5'-S-acetyl-5'-deoxy-5'-thiothymidine | 144944-94-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: 5'-S-acetyl-5'-deoxy-5'-thiothymidine
• 英文别名: 5'-S-acetyl-5'-thiothymidine；S-[[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl] ethanethioate；S-[[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl] ethanethioate
• CAS: 144944-94-5
• 化学式: C₁₂H₁₆N₂O₅S
• 分子量: 300.335
• InChiKey: OCRFQXKQJGQARP-IVZWLZJFSA-N

物化性质

• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-S-acetyl-5'-deoxy-5'-thiothymidine 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5'-thio-thymidine
  参考文献：
  名称：

  基于合成5'- S-（4,4'-二甲氧基三苯甲基）-2'-脱氧-5'-硫代核苷亚磷酰胺的新策略的可裂解的寡脱氧核苷酸的高效固相合成

  摘要：

  通过使用四个5'- S-（4,4'-二甲氧基三苯甲基）-2'-脱氧-5'-硫代核苷3'-（2-氰基乙基二异丙基亚磷酰胺基）5可以实现将特定切割位点掺入寡脱氧核苷酸中和15a – c（图1）。基于银离子对PS和CS键的裂解，我们通过固相亚磷酰胺合成了具有非手性5'-硫代磷酸酯键3'–O–P–S–5'的寡脱氧核苷酸。这些修饰的寡脱氧核苷酸的有效裂解可通过HPLC，PAGE和表面等离振子共振（SPR）光谱进行检测。释放的5'-硫醇部分可直接用于带有适当功能化的报告基团的反应后标记。

  DOI：

  10.1002/hlca.200490252
• 作为产物：
  描述：

  硫代乙酸 、 beta-胸苷 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以42%的产率得到5'-S-acetyl-5'-deoxy-5'-thiothymidine
  参考文献：
  名称：

  一种通用的方法，用于合成含有中性5'-硫代甲缩醛核苷间键的二核苷酸类似物

  摘要：

  通过硫酰氯活化核苷供体5，然后添加5'-硫代核苷受体3，得到5'-硫代甲醛缩醛二核苷酸类似物6，其用环己烯原位捕获释放的甲磺酰氯。嘌呤以及嘧啶衍生物可以作为核苷供体或受体参与偶联反应。二甲氧基三苯甲基保护基与本偶联方法相容，从而允许差动的3'，5'-末端保护以及随之而来的正交碱基保护。

  DOI：

  10.1016/00404-0399(50)1393-v

文献信息

• Microwave Assisted Synthesis of<i>S</i>-Trityl and<i>S</i>-Acylmercaptoalkanols, Nucleosides and Their Deprotection
  作者：P. Kumar、K. C. Gupta

  DOI：10.1246/cl.1996.635

  日期：1996.8

  Simple and high yielding methods for the synthesis and deprotection of S-trityl and S-acylhexanols and appropriately protected 2′-deoxynucleosides in solvent and dry media conditions are described which occur under mild conditions using microwave irradiation.

  介绍了在溶剂和干燥介质条件下合成和脱保护 S-三苯甲基和 S-酰基己醇以及适当保护的 2′-脱氧核苷的简单而高产的方法，这些方法是在温和的条件下使用微波辐照进行的。
• NANOPORE BASED SEQUENCER
  申请人：ARIZONA BOARD OF REGENTS on behalf of ARIZONA STATE UNIVERSITY

  公开号：US20170204066A1

  公开（公告）日：2017-07-20

  The present invention is directed to systems, devices and methods for identifying biopolymers, such as strands of DNA, as they pass through a constriction such as a carbon nanotube nanopore. More particularly, the invention is directed to such systems, devices and methods in which a newly translocated portion of the biopolymer forms a temporary electrical circuit between the nanotube nanopore and a second electrode, which may also be a nanotube. Further, the invention is directed to such systems, devices and methods in which the constriction is provided with a functionalized unit which, together with a newly translocated portion of the biopolymer, forms a temporary electrical circuit that can be used to characterize that portion of the biopolymer.

  本发明涉及用于识别生物聚合物（例如DNA链）的系统、设备和方法，当它们通过像碳纳米管纳孔这样的狭窄通道时。更具体地说，本发明涉及这种系统、设备和方法，其中生物聚合物的新穿过部分在纳米管纳孔和第二电极之间形成临时电路，第二电极也可能是一个纳米管。此外，本发明涉及这种系统、设备和方法，其中通道配备有一个功能化单元，该单元与生物聚合物的新穿过部分一起形成临时电路，可用于表征生物聚合物的部分。
• Trans-base tunnel reader for sequencing
  申请人：ARIZONA BOARD OF REGENTS on behalf of ARIZONA STATE UNIVERSITY

  公开号：US10442771B2

  公开（公告）日：2019-10-15

  The present invention is directed to systems, devices and methods for identifying biopolymers, such as strands of DNA, as they pass through a constriction such as a carbon nanotube nanopore. More particularly, the invention is directed to such systems, devices and methods in which a newly translocated portion of the biopolymer forms a temporary electrical circuit between the nanotube nanopore and a second electrode, which may also be a nanotube. Further, the invention is directed to such systems, devices and methods in which the constriction is provided with a functionalized unit which, together with a newly translocated portion of the biopolymer, forms a temporary electrical circuit that can be used to characterize that portion of the biopolymer.

  本发明涉及用于识别生物聚合物（如 DNA 链）的系统、装置和方法，当它们通过诸如碳纳米管纳米孔的收缩时。更具体地说，本发明涉及这样的系统、装置和方法，其中新转移的生物聚合物部分在纳米管纳米孔和第二电极（也可以是纳米管）之间形成临时电路。此外，本发明还涉及这样的系统、装置和方法，其中的收缩装置具有功能化单元，该单元与生物聚合物的新移位部分一起形成临时电路，可用于表征生物聚合物的该部分。
• Biomolecules Bearing the SAsMe2 Group: Nucleoside Derivatives
  作者：Norbert L. M. Dereu、Ralph A. Zingaro

  DOI：10.1002/bscb.19820910804

  日期：——

  AbstractA number of compounds of the type GS‐ and GSeAsR2, where G is a monosaccharide, a thio amino acid, a thiol‐containing di‐ or tripeptide or cholesterol display carcinostatic activity in in vivo mouse test systems.The synthesis and characterization of derivatives in which G is a nucleoside and the synthesis of an arsenic‐containing precursor of 5‐thioglucose are described. Of the nucleoside derivatives thus far screened, none displays carcinostatic activity.
• Kawai, Stephen H.; Wang, Daguang; Just, George, Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1573 - 1580
  作者：Kawai, Stephen H.、Wang, Daguang、Just, George

  DOI：——

  日期：——