3-Methylthymidin | 3650-91-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3-Methylthymidin
• 英文别名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,5-dimethylpyrimidine-2,4-dione
• CAS: 3650-91-7
• 化学式: C₁₁H₁₆N₂O₆
• 分子量: 272.258
• InChiKey: WLDUADFFHKCTHT-FDDDBJFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Methylthymidin 在 chromium(VI) oxide 、 碳酸氢钠 作用下， 以 吡啶 为溶剂， 生成
  参考文献：
  名称：

  Novel Analogues of the Anti-HIV-1 Agent TSAO-T Modified at the 3′-Spiro Moiety

  摘要：

  Novel TSAO-T analogues, in which the 3'-spiroaminooxatioledioxide moiety has been replaced by other 3'-spiro moieties bearing a NH group at the same position as the 4 ''-NH2 of TSAO-T have been prepared and evaluated for their inhibitory effect on HIV replication in cell culture. In contrast to the prototype compound TSAO-T, the novel TSAO derivatives were inactive at subtoxic concentrations.

  DOI：

  10.1080/07328319708006126
• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(3,5-dimethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 生成 3-Methylthymidin
  参考文献：
  名称：

  Novel Analogues of the Anti-HIV-1 Agent TSAO-T Modified at the 3′-Spiro Moiety

  摘要：

  Novel TSAO-T analogues, in which the 3'-spiroaminooxatioledioxide moiety has been replaced by other 3'-spiro moieties bearing a NH group at the same position as the 4 ''-NH2 of TSAO-T have been prepared and evaluated for their inhibitory effect on HIV replication in cell culture. In contrast to the prototype compound TSAO-T, the novel TSAO derivatives were inactive at subtoxic concentrations.

  DOI：

  10.1080/07328319708006126

文献信息

• Identification of Flavin Mononucleotide as a Cell‐Active Artificial <i>N</i> ⁶ ‐Methyladenosine RNA Demethylase
  作者：Li‐Jun Xie、Xiao‐Ti Yang、Rui‐Li Wang、Hou‐Ping Cheng、Zhi‐Yan Li、Li Liu、Lanqun Mao、Ming Wang、Liang Cheng

  DOI：10.1002/anie.201900901

  日期：2019.4

  N6‐Methyladenosine (m6A) represents a common and highly dynamic modification in eukaryotic RNA that affects various cellular pathways. Natural dioxygenases such as FTO and ALKBH5 are enzymes that demethylate m6A residues in mRNA. Herein, the first identification of a small‐molecule modulator that functions as an artificial m6A demethylase is reported. Flavin mononucleotide (FMN), the metabolite produced

  N 6 ‐甲基腺苷 (m 6 A) 是真核 RNA 中一种常见且高度动态的修饰，可影响各种细胞通路。天然双加氧酶如 FTO 和 ALKBH5 是使mRNA 中的m 6 A 残基去甲基化的酶。在本文中，首次鉴定了一种具有人工 m 6 A 脱甲基酶功能的小分子调节剂。黄素单核苷酸 (FMN) 是核黄素激酶产生的代谢物，可介导活细胞中 RNA的 m 6 A 残基的大量光化学去甲基化。该研究为理解 m 6的去甲基化提供了新的视角mRNA 中的 A 残基，揭示了强大的小分子作为 RNA 脱甲基酶和用于 RNA 生物学的新探针的开发。
• Trimethylsulfonium Fluoride and<i>n</i>-Butyldimethylsulfonium Fluoride: New Methylating Agents for Nucleosides and Related Compounds
  作者：Kiyoshi Yamauchi、Yorisato Hisanaga、Masayoshi Kinoshita

  DOI：10.1055/s-1980-29238

  日期：——
• SAFFHILL, ROY, NUCLEOSIDES AND NUCLEOTIDES, 6,(1987) N 4, 679-689
  作者：SAFFHILL, ROY

  DOI：——

  日期：——