N-[9-((1R,3S,4R)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide | 634612-42-3

• 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-((1R,3S,4R)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide
• CAS: 634612-42-3
• 化学式: C₁₅H₂₁N₅O₄
• 分子量: 335.363
• InChiKey: BSAKEDLSXOPFGV-BBBLOLIVSA-N

物化性质

• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  133.13
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-[9-((1R,3S,4R)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide 在 吡啶 、 亚磷酸二苯酯 作用下， 反应 33.16h， 生成 (1S,2R,4R)-2-(hydroxymethyl)-4-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)cyclopentyl hydrogen phosphonate triethylammonium salt
  参考文献：
  名称：

  [EN] 3'3'-CYCLIC DINUCLEOTIDE ANALOGUE COMPRISING A CYCLOPENTANYL MODIFIED NUCLEOTIDE AS STING MODULATOR
  [FR] ANALOGUE DU DINUCLÉOTIDE 3'3'-CYCLIQUE COMPRENANT UN NUCLÉOTIDE MODIFIÉ PAR CYCLOPENTANYLE UTILISÉ EN TANT QUE MODULATEUR DE STING

  摘要：

  本公开涉及包含碳环核苷酸及其衍生物的3'3'-环二核苷酸，可以调节STING适配蛋白的活性。

  公开号：

  WO2020178768A1
• 作为产物：
  描述：

  2-Chloro-2'-deoxycarbainosine 在 platinum(IV) oxide 吡啶 、 三甲基氯硅烷 、 氢气 、 一水合肼 作用下， 以 甲醇 、 水 为溶剂， 反应 67.75h， 生成 N-[9-((1R,3S,4R)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide
  参考文献：
  名称：

  8-Methylguanosine:  A Powerful Z-DNA Stabilizer

  摘要：

  Various modified guanine derivatives were synthesized and introduced into G(4) Of d(CGCGCG)(2) to evaluate their capacity to stabilize Z-form DNA. It was found that the incorporation of 8-methylguanosine (m(8)rG) in oligonucleotides stabilizes the Z form more dramatically than does the incorporation of 8-methyl-2'-deoxyguanosine (m(8)G). This enhancement is ascribed to a reduction in the entropic penalty, which arises from the introduction of hydrophilic groups in solvent-exposed regions. they incorporation of m(8)rG into DNA sequences markedly stabilizes the Z form even in the absence of NaCl. The Z-DNA stabilizer allows oligonucleotides with a wide range of sequences to be converted to the Z form. It could be a powerful tool for examining the molecular basis of many types of Z-form-specific reactions at the molecular level under physiological salt conditions.

  DOI：

  10.1021/ja036233i