3'-O-acetyladenosine | 6554-21-8

• 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: 3'-O-acetyladenosine
• 英文别名: O^3'-acetyl-adenosine；O^3'-Acetyl-adenosin；3'-O-Acetyl-adenosin；3'-O-Acetyladenosin；3'-Acetyl-adenosin；3'-Acetyladenosin；[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] acetate
• CAS: 6554-21-8
• 化学式: C₁₂H₁₅N₅O₅
• 分子量: 309.282
• InChiKey: VMHCBARXJWMNTB-WOUKDFQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  benzophenone O-acetyl oxime 、 腺苷 在 Pseudomonas Cepacia lipase on ceramic 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以77%的产率得到3'-O-acetyladenosine
  参考文献：
  名称：

  通过洋葱假单胞菌的支持脂肪酶对 2'-脱氧核苷和核糖核苷进行多功能且方便的区域选择性酰化

  摘要：

  摘要 洋葱假单胞菌脂肪酶负载在陶瓷颗粒（脂肪酶 PS-C）和硅藻土（脂肪酶 PS-D）上，将 2'-脱氧核苷和核糖核苷区域选择性酰化为 3'-O-乙酰基-2'-脱氧核苷和 3'-O-乙酰基-核糖核苷与肟酯在室温下在有机溶剂中。这种酶促反应很重要，因为区域选择性是完全的；观察到任何其他区域异构体和 N-酰化产物。

  DOI：

  10.1080/00397910008086919

文献信息

• The Action of Adenosine Deaminase (E.C. 3.5.4.4.) on Adenosine and Deoxyadenosine Acetates: The Crucial Role of the 5′-Hydroxy Group for the Enzyme Activity
  作者：Pierangela Ciuffreda、Silvana Casati、Enzo Santaniello

  DOI：10.1016/s0040-4020(00)00222-2

  日期：2000.5

  From adenosine 1, 2′-deoxyadenosine 3 and 3′-deoxyadenosine 5 all the acetates were prepared by lipase-catalyzed reactions. Only the acetates with free 5′-hydroxy group were deaminated by adenosine deaminase (ADA), confirming the crucial role of 5′-OH for the enzyme activity.

  从腺苷1，2'-脱氧腺苷3和3'-脱氧腺苷5个所有乙酸盐是由脂肪酶催化的反应制备。只有带有游离5'-羟基的乙酸盐才被腺苷脱氨酶（ADA）脱氨，这证实了5'-OH对酶活性的关键作用。
• Building block capable of functional entity transfer to nucleophil
  申请人：Gouliaev Haahr Alex

  公开号：US20050176948A1

  公开（公告）日：2005-08-11

  A building block having the dual capabilities of transferring the genetic information e.g. by recognising an encoding element and transferring a functional entity to a recipient reactive group is diclosed. The building block can be designed with an adjustable transferability taking into account the components of the building block. The building block may be used in the generation of a single complex or libraries of different complexes, wherein the complex comprises an encoded molecule linked to an encoding element. Libraries of complexes are useful in the quest for pharmaceutically active compounds.

  本发明揭示了一种具有双重功能的构建块，可以通过识别编码元素传递遗传信息，并将功能实体传递给接受者反应组。该构建块可以设计为可调节的可传递性，考虑到构建块的组成部分。该构建块可以用于生成单个复合物或不同复合物的库，其中复合物包括与编码元素链接的编码分子。复合物库对于寻找药物活性化合物非常有用。
• Building block capable of transferring a functional entity
  申请人：Gouliaev Haahr Alex

  公开号：US20060166197A1

  公开（公告）日：2006-07-27

  A building block having the dual capabilities of transferring the genetic information e.g. by recognising an encoding element and transferring a functional entity to a recipient reactive group is disclosed. The building block can be designed with an adjustable transferability taking into account the components of the building block. The building block may be used in the generation of a single complex or libraries of different complexes, wherein the complex comprises an encoded molecule linked to an encoding element. Libraries of complexes are useful in the quest for pharmaceutically active compounds.

  本发明公开了一种具有双重功能的构建块，可以通过识别编码元素来传递遗传信息，并将功能实体传递给接受者反应组。该构建块可以设计为可调节的可转移性，考虑到构建块的组成部分。该构建块可以用于生成单个复合物或不同复合物的库，其中复合物包括与编码元素相连的编码分子。复合物库对于寻找具有药用活性的化合物非常有用。
• Building block forming a c-c bond upon reaction
  申请人：Gouliaev Haahr Alex

  公开号：US20050221318A1

  公开（公告）日：2005-10-06

  A building block having the dual capabilities of recognising an encoding element and transferring a functional entity to a recipient reactive group is disclosed. The building block may be used in the generation of a single complex or libraries of different complexes, wherein the complex comprises an encoded molecule linked to an encoding element. Libraries of complexes are useful in the quest for pharmaceutically active compounds.

  揭示了一种具有识别编码元素和将功能实体传输到接收反应性基团的双重能力的构建块。该构建块可用于生成单个复杂体或不同复杂体的库，其中复杂体包括与编码元素链接的编码分子。复杂体库在寻找药物活性化合物方面非常有用。
• Building block forming a c-c or a c-hetero atom bond uponreaction
  申请人：Gouliaev Haahr Alex

  公开号：US20050247001A1

  公开（公告）日：2005-11-10

  A building block having the dual capabilities of transferring genetic information and functional entity precursor to a recipient reactive group is disclosed. The building block may be used in the generation of a single complex or libraries of different complexes, wherein the complex comprises an encoded molecule linked to an encoding element. Libraries of complexes are useful in the quest for pharmaceutically active compounds.

  本发明公开了一种构件，它具有将遗传信息和功能实体前体转移到受体反应基团的双重功能。该构件可用于生成单个复合物或不同复合物库，其中复合物包括与编码元件相连的编码分子。复合物库有助于寻找具有医药活性的化合物。