5'-TTTTTTTTTTTT-3' | 57777-82-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5'-TTTTTTTTTTTT-3'
• 英文别名: thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidylyl-(3'->5')-thymidine；[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-[hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl]oxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
• CAS: 57777-82-9
• 化学式: C₁₂₀H₁₅₇N₂₄O₈₂P₁₁
• 分子量: 3588.39
• InChiKey: JNFFNLBKOZTBJO-MZOAUBCWSA-N

物化性质

• 熔点：
  24.0 °C
• 密度：
  1.84±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -19.2
• 重原子数：
  237
• 可旋转键数：
  68
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  1360
• 氢给体数：
  25
• 氢受体数：
  82

反应信息

• 作为反应物：
  描述：

  5'-TTTTTTTTTTTT-3' 在 nuclease S₁ 作用下， 生成 胸苷酸 、 beta-胸苷
  参考文献：
  名称：

  Synthesis and properties of deoxyoligonucleotides containing putrescinylthymine (nucleosides and nucleotides. LXXVI).

  摘要：

  腐胺胸苷是通过从 2'-脱氧-5-甲酰尿苷衍生物和 N-邻苯二甲酰胺腐胺形成的希夫碱的还原反应制备的，随后进行去保护处理。合成了以下含有腐胺胸苷（TP）的脱氧寡核苷酸；含有两个到四个 TP 殘基的十二聚胸苷酸、自互补的十聚核苷酸（AAGAATTCTT）和十二聚核苷酸（AGATAGCTATCT），其中 T 残基部分被 TP 替代，以及相关的寡聚物。含有 TP 的寡核苷酸对核酸酶 S1 消化具抵抗性，并且是毒液磷酸二酯酶的劣质底物。尽管预计腐胺和磷酸残基之间存在静电结合，含有 TP 的寡聚物双链结构的热稳定性（Tm）并没有增强，而是相当依赖序列。

  DOI：

  10.1248/cpb.35.3558

文献信息

• Synthesis and properties of deoxyoligonucleotides containing putrescinylthymine (nucleosides and nucleotides. LXXVI).
  作者：TADAYUKI TAKEDA、KAZUYOSHI IKEDA、YOSHIHISA MIZUNO、TOHRU UEDA

  DOI：10.1248/cpb.35.3558

  日期：——

  Putrescinylthymidine was prepared by the reduction of the Schiff base formed from a 2'-deoxy-5-formyluridine derivative and N-phthaloylputrescine, followed by deprotection. The following deoxyoligonucleotides containing putrescinylthymine (TP) were synthesized; dodecathymidylic acids containing two to four TP residues, self-complementary decanucleotides (AAGAATTCTT) and dodecanucleotides (AGATAGCTATCT) in which T residues were partly replaced by TP, and related oligomers. Oligonucleotides containing TP were resistant to nuclease S1 digestion and were poor substrates to venom phosphodiesterase. The thermal stability (Tm) of the duplex structure of oligomers containing TP was not enhanced in spite of the expected electrostatic binding between the putrescinyl and phosphoryl residues, and was rather sequence-dependent.

  腐胺胸苷是通过从 2'-脱氧-5-甲酰尿苷衍生物和 N-邻苯二甲酰胺腐胺形成的希夫碱的还原反应制备的，随后进行去保护处理。合成了以下含有腐胺胸苷（TP）的脱氧寡核苷酸；含有两个到四个 TP 殘基的十二聚胸苷酸、自互补的十聚核苷酸（AAGAATTCTT）和十二聚核苷酸（AGATAGCTATCT），其中 T 残基部分被 TP 替代，以及相关的寡聚物。含有 TP 的寡核苷酸对核酸酶 S1 消化具抵抗性，并且是毒液磷酸二酯酶的劣质底物。尽管预计腐胺和磷酸残基之间存在静电结合，含有 TP 的寡聚物双链结构的热稳定性（Tm）并没有增强，而是相当依赖序列。