8-bromo-9-(β-D-xylofuranosyl)adenine | 15830-78-1

• 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-9-(β-D-xylofuranosyl)adenine
• 英文别名: 1-(6-amino-8-bromo-purin-9-yl)-β-D-1-deoxy-xylofuranose；8-bromoadenosine；8-Brom-9-(β-D-xylofuranosyl)-adenin；8-Brom-9-β-D-xylofuranosyladenin；32SY6L5Lht；(2R,3R,4R,5R)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 15830-78-1
• 化学式: C₁₀H₁₂BrN₅O₄
• 分子量: 346.14
• InChiKey: VJUPMOPLUQHMLE-FTWQFJAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 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：

  8-bromo-9-(β-D-xylofuranosyl)adenine 在 双(二异丙基氨基)(2-氰基乙氧基)膦 、 四氮唑 、 dimethyl sulfide borane 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Sp 8-bromoadenosine-3',5'-cyclic boranophosphate
  参考文献：
  名称：

  [EN] NEW BORANOPHOSPHATE ANALOGUES OF CYCLIC NUCLEOTIDES
  [FR] NOUVEAUX ANALOGUES BORANOPHOSPHATES DE NUCLÉOTIDES CYCLIQUES

  摘要：

  本发明涉及新型硼磷酸酯类环核苷酸类似物。该发明进一步涉及将这类化合物用作信号转导研究的试剂或用作调节环核苷酸调控的结合蛋白和同工酶的调节剂，和/或用作亲和层析的水解和氧化抗性配体，用于抗体生产或诊断应用，例如在芯片表面，和/或作为器官移植保存溶液的添加剂。

  公开号：

  WO2012130829A1
• 作为产物：
  描述：

  1,2-Di-O-acetyl-3,5-di-O-(p-nitrobenzoyl)-D-xylofuranose 在 甲醇 、 氨 、 溴 、 四氯化锡 作用下， 以 水 、 乙腈 为溶剂， 反应 120.0h， 生成 8-bromo-9-(β-D-xylofuranosyl)adenine
  参考文献：
  名称：

  8-Substituted Adenine β-D-Xylofuranosides and α-L-Arabinofuranosides

  摘要：

  9-(beta-D-Xylofuranosyl)adenine and 9-(alpha-L-arabinofuranosyl)adenine have been modified to give a series of gr-amino-substituted nucleosides. Convenient methods of halogenation of these nucleosides and reactions of 8-halogenated nucleosides with various amines are described. No significant cytotoxic or antiviral activity was found.

  DOI：

  10.1080/15257779508009752

文献信息

• JANKOWSKI, ALEKSANDER J.;WISE, DEAN S. (JR);TOWNSEND, LEROY B., NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 339-348
  作者：JANKOWSKI, ALEKSANDER J.、WISE, DEAN S. (JR)、TOWNSEND, LEROY B.

  DOI：——

  日期：——
• DONG, LINGJLAO;SHI, YUNCHUO;MA, LINGTAI;ZHANG, LIHE, GAODEHN SYUEHSYAO XUASYUEH SYUEHBAO, 11,(1990) N, S. 93-95
  作者：DONG, LINGJLAO、SHI, YUNCHUO、MA, LINGTAI、ZHANG, LIHE

  DOI：——

  日期：——
• ADENOSINE ANALOG AND ITS USE IN REGULATING THE CIRCADIAN CLOCK
  申请人：NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING

  公开号：US20210338706A1

  公开（公告）日：2021-11-04

  The present invention provides a kind of nucleoside analogue compounds, and a composition comprising the compound and pentostatin, their use for modulating circadian rhythm, preferably, for shifting circadian phase, and methods for modulating circadian rhythm, preferably, for shifting circadian phase via the compound or the composition.
• [EN] ADENOSINE ANALOG AND ITS USE IN REGULATING THE CIRCADIAN CLOCK<br/>[FR] ANALOGUE D'ADÉNOSINE ET SON UTILISATION DANS LA RÉGULATION DE L'HORLOGE CIRCADIENNE
  申请人：NAT INSTITUTE OF BIOLOGICAL SCIENCES BEIJING

  公开号：WO2018133854A1

  公开（公告）日：2018-07-26

  Provided are a kind of nucleoside analogue compounds, and compositions comprising these compounds and pentostatin, their use for modulating circadian rhythm, preferably, for shifting circadian phase, and methods for modulating circadian rhythm, preferably, for shifting circadian phase via these compounds or the compositions.
• [EN] NEW BORANOPHOSPHATE ANALOGUES OF CYCLIC NUCLEOTIDES<br/>[FR] NOUVEAUX ANALOGUES BORANOPHOSPHATES DE NUCLÉOTIDES CYCLIQUES
  申请人：BIOLOG LIFE SCIENCE INST FORSCHUNGSLABOR UND BIOCHEMICA VERTRIEB GMBH

  公开号：WO2012130829A1

  公开（公告）日：2012-10-04

  The present invention relates to novel boranophosphate analogues of cyclic nucleotides. The invention further relates to the use of such compounds as reagents for signal transduction research or as modulators of cyclic nucleotide-regulated binding proteins and isoenzymes thereof, and/or as hydrolysis- and oxidation-resistant ligands for affinity chromatography, for antibody production or for diagnostic applications e.g. on chip surfaces and/or as additive for organ transplantation storage solutions.

  本发明涉及新型硼磷酸酯类环核苷酸类似物。该发明进一步涉及将这类化合物用作信号转导研究的试剂或用作调节环核苷酸调控的结合蛋白和同工酶的调节剂，和/或用作亲和层析的水解和氧化抗性配体，用于抗体生产或诊断应用，例如在芯片表面，和/或作为器官移植保存溶液的添加剂。