2-Chloro-6-allyloxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine | 136834-37-2

• 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-Chloro-6-allyloxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine
• 英文别名: (2R,3S,5R)-5-(2-chloro-6-prop-2-enoxypurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• CAS: 136834-37-2
• 化学式: C₁₃H₁₅ClN₄O₄
• 分子量: 326.739
• InChiKey: RXVIBCMWLSQRRS-DJLDLDEBSA-N

物化性质

• 沸点：
  563.2±60.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Chloro-6-allyloxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 N2-[Imidazol-1-yl-(propyl)]-2'-deoxyguanosine
  参考文献：
  名称：

  Remarkable enhancement of binding affinity of Heterocycle-modified DNA to DNA and RNA. Synthesis, characterization and biophysical evaluation of N2-imidazolylpropylguanine and N2-imidazolylpropyl-2-aminoadenine modified oligonucleotides

  摘要：

  Oligonucleotides containing novel N-2-Imidazolylpropylguanine and N-2-Imidazolylpropyl-2-aminoadenine moieties were synthesized and studied for their hybridization and biophysical properties. Interestingly, these heterocycle modified oligonucleotides showed a remarkable enhancement of heteroduplex binding affinity when hybridized to complementary DNA.

  DOI：

  10.1016/s0040-4039(00)76514-2
• 作为产物：
  描述：

  2,6-二氯-9-(3,5-二-O-对甲苯甲酰基-2-脱氧-beta-D-赤式-呋喃戊糖基)嘌呤 、 烯丙醇 在 sodium hydride 作用下， 生成 2-Chloro-6-allyloxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine
  参考文献：
  名称：

  Remarkable enhancement of binding affinity of Heterocycle-modified DNA to DNA and RNA. Synthesis, characterization and biophysical evaluation of N2-imidazolylpropylguanine and N2-imidazolylpropyl-2-aminoadenine modified oligonucleotides

  摘要：

  Oligonucleotides containing novel N-2-Imidazolylpropylguanine and N-2-Imidazolylpropyl-2-aminoadenine moieties were synthesized and studied for their hybridization and biophysical properties. Interestingly, these heterocycle modified oligonucleotides showed a remarkable enhancement of heteroduplex binding affinity when hybridized to complementary DNA.

  DOI：

  10.1016/s0040-4039(00)76514-2

文献信息

• US5681941A
  申请人：——

  公开号：US5681941A

  公开（公告）日：1997-10-28
• US5811534A
  申请人：——

  公开号：US5811534A

  公开（公告）日：1998-09-22
• US6232463B1
  申请人：——

  公开号：US6232463B1

  公开（公告）日：2001-05-15
• Remarkable enhancement of binding affinity of Heterocycle-modified DNA to DNA and RNA. Synthesis, characterization and biophysical evaluation of N2-imidazolylpropylguanine and N2-imidazolylpropyl-2-aminoadenine modified oligonucleotides
  作者：Kanda S. Ramasamy、Maryann Zounes、Carolyn Gonzalez、Susan M. Freier、Elena A. Lesnik、Lendell L. Cummins、Richard H. Griffey、Brett P. Monia、P. Dan Cook

  DOI：10.1016/s0040-4039(00)76514-2

  日期：1994.1

  Oligonucleotides containing novel N-2-Imidazolylpropylguanine and N-2-Imidazolylpropyl-2-aminoadenine moieties were synthesized and studied for their hybridization and biophysical properties. Interestingly, these heterocycle modified oligonucleotides showed a remarkable enhancement of heteroduplex binding affinity when hybridized to complementary DNA.