[(2R,3S,5R)-5-[8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9-yl]-3-[6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoyloxy]oxolan-2-yl]methyl 6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoate | 1197993-19-3

• 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: [(2R,3S,5R)-5-[8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9-yl]-3-[6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoyloxy]oxolan-2-yl]methyl 6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoate
• CAS: 1197993-19-3
• 化学式: C₄₆H₆₁N₁₁O₁₅
• 分子量: 1008.06
• InChiKey: KWASOLCQPPRIEZ-BMPTZRATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  72
• 可旋转键数：
  32
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  359
• 氢给体数：
  6
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  1-甲基-1氢-5-醛基-咪唑 、 [(2R,3S,5R)-5-[8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9-yl]-3-[6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoyloxy]oxolan-2-yl]methyl 6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoate 在 二甲基铵-二甲基 作用下， 反应 48.0h， 以70%的产率得到
  参考文献：
  名称：

  Supramolecular hacky sacks (SHS), method of synthesis and applications thereof

  摘要：

  本发明涉及小分子自组装成分层结构形成的纳米粒子，称为SHS（由于其结构特征而得名）。这些SHS由精确的超分子组成，称为超分子G四链体（SGQs），当两性鸟嘌呤（G）衍生物在盐存在下通过非共价作用自组装时形成。所得到的SGQs由两性鸟嘌呤（G）亚基组成（在中性pH（pH>5.7）下精确地有八个亚基，在酸性pH（pH<5.7）下有十六个亚基）。SGQs是响应性实体，可进一步自组装以响应外部刺激，例如温度升高或pH值变化，从而形成上述的SHS。

  公开号：

  US10106572B1
• 作为产物：
  描述：

  prop-2-yn-1-yl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate 、 8-(3-acetylphenyl)-(3',5'-bis-O-(6-azidohexanoyloxy))-2'-deoxyquanosine 在 copper(ll) sulfate pentahydrate 、 维生素 C 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到[(2R,3S,5R)-5-[8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9-yl]-3-[6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoyloxy]oxolan-2-yl]methyl 6-[4-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]triazol-1-yl]hexanoate
  参考文献：
  名称：

  Nonpolymeric Thermosensitive Supramolecules

  摘要：

  Here we show 2'-deoxyguanosine derivatives that self-assemble in aqueous media into discrete supramolecular hexadecamers and exhibit the lower critical solution temperature (LCST) phenomenon. Spectroscopic, calorimetric, and electron microscopy studies support the fact that above the transition temperature (T-t) the supramolecules further assemble into nanoscopic spherical globules of low polydispersity. Furthermore, the T-t can be tuned to higher values by the addition of a more hydrophilic derivative. These findings uncover a new paradigm in the development of smart thermosensitive materials with properties and applications complementary to those of polymers.

  DOI：

  10.1021/ja9070927

文献信息

• Nonpolymeric Thermosensitive Supramolecules
  作者：José E. Betancourt、José M. Rivera

  DOI：10.1021/ja9070927

  日期：2009.11.25

  Here we show 2'-deoxyguanosine derivatives that self-assemble in aqueous media into discrete supramolecular hexadecamers and exhibit the lower critical solution temperature (LCST) phenomenon. Spectroscopic, calorimetric, and electron microscopy studies support the fact that above the transition temperature (T-t) the supramolecules further assemble into nanoscopic spherical globules of low polydispersity. Furthermore, the T-t can be tuned to higher values by the addition of a more hydrophilic derivative. These findings uncover a new paradigm in the development of smart thermosensitive materials with properties and applications complementary to those of polymers.
• Supramolecular hacky sacks (SHS), method of synthesis and applications thereof
  申请人：Rivera Jose M

  公开号：US10106572B1

  公开（公告）日：2018-10-23

  The invention is directed to small molecules that self-assemble hierarchically to form NPs termed SHS (due to their architectural features). These SHS are composed by precise supramolecules known as Supramolecular G-Quadruplexes (SGQs) which are formed when amphiphilic guanosine (G) derivatives that self-assemble in presence of salt by non-covalent interactions. The resulting SGQs are made of amphiphilic guanosine (G) subunits (with precisely eight subunits at neutral pH (pH>5.7) or sixteen subunits at acidic pH (pH<5.7)). The SGQs are responsive entities that further self-assemble upon an external stimulus, such as an increase in temperature or a change in pH, leading to the formation of the aforementioned SHS.

  本发明涉及小分子自组装成分层结构形成的纳米粒子，称为SHS（由于其结构特征而得名）。这些SHS由精确的超分子组成，称为超分子G四链体（SGQs），当两性鸟嘌呤（G）衍生物在盐存在下通过非共价作用自组装时形成。所得到的SGQs由两性鸟嘌呤（G）亚基组成（在中性pH（pH>5.7）下精确地有八个亚基，在酸性pH（pH<5.7）下有十六个亚基）。SGQs是响应性实体，可进一步自组装以响应外部刺激，例如温度升高或pH值变化，从而形成上述的SHS。