腺苷-2,8-T2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 腺苷-2,8-T2
• 英文名称: 2,8-[³H]-adenosine
• 英文别名: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-2,8-ditritio-3H-purin-9-yl)oxolane-3,4-diol
• 化学式: C₁₀H₁₃N₅O₄
• 分子量: 271.228
• InChiKey: OIRDTQYFTABQOQ-PKNMYNGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  腺苷-2,8-T2 在 溶剂黄146 、 sodium nitrite 作用下， 反应 24.0h， 以90%的产率得到<2,8-³H>inosine
  参考文献：
  名称：

  Synthesis of tritium-labeled components of nucleic acids of the hypoxanthine series

  摘要：

  DOI：

  10.1007/bf00602471
• 作为产物：
  描述：

  腺苷 在 platinum on activated charcoal 氢气 作用下， 反应 24.0h， 生成 腺苷-2,8-T2
  参考文献：
  名称：

  HTO中Pd / C催化的简便高效的合成后Tri标记方法

  摘要：

  我们已经开发了一种使用Pd / C-HTO-H 2系统的便捷高效的tri标记方法。该方法可以在无T 2气体的条件下在高度稀释的HTO中提供多tri标记的化合物，并且由于无需通过硅胶柱色谱进行纯化，因此会带来环境友好的影响，这会导致大量放射性废物（如硅胶和洗脱液）的产生。

  DOI：

  10.1021/jo0517545
• 作为试剂：
  描述：

  5’-三磷酸腺苷 在 human cytidine kinase 、 腺苷-2,8-T2 作用下， 以 水 为溶剂， 生成 二磷酸腺苷
  参考文献：
  名称：

  Striking Ability of Adenosine-2′(3′)-deoxy-3′(2′)-triphosphates and Related Analogues to Replace ATP as Phosphate Donor for All Four Human, and theDrosophila Melanogaster, Deoxyribonucleoside Kinases

  摘要：

  In extension of an earlier report, six non-conventional analogues of ATP, three adenosine-2'-triphosphates (3'-deoxy, 3'-deoxy-3'-fluoro- and 3'-deoxy-3'-fluoroxylo-), and three adenosine-3'-triphosphates (2'-deoxy-, 2'-deoxy-2'-fluoro- and 2'-deoxy-2'-fluoroara-), were compared with ATP as potential phosphate donors for human deoxycytidine kinase (dCK), cytosolic thymidine kinase (TK1), mitochondrial TK2, deoxyguanosine kinase (dGK), and the deoxyribonucleoside kinase (dNK) from Drosophila melanogaster. With one group of enzymes, comprising TK1, TK2, dNK and dCK (with dAdo as acceptor), only 3'-deoxyadenosine-2'-triphosphate was an effective donor (5-60% that for ATP), and the other five analogues much less so, or inactive. With a second set, including dCK (dCyd, but not dAdo, as acceptor) and dGK (dGuo as acceptor), known to share high sequence similarity (approximate to 45% sequence identity), all six analogues were good to excellent donors (13-119% that for ATP). With dCK and ATP1, products were shown to be 5'-phosphates. With dCK, donor properties of the analogues were dependent on the nature of the acceptor, as with natural 5'-triphosphate donors. With dCK (dCyd as acceptor), K-m and V-max for the two 2'(3)deoxyadenosine-3'(2')-triphosphates are similar to those for ATP. With dGK, K-m values are higher than for ATP, while V-max values are comparable. Kinetic studies further demonstrated Michaelis-Menten (non-cooperative) or cooperative kinetics, dependent on the enzyme employed and the nature of the donor. The physiological significance, if any, of the foregoing remains to be elucidated. The overall results are, on the other hand, highly relevant to studies on the modes of interaction of nucleoside kinases with donors and acceptors; and, in particular, to interpretations of the recently reported crystal structures of dGK with bound ATP, of dNK with bound dCyd, and associated modeling studies.

  DOI：

  10.1081/ncn-120019510

文献信息

• N6-alkyladenosines and adenines labelled with tritium
  作者：Jan Hanu?、V?ra Siglerov�、Miroslav Matucha

  DOI：10.1002/(sici)1099-1344(200004)43:5<523::aid-jlcr339>3.0.co;2-o

  日期：2000.4

  Catalytic dehalogenation of 2-chloroadenosine with tritium gas led to tritium labelled adenosine which was subsequently alkylated with (E)-4-t-butoxy-3-methylbut-2-enyl bromide or with 3-methylbut-2-enyl bromide to yield labelled (E)-N-6-(4-t-butoxy-3-methylbut-2-enyl)adenosine (<(2a)under bar>) and N-6-(3-methylbut-2-enyl)adenosine (<(2b)under bar>). Acidic hydrolysis of 2b gave N6-(3-methylbut-2-enyl)adenine while acidolysis of 2a with trifluoroacetic acid led to a mixture of (E)-zeatin riboside and (E)-zeatin. Hydrogenation of (Z/E)-zeatin riboside (H-3(2), PdO/BaSO4) afforded labelled dihydrozeatin riboside and, after hydrolysis, dihydrozeatin.
• KAMINSKIJ, YU. L.;IVANOVA, I. F.
  作者：KAMINSKIJ, YU. L.、IVANOVA, I. F.

  DOI：——

  日期：——
• Facile and Efficient Postsynthetic Tritium Labeling Method Catalyzed by Pd/C in HTO
  作者：Tomohiro Maegawa、Kosaku Hirota、Kenjiro Tatematsu、Yukio Mori、Hironao Sajiki

  DOI：10.1021/jo0517545

  日期：2005.12.1

  We have developed a facile and efficient tritium labeling method using a Pd/C−HTO−H2 system. This method can provide multitritium-labeled compounds in highly diluted HTO under T2 gas-free conditions, and is environmentally benign since purification by silica gel column chromatography is not necessary, which causes a large quantity of radioactive waste such as silica gel and eluent.

  我们已经开发了一种使用Pd / C-HTO-H 2系统的便捷高效的tri标记方法。该方法可以在无T 2气体的条件下在高度稀释的HTO中提供多tri标记的化合物，并且由于无需通过硅胶柱色谱进行纯化，因此会带来环境友好的影响，这会导致大量放射性废物（如硅胶和洗脱液）的产生。
• Synthesis of tritium-labeled components of nucleic acids of the hypoxanthine series
  作者：Yu. L. Kaminskii、I. F. Ivanova、L. S. Gordeeva、N. A. Patokina

  DOI：10.1007/bf00602471

  日期：——