(S)-1-(thymin-1-yl)-propane-2,3-diol | 55559-64-3

• 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: (S)-1-(thymin-1-yl)-propane-2,3-diol
• 英文别名: (S)-1-(2,3-dihydroxypropyl)thymine；N¹-(2,3-dihydroxypropyl)thymine；Acq2hmx3P6；1-[(2S)-2,3-dihydroxypropyl]-5-methylpyrimidine-2,4-dione
• CAS: 55559-64-3
• 化学式: C₈H₁₂N₂O₄
• 分子量: 200.194
• InChiKey: ICMFGTQEVBJAIG-LURJTMIESA-N

物化性质

• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1-(thymin-1-yl)-propane-2,3-diol 在 吡啶 作用下， 反应 10.0h， 生成 Acetic acid (S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethyl ester
  参考文献：
  名称：

  Glycerol Nucleoside Triphosphates:  Synthesis and Polymerase Substrate Activities

  摘要：

  [GRAPHICS]The synthesis of (S)-glycerol nucleoside triphosphates (gNTPs) and the analysis of their substrate activities for enzymatic polymerization is described. NTPs with simplified carbohydrate backbones such as the tNTPs (alpha-L-threose-NTPs) are polymerase substrates and offer the potential to create non-natural aptamer sequences with simplified backbones through enzymatic means. The acyclic (S)-GNA was modeled after the shortened alpha-threofuranosyl backbone. Here we describe the synthesis of (S)-glycerol NTPs and initial enzymatic testing of this further simplified nucleic acid backbone.

  DOI：

  10.1021/ol062232u
• 作为产物：
  描述：

  胸腺嘧啶 在 sodium hydride 、 溶剂黄146 作用下， 反应 9.5h， 生成 (S)-1-(thymin-1-yl)-propane-2,3-diol
  参考文献：
  名称：

  Synthesis of a Carboxamide Linked T∗T Dimer with an Acyclic Nucleoside Unit and Its Incorporation in Oligodeoxynucleotides

  摘要：

  A T*T dimer with * representing a 2'-OCH2CH2NHC(O)-4' linkage connecting two nucleoside units was prepared by condensation of (S)-1-[2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl]thymine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid. The T*T dimer was incorporated in oligodeoxynucleotides and investigated for hybridization to DNA.

  DOI：

  10.1080/15257779508010713

文献信息

• Synthesis of propane-2,3-diol combinatorial monomers
  作者：Oscar L. Acevedo、Robert S. Andrews

  DOI：10.1016/0040-4039(96)00745-9

  日期：1996.6

  es. A dimethoxytrityl-glycidol is reacted with alkyl or aryl Grignard reagents and then phosphitylated to yield 1-O-dimethoxytrityl-2-phosphoramidites. These compounds can be used for combinatorial oligomer synthesis.

  杂环碱与R-（+）-缩水甘油的碱催化反应得到杂芳基丙烷-2,3-二醇，其被官能化为3-O-二甲氧基三苯甲基-2-O-亚磷酰胺。使二甲氧基三苯甲基-缩水甘油与烷基或芳基格氏试剂反应，然后磷酸化以产生1-O-二甲氧基三苯甲基-2-亚磷酰胺。这些化合物可用于组合低聚物合成。
• [EN] OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'OLIGONUCLÉOTIDES ET PROCÉDÉS ASSOCIÉS
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2022099159A1

  公开（公告）日：2022-05-12

  Among other things, the present disclosure provides oligonucleotides and compositions thereof. In some embodiments, provided oligonucleotides and compositions are useful for adenosine modification. In some embodiments, the present disclosure provides methods for treating various conditions, disorders or diseases that can benefit from adenosine modification.

  除其他事项外，本公开提供寡核苷酸及其组合物。在某些实施例中，提供的寡核苷酸及其组合物对腺苷修饰有用。在某些实施例中，本公开提供了治疗各种需要腺苷修饰的疾病、疾病或病症的方法。
• Alternating co-synthesis of glycol nucleic acid (GNA) monomers with dicarboxylic acids <i>via</i> drying
  作者：Ruiqin Yi、Tony Z. Jia、Markus Meringer、Luke K. Marshall、Chen Chen、Shawn Erin McGlynn、Albert C. Fahrenbach、H. James Cleaves

  DOI：10.1039/d2cc06818d

  日期：——

  We report the co-polymerization of glycol nucleic acid (GNA) monomers with unsubstituted and substituted dicarboxylic acid linkers under plausible early Earth aqueous dry-down conditions. Both linear and branched co-polymers are produced. Mechanistic aspects of the reaction and potential roles of these polymers in prebiotic chemistry are discussed.

  我们报告了乙二醇核酸 (GNA) 单体与未取代和取代的二羧酸接头在可能的早期地球水干燥条件下的共聚合。产生直链和支链共聚物。讨论了这些聚合物在益生元化学中的反应机制和潜在作用。
• Evaluation of Oligonucleotides with Novel Modifications
  作者：Erik Larsen、Krzysztof Danel、Abdel-Aleem Abdel-Aleem、Poul Niclsen、Jesper Wengel、Erik Pedersen

  DOI：10.1080/15257779508012543

  日期：1995.5.1

  Oligodeoxynucleotides modified with carboxamide linked dimeric nucleotides and an acyclic nucleoside were prepared and investigated for their hybridization properties toward DNA.
• HOLY, ANTONIN;ROSENBERG, IVAN
  作者：HOLY, ANTONIN、ROSENBERG, IVAN

  DOI：——

  日期：——