：

  10.1080/00397919708003342
• 作为产物：
  描述：

  胸腺嘧啶 在 水 、 sodium hydroxide 作用下， 反应 3.0h， 生成 3-(thymine-1-yl)propionic acid
  参考文献：
  名称：

  The interplay between hydrogen bonding and π-π stacking interactions in the crystal packing of N1-thyminyl derivatives, and implications for the photo-chemical [2π + 2π]-cycloaddition of thyminyl compounds

  摘要：

  固态光化学二聚反应发生在两个胸苷单元以特定方式排列，使得它们的不饱和键之间的距离小于4.2 Å时。当用波长大于270 nm的紫外线照射时，胸苷的不饱和基团会经历[2π + 2π]环加成反应，形成二聚的环丁烷衍生物。然而，设计和执行[2π + 2π]环加成反应可能具有挑战性，因为需要制备具有必要不饱和键排列的分子晶体。在本研究中，研究了六种N1-胸苷衍生物的晶体学和固态光化学反应。仅发现胸苷丙酰胺（7）在晶体状态下经历[2π + 2π]环加成反应。因此，采用了量子化学方法研究了这些衍生物的光化学过渡态，以及在它们的晶体结构中观察到的典型分子间相互作用的强度（例如胸苷环之间的π–π堆积、沃森-克里克式氢键以及N1取代基功能团之间的氢键）。这些结果被用来合理化更复杂的二胸苷单体的固态光化学反应活性。

  DOI：

  10.1039/c2pp25228g

文献信息

• Peptide nucleic acids having 2,6-diaminopurine nucleobases
  申请人：——

  公开号：US06414112B1

  公开（公告）日：2002-07-02

  A novel class of compounds, known as peptide nucleic acids, bind complementary DNA and RNA strands more strongly than a corresponding DNA strand, and exhibit increased sequence specificity and binding affinity. The peptide nucleic acids of the invention comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases attached to a polyamide backbone. Some PNAs of the invention also contain C1-C8 alkylamine side chains.

  一种新型化合物类别，被称为肽核酸，比相应的DNA链和RNA链结合更牢固，并表现出增强的序列特异性和结合亲和力。该发明的肽核酸包括从天然存在的核碱基和连接到聚酰胺骨架的非天然核碱基中选择的配体。该发明的一些肽核酸还包含C1-C8烷基胺侧链。
• Peptide nucleic acids
  申请人：——

  公开号：US05539082A1

  公开（公告）日：1996-07-23

  A novel class of compounds, known as peptide nucleic acids, bind complementary ssDNA and RNA strands more strongly than a corresponding DNA. The peptide nucleic acids generally comprise ligands such as naturally occurring DNA bases attached to a peptide backbone through a suitable linker.

  一种新型化合物，被称为肽核酸，比相应的DNA更强烈地结合互补的单链DNA和RNA链。肽核酸通常包括配体，例如天然存在的DNA碱基，通过适当的连接剂连接到肽骨架上。
• Peptide nucleic acids having enhanced binding affinity, sequence
  申请人：——

  公开号：US05714331A1

  公开（公告）日：1998-02-03

  A novel class of compounds, known as peptide nucleic acids, bind complementary DNA and RNA strands more strongly than a corresponding DNA strand, and exhibit increased sequence specificity and solubility. The peptide nucleic acids comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases attached to a polyamide backbone, and contain C.sub.1 -C.sub.8 alkylamine side chains. Methods of enhancing the solubility, binding affinity and sequence specificity of PNAs are provided.

  一种新型化合物，被称为肽核酸，比相应的DNA链和RNA链结合更牢固，并表现出增强的序列特异性和溶解性。肽核酸包括从天然存在的核碱基和连接到聚酰胺骨架的非天然存在的核碱基中选择的配体，并含有C.sub.1 -C.sub.8烷基胺侧链。提供了增强PNAs溶解性、结合亲和力和序列特异性的方法。
• Double-stranded peptide nucleic acids
  申请人：——

  公开号：US06228982B1

  公开（公告）日：2001-05-08

  A novel class of compounds, known as peptide nucleic acids, form double-stranded structures with one another and with ssDNA. The peptide nucleic acids generally comprise ligands such as naturally occurring DNA bases attached to a peptide backbone through a suitable linker.

  一种新型化合物，被称为肽核酸，彼此之间和与单链DNA形成双链结构。肽核酸通常包括配体，例如天然存在的DNA碱基，通过适当的连接剂连接到肽骨架上。
• Peptide nucleic acids having enhanced binding affinity, sequence specificity and solubility
  申请人：——

  公开号：US06710164B1

  公开（公告）日：2004-03-23

  A novel class of compounds known as peptide nucleic acids, bind complementary DNA and RNA strands, and generally do so more strongly than the corresponding DNA or RNA strands while exhibiting increased sequence specificity and solubility. The peptide nucleic acids comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases, including 2,6-diaminopurine, attached to a polyamide backbone, and contain alkyl amine side chains.

  一种被称为肽核酸的新型化合物类别，能够结合互补的DNA和RNA链，通常比相应的DNA或RNA链结合更牢固，同时表现出增强的序列特异性和溶解性。肽核酸包括从天然存在的核碱基和非天然存在的核碱基（包括2,6-二氨基嘌呤）中选择的配体，这些配体连接在聚酰胺骨架上，并含有烷基胺侧链。