8-bromo-adenosine-2',3'-carbonate | 34436-26-5

• 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: 8-bromo-adenosine-2',3'-carbonate
• 英文别名: (3aR,4R,6R,6aR)-4-(6-amino-8-bromopurin-9-yl)-6-(hydroxymethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-2-one
• CAS: 34436-26-5
• 化学式: C₁₁H₁₀BrN₅O₅
• 分子量: 372.135
• InChiKey: FCYQLURHIJJKHX-UUOKFMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  8-bromo-adenosine-2',3'-carbonate 在 硫脲 作用下， 生成 8,2'-S-cyclo-adenosine
  参考文献：
  名称：

  The Synthesis of Cyclonucleotides with Fixed Glycosidic Bond Linkages as Putative Agonists for P2-Purinergic Receptors

  摘要：

  Cyclonucleotides with fixed glycosidic bond linkages were investigated as possible ligands for purinoceptors in PC12 cells. P2Y(2)-purinoceptors were not activated by the ATP analogue, 8,2'-thioanhydroadenosine-5'-triphosphate (4) and only weakly by the UTP analogue, 2,2'-anhydrouridine-5'-triphosphate (6). However, both analogues were agonists for P2X(2)-purinoceptors although the potencies were approximately 30-fold less than that of the parent nucleotides.

  DOI：

  10.1080/15257770008035026

文献信息

• Wise, Dean S.; Milne, George H.; Townsend, Leroy B., Heterocycles, 1981, vol. 15, # 1, p. 345 - 348
  作者：Wise, Dean S.、Milne, George H.、Townsend, Leroy B.

  DOI：——

  日期：——
• The Synthesis of Cyclonucleotides with Fixed Glycosidic Bond Linkages as Putative Agonists for P2-Purinergic Receptors
  作者：Girolamo Tusa、Juta K. Reed

  DOI：10.1080/15257770008035026

  日期：2000.4

  Cyclonucleotides with fixed glycosidic bond linkages were investigated as possible ligands for purinoceptors in PC12 cells. P2Y(2)-purinoceptors were not activated by the ATP analogue, 8,2'-thioanhydroadenosine-5'-triphosphate (4) and only weakly by the UTP analogue, 2,2'-anhydrouridine-5'-triphosphate (6). However, both analogues were agonists for P2X(2)-purinoceptors although the potencies were approximately 30-fold less than that of the parent nucleotides.