2-allyloxy-6-amino-9-[2-deoxy-β-D-erythro-pentofuranosyl]-9H-purine | 916755-74-3

• 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-allyloxy-6-amino-9-[2-deoxy-β-D-erythro-pentofuranosyl]-9H-purine
• 英文别名: 6-amino-2-allyloxy-9-(2'-deoxy-β-D-erythro-pentofuranosyl)purine；(2R,3S,5R)-5-(6-amino-2-prop-2-enoxypurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• CAS: 916755-74-3
• 化学式: C₁₃H₁₇N₅O₄
• 分子量: 307.309
• InChiKey: PRAAFNGPLYQUNH-DJLDLDEBSA-N

物化性质

• 沸点：
  650.5±65.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 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：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-allyloxy-6-amino-9-[2-deoxy-β-D-erythro-pentofuranosyl]-9H-purine 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 49.34h， 生成 6-amino-2-allyloxy-6-N-[1-(dimethylamino)ethylidene]-9-(2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl)purine
  参考文献：
  名称：

  A concise synthesis of isoguanine 2ʹ-deoxyriboside and its adenine-like triplex formation when incorporated into DNA

  摘要：

  DOI：

  10.24820/ark.5550190.p011.460
• 作为产物：
  描述：

  1-Α-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖 在 sodium 、 sodium hydride 作用下， 以 乙腈 、 paraffin oil 为溶剂， 反应 45.0h， 生成 2-allyloxy-6-amino-9-[2-deoxy-β-D-erythro-pentofuranosyl]-9H-purine
  参考文献：
  名称：

  A concise synthesis of isoguanine 2ʹ-deoxyriboside and its adenine-like triplex formation when incorporated into DNA

  摘要：

  DOI：

  10.24820/ark.5550190.p011.460

文献信息

• pH-Independent triplex formation: hairpin DNA containing isoguanine or 9-deaza-9-propynylguanine in place of protonated cytosine
  作者：Frank Seela、Khalil I. Shaikh

  DOI：10.1039/b610930f

  日期：——

  (2), 7-bromo-7-deaza-2'-deoxyisoguanosine (2) as well as the propynylated 9-deazaguanine N7-(2'-deoxyribonucleoside) were prepared. For this the phosphoramidites 9a, b of the nucleoside 1 and, the phosphoramidites 19, 20 of compound 3b were synthesized. They were employed in solid-phase oligonucleotide synthesis to yield the protected 31-mer oligonucleotides. The deblocking of the allyl-protected oligonucleotides

  制备了包含2'-脱氧异鸟苷（2），7-溴-7-脱氮基2'-脱氧异鸟苷（2）以及丙烯酰化的9-脱氮鸟嘌呤N7-（2'-脱氧核糖核苷）的三链体形成寡核苷酸（TFO）。为此，合成了核苷1的亚磷酰胺9a，b以及化合物3b的亚磷酰胺19、20。它们被用于固相寡核苷酸合成中以产生受保护的31聚体寡核苷酸。通过Pd（0）[PPh3] 4-PPh3，然后用25％aq。水溶液进行含1的烯丙基保护的寡核苷酸的解封闭。NH3。通过紫外熔融曲线分析研究了31聚体单链分子内三链体的形成。在单链31-mer寡核苷酸中，dCH（+）-dG-dC基础三联体中的质子化dC被2'-脱氧异鸟苷（1），7-bromo-7-deaza-2'取代 -deoxyisoguanosine（2）和9-deaza-9-propynylguanine N7-（2'-deoxyribonucleoside）（3b）。用化合物1和3b取代质子化的
• Oligonucleotides Containing Consecutive 2′-Deoxy-Isoguanosine Residues: Synthesis, Parallel Duplex Formation and Identification of a d(T₄iG₄T₄) Tetraplex
  作者：Frank Seela、Changfu Wei、Alexander Melenewski

  DOI：10.1080/07328319708006221

  日期：1997.7

  Oligonucleotides containing consecutive 2'-deoxyisoguanosines were synthesized by using building blocks protected with a diphenylcarb-amoyl residue. Parallel duplexes were formed by iG(d)-dC base pairs and a tetraplex of d(T(4)iG(4)T(4)) was identified by ion exchange HPLC.
• [EN] COMPOSITIONS INDUCING CLEAVAGE OF RNA MOTIFS<br/>[FR] COMPOSITIONS INDUISANT LE CLIVAGE DE MOTIFS D'ARN
  申请人：——

  公开号：WO1998058057A9

  公开（公告）日：1999-04-08

  [EN] Disclosed are compositions inducing cleavage of an RNA substrate, as well as their use for inducing cleavage of RNA substrates in vitro and in vivo. The compositions contain part of an active center, with the other part of the active center provided by the RNA substrate. The subunits of the active center region of the compositions are nucleotides and/or nucleotide analogues. The disclosed compositions also have flanking regions contributing to the formation of a specific hybridization with an RNA substrate. Preferred compositions form, in combination with an RNA substrate, a structure resembling a hammerhead structure. The active center of the disclosed compositions is characterized by the presence of I<15.1> which allows cleavage of RNA substrates having C<16.1>.
  [FR] L'invention se rapporte à des compositions induisant le clivage d'un substrat d'ARN ainsi qu'à leur utilisation aux fins d'induire le clivage de substrats d'ARN in vitro et in vivo. Ces compositions renferment une partie d'un site actif, l'autre partie de ce site étant située sur le substrat d'ARN. Les sous-unités de la région site actif des compositions sont des nucléotides ou des analogues de nucléotides. Les compositions selon l'invention possèdent également des régions adjacentes contribuant à la formation d'une hybridation spécifique avec le substrat d'ARN. Les compositions préférées forment, en combinaison avec le substrat d'ARN, une structure ressemblant à une tête de marteau. Le site actif des compositions selon l'invention est caractérisé par la présence de I<15.1> qui permet le clivage de substrats d'ARN contenant du C<16.1>.
• A concise synthesis of isoguanine 2ʹ-deoxyriboside and its adenine-like triplex formation when incorporated into DNA
  作者：Andrew J. Walsh、Carl H. Schwalbe、William Fraser

  DOI：10.24820/ark.5550190.p011.460

  日期：——