5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-methylcytidine | 176755-83-2

• 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)-2'-deoxy-5-methylcytidine
• 英文别名: 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-deoxy-5-methylcytidine；5'-O-4,4'-dimethoxytrityl-2'-deoxy-5-methylcytidine；5'-O-Dimethoxytrityl-2'-deoxy-5-methylcytidine；5'-O-dimethoxytrityl-5-methyl-2'-deoxycytidine；1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-4-imino-5-methyl-1,4-dihydropyrimidin-2-ol；4-amino-1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidin-2-one
• CAS: 176755-83-2
• 化学式: C₃₁H₃₃N₃O₆
• 分子量: 543.62
• InChiKey: COZLXEMWXGXVLK-UPRLRBBYSA-N

物化性质

• 熔点：
  215-217 °C
• 沸点：
  720.3±70.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 储存条件：
  室温

制备方法与用途

2'-脱氧-5'-O-DMT-5-甲基胞苷是一种胞苷类似物。胞苷类似物通过抑制DNA甲基转移酶（如Zebularine和HY-13420）具有潜在的抗代谢和抗肿瘤活性。

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-methylcytidine 在 二氯乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 5-甲基-2'-脱氧胞苷
  参考文献：
  名称：

  Modulation of DNA Triplex Stability Through Nucleobase Modifications

  摘要：

  Spermine conjugation at N-4 of 5-Me-dC in oligonucleotides (sp-ODNs) reduces the net negative charge and these as HG strands form triplexes with foremost stability at neutral pH (7.3), in contrast to unmodified ODNs which form stable triplexes at pH 5.5. The stability of sp-ODN triplexes is shown to arise from improved association with duplex caused by electrostatic interaction of polycationic spermine sidechain with anionic phosphate backbone of DNA and N3 protonation is not a pre-requirement for triplexes constituted from sp-ODNs. The amplification of electrostatic component of interaction can be achieved by transformation of primary amino group of polyamines to corresponding guanidinium functions leading to improved binding and stabilization of DNA triplexes even at pH 7.0. %-Amino-dU ODNs are shown to be compatible as a central strand in formation of triplexes in which pyrimidine would be in the middle position of a triad.

  DOI：

  10.1080/07328319708006169
• 作为产物：
  描述：

  保护胸苷 在 三甲基氯硅烷 、 三乙胺 、 1H-1,2,4-三唑 、 三氯氧磷 、 氨 作用下， 以 乙腈 、 1,4-二氧六环 、 水 为溶剂， 反应 2.5h， 以85%的产率得到5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-methylcytidine
  参考文献：
  名称：

  Antisense modulation of cyclin-dependent kinase 6 expression

  摘要：

  提供了用于调节细胞周期依赖性激酶6表达的反义化合物、组合物和方法。这些组合物包括针对编码细胞周期依赖性激酶6的核酸的反义化合物，特别是反义寡核苷酸。提供了利用这些化合物调节细胞周期依赖性激酶6表达以及治疗与细胞周期依赖性激酶6表达相关的疾病的方法。

  公开号：

  US20040087523A1

文献信息

• Oligonucleotides having modified nucleoside units
  申请人：——

  公开号：US20040014957A1

  公开（公告）日：2004-01-22

  Disclosed are oligonucleotides and oligonucleosides that include one or more modified nucleoside units. The oligonucleotides and oligonucleosides are particularly useful as antisense agents, ribozymes, aptamer, siRNA agents, probes and primers or, when hybridized to an RNA, as a substrate for RNA cleaving enzymes including RNase H and dsRNase.

  披露的是包括一个或多个修饰核苷单元的寡核苷酸和寡核苷糖。这些寡核苷酸和寡核苷糖特别适用于作为反义剂、核酶、适配体、siRNA试剂、探针和引物，或者当它们与RNA杂交时，作为包括RNase H和dsRNase的RNA切割酶的底物。
• Antisense modulation of PTPN12 expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20030232434A1

  公开（公告）日：2003-12-18

  Antisense compounds, compositions and methods are provided for modulating the expression of PTPN12. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding PTPN12. Methods of using these compounds for modulation of PTPN12 expression and for treatment of diseases associated with expression of PTPN12 are provided.

  提供了用于调节PTPN12表达的反义化合物、组合物和方法。这些组合物包括针对编码PTPN12的核酸的反义化合物，特别是反义寡核苷酸。提供了使用这些化合物调节PTPN12表达和治疗与PTPN12表达相关疾病的方法。
• Antisense modulation of histone deacetylase 2 expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20030236204A1

  公开（公告）日：2003-12-25

  Antisense compounds, compositions and methods are provided for modulating the expression of histone deacetylase 2. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding histone deacetylase 2. Methods of using these compounds for modulation of histone deacetylase 2 expression and for treatment of diseases associated with expression of histone deacetylase 2 are provided.

  提供了用于调节组蛋白去乙酰化酶2表达的反义物化合物、组合物和方法。这些组合物包括特别针对编码组蛋白去乙酰化酶2的核酸的反义物化合物，特别是反义寡核苷酸。提供了利用这些化合物调节组蛋白去乙酰化酶2表达并治疗与组蛋白去乙酰化酶2表达相关疾病的方法。
• Antisense modulation of selenophosphate synthetase 2 expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040002151A1

  公开（公告）日：2004-01-01

  Antisense compounds, compositions and methods are provided for modulating the expression of selenophosphate synthetase 2. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding selenophosphate synthetase 2. Methods of using these compounds for modulation of selenophosphate synthetase 2 expression and for treatment of diseases associated with expression of selenophosphate synthetase 2 are provided.

  提供了用于调节硒磷酸合成酶2表达的反义物化合物、组合物和方法。这些组合物包括针对编码硒磷酸合成酶2的核酸的反义物化合物，特别是反义寡核苷酸。提供了利用这些化合物调节硒磷酸合成酶2表达并治疗与硒磷酸合成酶2表达相关疾病的方法。
• Antisense modulation of SMRT expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040005292A1

  公开（公告）日：2004-01-08

  Antisense compounds, compositions and methods are provided for modulating the expression of SMRT. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding SMRT. Methods of using these compounds for modulation of SMRT expression and for treatment of diseases associated with expression of SMRT are provided.

  提供了用于调节SMRT表达的反义物质、组合物和方法。这些组合物包括针对编码SMRT的核酸的反义物质，特别是反义寡核苷酸。提供了利用这些化合物调节SMRT表达和治疗与SMRT表达相关疾病的方法。