| 1443137-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• CAS: 1443137-07-2
• 化学式: C₃₆H₃₈N₆O₆
• 分子量: 650.734
• InChiKey: LCTCHYCEZRDEFA-UVKXFEEUSA-N

反应信息

• 作为反应物：
  描述：

  、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以88%的产率得到N'-[9-[(2R,3aS,5S,6aR)-5-[bis(4-methoxyphenyl)-phenylmethoxy]-3a-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-2,3,4,5,6,6a-hexahydrocyclopenta[b]furan-2-yl]-6-oxo-1H-purin-2-yl]-N,N-dimethylmethanimidamide
  参考文献：
  名称：

  Synthesis and Properties of Isobicyclo-DNA

  摘要：

  AbstractWe present the synthesis of the isobicyclo‐DNA building blocks with the nucleobases A, C, G and T, as well as biophysical and biological properties of oligonucleotides derived thereof. The synthesis of the sugar part was achieved in 5 steps starting from a known intermediate of the tricyclo‐DNA synthesis. Dodecamers containing single isobicyclo‐thymidine incorporations, fully modified A‐ and T‐containing sequences, and fully modified oligonucleotides containing all four bases were synthesized and characterized. Isobicyclo‐DNA forms stable duplexes with natural nucleic acids with a pronounced preference for DNA over RNA as complements. The most stable duplexes, however, arise by self‐pairing. Isobicyclo‐DNA forms preferentially B‐DNA‐like duplexes with DNA and A‐like duplexes with complementary RNA as determined by circular dichroism (CD) spectroscopy. Self‐paired duplexes show a yet unknown structure, as judged from CD spectroscopy. Biochemical tests revealed that isobicyclo‐DNA is stable in fetal bovine serum and does not elicit RNaseH activity.

  DOI：

  10.1002/chem.201300487
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以70%的产率得到
  参考文献：
  名称：

  Synthesis and Properties of Isobicyclo-DNA

  摘要：

  AbstractWe present the synthesis of the isobicyclo‐DNA building blocks with the nucleobases A, C, G and T, as well as biophysical and biological properties of oligonucleotides derived thereof. The synthesis of the sugar part was achieved in 5 steps starting from a known intermediate of the tricyclo‐DNA synthesis. Dodecamers containing single isobicyclo‐thymidine incorporations, fully modified A‐ and T‐containing sequences, and fully modified oligonucleotides containing all four bases were synthesized and characterized. Isobicyclo‐DNA forms stable duplexes with natural nucleic acids with a pronounced preference for DNA over RNA as complements. The most stable duplexes, however, arise by self‐pairing. Isobicyclo‐DNA forms preferentially B‐DNA‐like duplexes with DNA and A‐like duplexes with complementary RNA as determined by circular dichroism (CD) spectroscopy. Self‐paired duplexes show a yet unknown structure, as judged from CD spectroscopy. Biochemical tests revealed that isobicyclo‐DNA is stable in fetal bovine serum and does not elicit RNaseH activity.

  DOI：

  10.1002/chem.201300487