2-fluoro-9-(α-L-lyxofuranosyl)-9H-purin-6-amine | 255900-31-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2-fluoro-9-(α-L-lyxofuranosyl)-9H-purin-6-amine
• 英文别名: 9-(alpha-L-Lyxofuranosyl)-2-fluoro-adenine；9-(α-L-lyxofuranosyl)-2-fluoro-adenine；2-Fluoro-9-(alpha-L-lyxofuranosyl)-9H-purin-6-amine；(2R,3R,4S,5S)-2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 255900-31-3
• 化学式: C₁₀H₁₂FN₅O₄
• 分子量: 285.235
• InChiKey: HBUBKKRHXORPQB-HAVMAKPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-fluoro-9-(α-L-lyxofuranosyl)-9H-purin-6-amine 在 吡啶 、 4-二甲氨基吡啶 、 二叔丁基过氧化物 、 三(三甲基硅基)硅烷 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237
• 作为产物：
  描述：

  2-氟-6-氨基嘌呤 在 硫酸氢铵 、 氢氧化钾 、 六甲基二硅氮烷 作用下， 以 乙醇 为溶剂， 反应 36.0h， 生成 2-fluoro-9-(α-L-lyxofuranosyl)-9H-purin-6-amine
  参考文献：
  名称：

  SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-FLUORO ADENINE AND 6-METHYL PURINE NUCLEOSIDE ANALOGS AS PRODRUGS FOR SUICIDE GENE THERAPY OF CANCER

  摘要：

  A novel series of 6-methylpurine nucleoside derivatives with substitutions at 5'-position have been synthesised. These compounds bear a 5'-heterocycle such as triazole or a imidazole with a two carbon chain, and an ether, thio ether or amine. To extend the SAR study of 2-fluoroadenine and 6-methyl purine nucleosides, their corresponding alpha-linker nucleosides with L-xylose and L-lyxose were also synthesized. All of these compounds have been evaluated for their substrate activity with E. coli PNP.

  DOI：

  10.1081/ncn-200059237

文献信息

• Mutant purine nucleoside phosphorylase proteins and cellular delivery thereof
  申请人：Ealick E. Steven

  公开号：US20050214901A1

  公开（公告）日：2005-09-29

  A host cell stably transformed or transfected by a vector including a DNA sequence encoding for mutant purine nucleoside cleavage enzymes is provided. The transformed or transfected host cell can be used in combination with a purine substrate to treat tumour cells and/or virally infected cells. A nucleotide sequence encoding mutant E. coli derived purine nucleoside phosphorylase proteins which can be used in conjunction with an appropriate substrate to produce toxins which impair abnormal cell growth is also provided. A method is detailed for the delivery of toxin by generation withing target cells or by administration and delivery to the cells from without. Novel purine nucleosides are detailed that yield a cytotoxic purine upn enzymatic cleavage. A synthetic process for nucleosides is also detailed.

  提供了一种由载有突变嘌呤核苷酸裂解酶编码DNA序列的载体转化或转染的宿主细胞。该转化或转染的宿主细胞可与嘌呤底物结合，用于治疗肿瘤细胞和/或病毒感染的细胞。还提供了编码突变E. coli来源的嘌呤核苷酰化酶蛋白的核苷酸序列，可与适当的底物结合使用，产生有害细胞生长的毒素。详细介绍了一种通过靶细胞内生成或通过外部给药和传递给细胞的毒素递送方法。详细介绍了产生细胞毒性嘌呤核苷酶裂解产物的新型嘌呤核苷。还详细介绍了一种核苷的合成过程。
• MUTANT PURINE NUCLEOSIDE PHOSPHORYLASE PROTEINS AND CELLULAR DELIVERY THEREOF
  申请人：UAB Research Foundation

  公开号：EP1444335A2

  公开（公告）日：2004-08-11
• EP1444335A4
  申请人：——

  公开号：EP1444335A4

  公开（公告）日：2006-03-08
• PURINE NUCLEOSIDE PHOSPHORYLASE AS ENZYMATIC ACTIVATOR OF NUCLEOSIDE PRODRUGS
  申请人：The UAB Research Foundation

  公开号：EP2331115B3

  公开（公告）日：2018-12-05
• US7037718B2
  申请人：——

  公开号：US7037718B2

  公开（公告）日：2006-05-02