8-溴腺苷 5'-二磷酸酯 | 23600-16-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 中文名称: 8-溴腺苷 5'-二磷酸酯
• 中文别名: 4,6,7-异喹啉三醇,1,2,3,4-四氢-1,2-二甲基-,(1R,4S)-rel-；8-溴腺苷5'-二磷酸酯
• 英文名称: 8-bromoadenosine diphosphate
• 英文别名: 8-bromo-ADP；8-bromo-O^5'-trihydroxydiphosphoryl-adenosine；diphosphoric acid mono-(8-bromo-adenosin-5'-yl) ester；8-Brom-adenosin-5'-diphosphat；8-Bromadenosindiphosphat；8-Br-ADP；8-Bromoadenosine-5'-diphosphate；[(2R,3S,4R,5R)-5-(6-amino-8-bromopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• CAS: 23600-16-0
• 化学式: C₁₀H₁₄BrN₅O₁₀P₂
• 分子量: 506.1
• InChiKey: KVVVTFSHHQCHNZ-UUOKFMHZSA-N

物化性质

• 沸点：
  911.4±75.0 °C(Predicted)
• 密度：
  2.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  233
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  8-溴腺苷 5'-二磷酸酯 在 sodium hydrogensulfide 作用下， 生成 8-巯基-ADP
  参考文献：
  名称：

  Synthesis and biological activity of a bivalent nucleotide inhibitor of ribonucleotide reductase

  摘要：

  A novel nucleotide inhibitor (ADP-S-HBES-S-dGTP) of mouse ribonucleotide reductase was designed to span the active site and the allosteric specificity site of the enzyme. The inhibitor contains ADP and dGTP moieties which are linked by 1,6-hexane-(bis-ethylenesulfone), and has a K-i value of 12 muM. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00481-9
• 作为产物：
  描述：

  二磷酸腺苷 在 溴 、 sodium acetate 作用下， 反应 2.0h， 以95%的产率得到8-溴腺苷 5'-二磷酸酯
  参考文献：
  名称：

  8-(6-Aminohexyl) amino-cyclic ATPR: A new affinity probe for the study of cyclic ADPR-binding proteins

  摘要：

  8-(6-Aminohexyl) amino-cyclic ATPR, a new affinity probe for the study of cADPR-binding proteins, was prepared in four steps with an overall yield of 21%. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00306-5

文献信息

• Advanced drug development and manufacturing
  申请人：Los Alamos National Security, LLC

  公开号：EP2511844A2

  公开（公告）日：2012-10-17

  There is described an apparatus for measuring protein characteristics comprising an X-ray fluorescence (XRF) spectrometer comprising a source of polychromatic X-rays, an X-ray detector, a protein, a molecule that has been exposed to and at least weakly binds to the protein, a plurality of X-ray fluorescence signal data obtained by irradiating chemical elements in the protein and molecule with the polychromatic X-rays and a security system for maintaining records for the data from the plurality of X-ray fluorescence signal measurements. There is also described an x-ray microscope for measuring a sample.

  描述了一种测量蛋白质特性的仪器，该仪器包括一个 X 射线荧光 (XRF) 光谱仪，其中包括一个多色 X 射线源、一个 X 射线探测器、一个蛋白质、一个已暴露于该蛋白质并至少与该蛋白质弱结合的分子、通过用多色 X 射线照射蛋白质和分子中的化学元素而获得的多个 X 射线荧光信号数据，以及一个用于维护多个 X 射线荧光信号测量数据记录的安全系统。此外，还介绍了一种用于测量样品的 X 射线显微镜。
• Hydrolysis of P2-Purinoceptor agonists by a purified ectonucleotidase from the bovine aorta, the ATP-diphosphohydrolase
  作者：Maryse Picher、Jean Sévigny、Pédro D'Orléans-Juste、Adrien R. Beaudoin

  DOI：10.1016/0006-2952(96)00086-x

  日期：1996.6

  Pharmacologists are becoming more and more aware of the possibility that certain ATP analogues currently used to classify the P-2-purinoceptors are dephosphorylated by ectonucleotidases. In this study, we provide evidence that in the vascular system, these purine analogues are hydrolysed by an ATP-diphosphohydrolase (ATPDase). This enzyme is known as the major plasma membrane nucleotidase of endothelial and smooth muscle cells, and is believed to dephosphorylate extracellular triphospho- and diphosphonucleosides. Assays were conducted with a purified ATPDase from smooth muscle cells of bovine aorta. At a concentration of 250 mu M, adenosine 5'-(alpha,beta-methylene) triphosphonate (alpha,beta-metATP), adenosine 5'-(beta,gamma-methylene) triphosphonate (beta,gamma-metATP), adenosine 5'-(alpha,beta-methylene) diphosphonate (alpha,beta-metADP), adenylyl 5'-(beta,gamma-imido) diphosphonate (beta,gamma-imidoATP) and adenosine 5'-O-(2-thiodiphosphate) (ADP beta S) all resisted dephosphorylation, whereas 2-chloroadenosine triphosphate (2-chloroATP), 2-methylthioadenosine triphosphate (2-MeSATP) and 8-bromoadenosine triphosphate (8-bromoATP) were hydrolysed at 99, 63, and 20% of the rate of ATP hydrolysis, respectively. All the non-hydrolysable analogues tested, except alpha,beta-metADP, competed with ATP and ADP for the ATPDase catalytic site, reducing their hydrolysis by 35-50%. Apparent K-m values for ATP and ADP were estimated at 14.1 and 12.0 mu M, respectively, whereas apparent K-m and K-i values for the purine analogues ranged from 12 to 28 mu M These results strongly support the view that (1) the ATPDase is expected to reduce substantially the P-2-response induced by ATP, ADP, and some hydrolysable agonists; and (2) by competing with the hydrolysis of endogenously released ATP and ADP, non-hydrolysable analogues could alter the amplitude or direction of the cellular response induced by these natural substrates.
• ADVANCED DRUG DEVELOPMENT AND MANUFACTURING
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519A2

  公开（公告）日：2009-08-05
• X-RAY FLUORESCENCE ANALYSIS METHOD
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519B1

  公开（公告）日：2012-08-01
• X-ray microscope
  申请人：XRpro Sciences, Inc.

  公开号：EP2511844B1

  公开（公告）日：2015-08-12