5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2',3'-dideoxy-3'-amino-5-methylcytidine | 143484-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2',3'-dideoxy-3'-amino-5-methylcytidine
• 英文别名: N-[1-[(2R,4S,5S)-4-amino-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-2-yl]-5-methyl-2-oxopyrimidin-4-yl]benzamide
• CAS: 143484-96-2
• 化学式: C₃₈H₃₈N₄O₆
• 分子量: 646.743
• InChiKey: NXXQSBYALAOCMO-LBFZIJHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  48
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2',3'-dideoxy-3'-amino-5-methylcytidine 在 四丁基氟化铵 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis and RNA Binding Selectivity of Oligonucleotides Modified with Five-Atom Thioacetamido Nucleic Acid Backbone Structures

  摘要：

  Convenient chemical synthesis and incorporation of dithymidine and thymidine-cytidine dimer blocks connected with a five-atom amide linker N3'-CO-CH2-S-CH2 into oligonucleotides (ONs) are reported. The UV-T-m experiments for binding affinities of these mixed backbone ONs with complementary DNA and RNA sequences revealed important results such as significantly higher RNA-binding selectivity as compared with complementary DNA. NMR studies of the dimer blocks suggested a marginal increase in the N-type sugar conformations over that of the native DNA.

  DOI：

  10.1021/ol070990u
• 作为产物：
  描述：

  齐多夫定 在 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 硫化氢 、 三乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 11.75h， 生成 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2',3'-dideoxy-3'-amino-5-methylcytidine
  参考文献：
  名称：

  Synthesis and RNA Binding Selectivity of Oligonucleotides Modified with Five-Atom Thioacetamido Nucleic Acid Backbone Structures

  摘要：

  Convenient chemical synthesis and incorporation of dithymidine and thymidine-cytidine dimer blocks connected with a five-atom amide linker N3'-CO-CH2-S-CH2 into oligonucleotides (ONs) are reported. The UV-T-m experiments for binding affinities of these mixed backbone ONs with complementary DNA and RNA sequences revealed important results such as significantly higher RNA-binding selectivity as compared with complementary DNA. NMR studies of the dimer blocks suggested a marginal increase in the N-type sugar conformations over that of the native DNA.

  DOI：

  10.1021/ol070990u

文献信息

• NOVEL PHOSPHOROUS (V)-BASED REAGENTS, PROCESSES FOR THE PREPARATION THEREOF, AND THEIR USE IN MAKING STEREO-DEFINED ORGANOPHOSHOROUS (V) COMPOUNDS
  申请人：Bristol-Myers Squibb Company

  公开号：US20190322694A1

  公开（公告）日：2019-10-24

  The present invention relates to novel phosphorous (V) (P(V)) reagents, methods for preparing thereof, and methods for preparing organophosphorous (V) compounds by using the novel reagents.
• Synthesis and RNA Binding Selectivity of Oligonucleotides Modified with Five-Atom Thioacetamido Nucleic Acid Backbone Structures
  作者：Khirud Gogoi、Anita D. Gunjal、Usha D. Phalgune、Vaijayanti A. Kumar

  DOI：10.1021/ol070990u

  日期：2007.7.1

  Convenient chemical synthesis and incorporation of dithymidine and thymidine-cytidine dimer blocks connected with a five-atom amide linker N3'-CO-CH2-S-CH2 into oligonucleotides (ONs) are reported. The UV-T-m experiments for binding affinities of these mixed backbone ONs with complementary DNA and RNA sequences revealed important results such as significantly higher RNA-binding selectivity as compared with complementary DNA. NMR studies of the dimer blocks suggested a marginal increase in the N-type sugar conformations over that of the native DNA.