Tris-trimethylsilyl-5-iodocytosine | 103828-84-8

• 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: Tris-trimethylsilyl-5-iodocytosine
• 英文别名: 4-[bis(trimethylsilyl)amino]-5-iodo-1-trimethylsilylpyrimidin-2-one
• CAS: 103828-84-8
• 化学式: C₁₃H₂₈IN₃OSi₃
• 分子量: 453.546
• InChiKey: SJZDICRAHOKCQX-UHFFFAOYSA-N

物化性质

• 沸点：
  365.3±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Tris-trimethylsilyl-5-iodocytosine 、 2-脱氧-1-溴-2-氟-3,5-二苯甲酰基-alpha-D-阿拉伯呋喃糖 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 生成 、
  参考文献：
  名称：

  Synthesis of DNA oligos containing 2′-deoxy-2′-fluoro-d-arabinofuranosyl-5-carboxylcytosine as hTDG inhibitor

  摘要：

  As an important step of the active demethylation of 5-methylcytosine (5mC), human thymine DNA glycosylase (hTDG) efficiently excises 5-carboxylcytosine (5caC) from double-stranded DNA (dsDNA). Here, we present synthesis of DNA oligos containing a 2'-deoxy-2'-fluoro-D- arabinofuranosyl-5-carboxylcytidine (F-5caC) modification that act as hTDG inhibitors. The glycosylase activity assay showed that F-5caC oligos were resistant to excision by the hTDG catalytic domain (hTDG(cat), residues 111-308) and they could inhibit the excision of DNA oligos containing 5caC. The electrophoretic mobility shift assay confirmed that DNA oligos containing F-5caC could bind well with unmodified hTDG(cat) to form a stable complex, which makes it possible to obtain the crystal structure of the complex to reveal details on how hTDG(cat) recognizes the DNA substrate. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.031
• 作为产物：
  描述：

  5-碘胞核嘧啶 、 六甲基二硅氮烷 在 硫酸氢铵 作用下， 反应 1.0h， 生成 Tris-trimethylsilyl-5-iodocytosine
  参考文献：
  名称：

  Synthesis of DNA oligos containing 2′-deoxy-2′-fluoro-d-arabinofuranosyl-5-carboxylcytosine as hTDG inhibitor

  摘要：

  As an important step of the active demethylation of 5-methylcytosine (5mC), human thymine DNA glycosylase (hTDG) efficiently excises 5-carboxylcytosine (5caC) from double-stranded DNA (dsDNA). Here, we present synthesis of DNA oligos containing a 2'-deoxy-2'-fluoro-D- arabinofuranosyl-5-carboxylcytidine (F-5caC) modification that act as hTDG inhibitors. The glycosylase activity assay showed that F-5caC oligos were resistant to excision by the hTDG catalytic domain (hTDG(cat), residues 111-308) and they could inhibit the excision of DNA oligos containing 5caC. The electrophoretic mobility shift assay confirmed that DNA oligos containing F-5caC could bind well with unmodified hTDG(cat) to form a stable complex, which makes it possible to obtain the crystal structure of the complex to reveal details on how hTDG(cat) recognizes the DNA substrate. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.031

文献信息

• Method of treating tumors in mammals with 2',2'-difluoronucleosides
  申请人：Eli Lilly and Company

  公开号：US05464826A1

  公开（公告）日：1995-11-07

  A method of treating susceptible neoplasms in mammals comprising administering to a mammal in need of such treatment a pharmaceutically effective amount of a compound of the formula ##STR1## wherein: R.sup.1 is hydrogen; R.sup.2 is a base defined by one of the formulae ##STR2## X is C-R.sup.4 ; R.sup.3 is hydrogen; R.sup.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, bromo, fluoro, chloro or iodo; and the pharmaceutically-acceptable salts thereof.

  治疗哺乳动物易感性肿瘤的方法，包括向需要此类治疗的哺乳动物输注该式化合物的药物有效量：##STR1## 其中：R1为氢；R2为由下列式之一定义的碱基：##STR2## X为C-R4；R3为氢；R4为氢、C1-C4烷基、溴、氟、氯或碘；以及其药学上可接受的盐。
• 2-deoxy-2',2'-difluoro-inosine and 5'O-derivatives
  申请人：Eli Lilly and Company

  公开号：US05061793A1

  公开（公告）日：1991-10-29

  2'-deoxy-2',2'-difluoro-inosine and 5'-O alkyl derivatives are disclosed as inhibitors of neoplasms.

  2'-去氧-2',2'-二氟鸟嘌呤和5'-O烷基衍生物被披露为抑制肿瘤的抑制剂。