N-[9-((3S,5S,6R)-5-Hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-9H-purin-6-yl]-benzamide | 176786-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N-[9-((3S,5S,6R)-5-Hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-9H-purin-6-yl]-benzamide
• 英文别名: N-[9-[(3S,5S,6R)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]purin-6-yl]benzamide
• CAS: 176786-71-3
• 化学式: C₁₈H₁₉N₅O₄
• 分子量: 369.38
• InChiKey: QKFSCNKRBXVGKZ-MELADBBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[9-((3S,5S,6R)-5-Hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-9H-purin-6-yl]-benzamide 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 64.0h， 生成 Succinic acid mono-{(2R,3S,5S)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester
  参考文献：
  名称：

  1′, 5′ -Anhydrohexitol Oligonucleotides: Synthesis, Base Pairing and Recognition by Regular Oligodeoxyribonucleotides and Oligoribonucleotides

  摘要：

  AbstractOligonucleotides constructed of 1′, 5′‐anhydrohexitol nucleoside building blocks (hexitol nucleic acids, HNA) are completely stable towards 3′‐exonuclease and form very stable self‐complementary duplexes as well as sequence‐selective stable duplexes with the natural DNA and RNA. Triple‐helix formation has also been observed. These hybridisation characteristics are highly dependent on the base sequence and the experimental conditions. When using a phosphate buffer containing 0.1M NaCl, a homopurine HNA dodecamer gives a δTm of +3.0 °C/ base pair with RNA as complement. These oligomers may therefore be of considerable interest as antisense constructs.

  DOI：

  10.1002/chem.19970030118
• 作为产物：
  描述：

  N-[9-((4aR,7S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-9H-purin-6-yl]-benzamide 在 溶剂黄146 作用下， 反应 5.0h， 以71%的产率得到N-[9-((3S,5S,6R)-5-Hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-9H-purin-6-yl]-benzamide
  参考文献：
  名称：

  1′, 5′ -Anhydrohexitol Oligonucleotides: Synthesis, Base Pairing and Recognition by Regular Oligodeoxyribonucleotides and Oligoribonucleotides

  摘要：

  AbstractOligonucleotides constructed of 1′, 5′‐anhydrohexitol nucleoside building blocks (hexitol nucleic acids, HNA) are completely stable towards 3′‐exonuclease and form very stable self‐complementary duplexes as well as sequence‐selective stable duplexes with the natural DNA and RNA. Triple‐helix formation has also been observed. These hybridisation characteristics are highly dependent on the base sequence and the experimental conditions. When using a phosphate buffer containing 0.1M NaCl, a homopurine HNA dodecamer gives a δTm of +3.0 °C/ base pair with RNA as complement. These oligomers may therefore be of considerable interest as antisense constructs.

  DOI：

  10.1002/chem.19970030118

文献信息

• SEQUENCE-SPECIFIC BINDING OLIGOMERS FOR NUCLEIC ACIDS AND THEIR USE IN ANTISENSE STRATEGIES
  申请人：Stichting REGA V.Z.W.

  公开号：EP0777676A1

  公开（公告）日：1997-06-11
• [EN] SEQUENCE-SPECIFIC BINDING OLIGOMERS FOR NUCLEIC ACIDS AND THEIR USE IN ANTISENSE STRATEGIES<br/>[FR] OLIGOMERES SE FIXANT SUR DES SEQUENCES SPECIFIQUES D'ACIDES NUCLEIQUES ET LEUR UTILISATION DANS DES STRATEGIES D'ANTI-SENS
  申请人：STICHTING REGA VZW

  公开号：WO1996005213A1

  公开（公告）日：1996-02-22

  (EN) The invention relates to oligomers consisting completely or partially of 1,5-anhydrohexitol nucleoside analogues represented by general formula (I), wherein B is a heterocyclic ring which is derived from a pyrimidine or purine base, such as cytosine, 5-methylcytosine, uracil and thymine, or deaza derivatives thereof, or adenine, guanine, 2,6-diaminopurine, hypoxanthine and xanthine, or deaza derivatives thereof.(FR) L'invention concerne des oligomères constitués en partie ou en totalité de nucléosides du type 1,5-anhydrohexitol représentés par la formule générale (I). Dans cette formule, B est un groupe hétérocyclique dérivé d'une base pyrimidique ou purique, comme par exemple la cytosine, la 5-méthylcytosine, l'uracile et la thymine, ou leurs dérivés désaza, ou encore comme par exemple l'adénine, la guanine, la 2,6-diaminopurine, l'hypoxanthine et la xanthine ou leurs dérivés désaza.