c-sT<>T | 4472-37-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: c-sT<>T
• 英文别名: (1R,6S,7S,8R,9R,14R,16R,17S,22R,23S)-19,23-dihydroxy-16-(hydroxymethyl)-6,9-dimethyl-19-oxo-15,18,20,25-tetraoxa-2,4,11,13-tetraza-19lambda5-phosphahexacyclo[20.2.1.114,17.02,7.06,9.08,13]hexacosane-3,5,10,12-tetrone；(1R,6S,7S,8R,9R,14R,16R,17S,22R,23S)-19,23-dihydroxy-16-(hydroxymethyl)-6,9-dimethyl-19-oxo-15,18,20,25-tetraoxa-2,4,11,13-tetraza-19λ5-phosphahexacyclo[20.2.1.114,17.02,7.06,9.08,13]hexacosane-3,5,10,12-tetrone
• CAS: 4472-37-1
• 化学式: C₂₀H₂₇N₄O₁₂P
• 分子量: 546.428
• InChiKey: NJSVHWLZVMMJLN-MQBJNLFFSA-N

物化性质

• 密度：
  1.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  37
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  214
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  c-sT<>T 以 重水 为溶剂， 反应 1.0h， 生成 胸苷酰(3'->5')胸苷铵盐
  参考文献：
  名称：

  含有m-和p-二甲苯基间隔物的二聚锌(II)-Cyclen配合物有效抑制胸腺嘧啶(3'-5')胸苷的光[2+2]环加成和促进顺式-syn-环丁烷胸腺嘧啶二聚体的光分裂

  摘要：

  Cyclen（cyclen = 1,4,7,10-四氮杂环十二烷）的单体和二聚锌（II）复合物在中性抑制胸苷基（3'-5'）胸苷（d（TpT））的光[2 ​​+ 2]环加成一种新机制的水溶液中的 pH 值。d(TpT)（在 pH 7.6 的 Tris 缓冲液中，I = 0.10 (NaNO3)）在 3-5 °C 下通过高压汞灯的初始速率和产物产率的比较表明二聚锌（ II) 复合物 p- 和 m-xylyl-bis(Zn2+-cyclen)（Zn2L2 和 Zn2L3）是有效的抑制剂（与对照反应相比，在 [d(TpT)] = [bis(Zn2+-循环）] = 0.2 mM 照射 20 分钟后）。这种抑制是由于两个去质子化胸苷 (dT-) 部分与两个 Zn2+-cyclen 部分（表观络合常数，

  DOI：

  10.1021/ja981788c
• 作为产物：
  描述：

  胸苷酰(3'->5')胸苷铵盐 以 丙酮 为溶剂， 生成 c-sT<>T
  参考文献：
  名称：

  Substrate and Temperature Dependence of DNA Photolyase Repair Activity Examined with Ultrafast Spectroscopy

  摘要：

  The kinetics and energetics of the electron transfer reactions occurring in the enzyme substrate complex of DNA photolyase have been studied by transient absorption spectroscopy with picosecond time resolution in the temperature range 275-90 K. The results can be summarized as follows: (i) The lifetime of (1)(FADH(-))* depends not only on the presence of the substrate but also on its nature, e.g. the electron transfer from (1)(FADH(-))* to thymine dimers T >$($) over bar T and to thymine-uracil dimers T >$($) over bar U is slower by a factor of 2 to 3 compared to that of U >$($) over bar U and U >$($) over bar T. This feature is attributed to the enlarged electronic coupling between (1)(FADH(-))* and the respective dimers in the absence of the methyl group in the C5 position of the 5'-uracil. (ii) The temperature dependence of the quantum yield was studied, and from this the activation energy for the overall repair process has been estimated to be E-A=0.45 +/- 0.1 eV.

  DOI：

  10.1021/ja9721024

文献信息

• Facile synthesis of a cis–syn thymine dimer building block and its incorporation into oligodeoxynucleotides
  作者：Javier Ulises Ortiz Mayo、Martial Thomas、Carole Saintomé、Pascale Clivio

  DOI：10.1016/s0040-4020(03)01132-3

  日期：2003.9

  The synthesis of a building block containing the photobiologically relevant cis–syn thymine cyclobutane photoproduct and its incorporation into oligonucleotides by the phosphoramidite-based solid-phase synthesis is reported. Compared to previous syntheses, this route is extremely short and allows such modified oligonucleotides to be easily available for biological studies.

  据报道，合成了含有光生物学相关顺式-顺式胸腺嘧啶环丁烷光产物的构件，并通过基于亚磷酰胺的固相合成将其掺入寡核苷酸中。与先前的合成方法相比，该途径非常短，并且使得此类修饰的寡核苷酸易于用于生物学研究。
• Conformational Control of Thymine Photodimerization in Single-Strand and Duplex DNA Containing Locked Nucleic Acid TT Steps
  作者：Mahesh Hariharan、Martin McCullagh、George C. Schatz、Frederick D. Lewis

  DOI：10.1021/ja106203q

  日期：2010.9.22

  The results of an integrated experimental and theoretical study of thymine-thymine photodimerization in short single-strand and duplex DNA structures possessing a single locked nucleic acid TT step are reported. Control of ground-state conformation by the locked nucleic acids results in a marked increase in both the quantum yield and the selectivity of photoproduct formation.