TFA-aa-dC | 96102-27-1

• 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: TFA-aa-dC
• 英文别名: N-[3-[4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-5-yl]prop-2-enyl]-2,2,2-trifluoroacetamide
• CAS: 96102-27-1
• 化学式: C₁₄H₁₇F₃N₄O₅
• 分子量: 378.308
• InChiKey: WYMZPLFAGMLVFK-IVZWLZJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  TFA-aa-dC 在 氨 作用下， 以 甲醇 为溶剂， 生成 4-amino-5-(3-aminoprop-1-en-1-yl)-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
  参考文献：
  名称：

  The “Corey's Reagent,” 3,5-di-tert-butyl-1,2-Benzoquinone, as a Modifying Agent in the Synthesis of Fluorescent and Double-Headed Nucleosides

  摘要：

  A new method for the synthesis of fluorescent nucleosides has been developed. It has been shown that a reaction of benzoquinone with aminopropenyl group at C-5-position of 2'-deoxyuridine or 2'-deoxycytidine and aminopropynyl group at the C-7-position of 8-aza-7-deazaadenosine under extremely mild conditions affords conjugated benzoxazole derivatives of nucleosides, which possess strong fluorescent properties. In a similar reaction 5'-amino-5'-deoxy-nucleosides form double-headed nucleoside derivatives with benzoxazole attached at C-4'-position.

  DOI：

  10.1080/15257770903044598
• 作为产物：
  描述：

  2,2,2-trifluoro-N-(3-(tributylstannyl)allyl)acetamide 、 5-碘-2'-脱氧胞苷 在 双(乙腈)氯化钯(II) N-三甲基硅基乙酰胺 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以67.3%的产率得到TFA-aa-dC
  参考文献：
  名称：

  PYRAZOLE-TYPE CYANINE DYE

  摘要：

  公开号：

  EP2006289B1

文献信息

• Single-stranded labelled oligonucleotides, reactive monomers and methods
  申请人：Syngene, Inc.

  公开号：US04948882A1

  公开（公告）日：1990-08-14

  Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

  本发明提供了具有预选序列的基本纯净的单链寡核苷酸，其长度不超过约200个核苷酸，其中至少一个核苷酸位于序列中的预选位置，并包含具有共价连接的连接臂的碱基，该连接臂含有或能够结合至少一个报告基团或固体支持物。本发明还提供了用于化学合成基本纯净的单链寡核苷酸和用于这种合成的修饰核苷酸的方法。
• Synthesis of single-stranded labelled oligonucleotides of preselected
  申请人：Syngene, Inc.

  公开号：US05668266A1

  公开（公告）日：1997-09-16

  Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

  本发明提供了具有预选序列的实质纯的单链寡核苷酸，其长度不超过约200个核苷酸，其中至少一个位于序列中的预选位置，并且包含具有共价连接的连接臂的碱基，该连接臂含有或能够结合至少一个报告基团或固体支持物。本发明还提供了用于化学合成实质纯单链寡核苷酸和有用于该合成的修饰核苷酸的方法。
• Single-stranded labelled oligonucleotides of preselected sequence
  申请人：Molecular Biosystems, Inc.

  公开号：US05541313A1

  公开（公告）日：1996-07-30

  Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

  本发明提供了具有预选序列的基本纯净的单链寡核苷酸，其长度不超过约200个核苷酸，其中至少一个核苷酸位于序列中的预选位置，并包含具有共价连接的连接臂，该连接臂包含或能够结合至少一个报告基团或固体支持的碱基。本发明还提供了用于化学合成基本纯净的单链寡核苷酸和用于这种合成的修饰核苷酸的方法。
• Single-stranded labelled oligonucleotides of preselected sequences
  申请人：Molecular Biosystems, Inc.

  公开号：US05817786A1

  公开（公告）日：1998-10-06

  Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

  本发明提供了具有预选序列的实质纯的单链寡核苷酸，其长度不超过约200个核苷酸，其中至少一个核苷酸位于预选的位置，并且包含具有共价连接的连接臂，该连接臂含有或能够结合至少一个报告基团或固体支持。本发明还提供了用于化学合成实质纯的单链寡核苷酸和有用于这种合成的修饰核苷酸的方法。
• Synthesis of Fluorescent-Labeled Nucleotides for Labeling of Isothermal Amplification Products
  作者：V. E. Shershov、S. A. Lapa、A. I. Levashova、I. Yu. Shishkin、G. F. Shtylev、E. Yu. Shekalova、V. A. Vasiliskov、A. S. Zasedatelev、V. E. Kuznetsova、A. V. Chudinov

  DOI：10.1134/s1068162023050242

  日期：2023.10