9-β-D-erythrofuranosyladenine | 17019-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-β-D-erythrofuranosyladenine
• 英文别名: Beta-D-Erythrofuranosyl-Adenosine；(2R,3R,4R)-2-(6-aminopurin-9-yl)oxolane-3,4-diol
• CAS: 17019-46-4
• 化学式: C₉H₁₁N₅O₃
• 分子量: 237.218
• InChiKey: DTGVOXMKTYPSSO-NVMQTXNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N6-benzoyl-9-(2',3'-di-O-acetyl-β-D-erythrofuranosyl)adenine 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 9-β-D-erythrofuranosyladenine
  参考文献：
  名称：

  (13C)-Substituted erythronucleosides: synthesis and conformational analysis by proton and carbon-13 NMR spectroscopy

  摘要：

  The erythronucleosides, 9-beta-D-erythrofuranosyladenine (1b), 1-beta-D-erythrofuranosylcytosine (2b), 9-beta-D-erythrofuranosylguanine (3b), and 1-beta-D-erythrofuranosyluracil (4b), were synthesized with and without C-13-substitution at C1' of the furanose ring. 75-MHz C-13 and 620-MHz H-1 NMR spectra of 1-4b were interpreted, in the latter case with the assistance of spectral simulation, and H-1-H-1, C-13-H-1, and C-13-C-13 spin couplings were used to assess furanose conformation. 3J(HH) data in (H2O)-H-2 were treated by computer to determine the preferred north and south conformers, their puckering amplitudes, and their mole fractions in solution, and J(CH) data were used to complement this analysis. A similar treatment of spin coupling data for the corresponding ribonucleosides 1-4a was also conducted to permit a comparison of furanose conformations in both series of compounds. Results show that the removal of the exocyclic hydroxymethyl group from 1-4a, giving 1-4b, significantly enhances the proportion of south conformers in aqueous ((H2O)-H-2) solution.

  DOI：

  10.1021/jo00032a032

文献信息

• Biomimetic Simulation of Free Radical-Initiated Cascade Reactions Postulated To Occur at the Active Site of Ribonucleotide Reductases¹
  作者：Morris J. Robins、Zhiqiang Guo、Mirna C. Samano、Stanislaw F. Wnuk

  DOI：10.1021/ja983449p

  日期：1999.2.1

  erythrofuranosyl nucleosides. Analogous treatment of 6‘-O-nitro esters of homonucleosides [(5-deoxy-β-d-ribo-hexofuranosyl)adenine or uracil nucleosides derived from d-glucose] resulted in generation of a 6‘-oxygen radical followed by abstraction of H3‘ by a [1,5]-hydrogen shift. Radical quenching with tributyltin deuteride gave 3‘-[2H]homonucleosides. This deuterium transfer, and inversion of configuration at C3‘

  在升高的温度下用三丁基锡烷和 AIBN 处理核苷的 5'-O-硝基酯导致所得 5'-氧自由基的 β-断裂，得到甲醛和脱同系的赤呋喃糖基核苷。同核苷的 6'-O-硝基酯 [（5-脱氧-β-d-核糖-己呋喃糖基）腺嘌呤或来自 d-葡萄糖的尿嘧啶核苷] 的类似处理导致 6'-氧自由基的产生，然后提取H3' 通过 [1,5]-氢位移。用氘化三丁基锡进行自由基淬灭得到 3'-[2H] 同核苷。这种氘转移和 C3' 上未受保护的同核苷的构型反转证实了 C3' 自由基的中继生成。含有 2'-氯 (30) 或 2'-O-甲苯磺酰基 (40) 取代基的同核苷的 6'-O-硝基酯的类似处理导致起始材料完全消失并生成 (R)-2-(2 -羟乙基)-3(2H)-呋喃酮(33)。6'-氧自由基的产生，H3'的[1,5]-氢位移得到C3'自由基......
• [EN] SYNTHETIC ANTIGENS FOR TUBERCULOSIS DETECTION<br/>[FR] ANTIGÈNES SYNTHÉTIQUES POUR LA DÉTECTION DE LA TUBERCULOSE
  申请人：KEI INTERNATIONAL LTD

  公开号：WO2020030034A1

  公开（公告）日：2020-02-13

  Provided herein are a synthetic antigen and a solid substrate comprising an antigen immobilized thereto and a method for immobilizing said antigen onto a solid substrate. Provided herein are also a biosensor and tuberculosis detection system comprising said solid substrate. Provided herein is also a method of detecting the presence of antibodies against mycobacterial material in a sample using said synthetic antigen or solid substrate.

  本文提供了一种合成抗原和固体基质，包括固定在其上的抗原以及将该抗原固定在固体基质上的方法。本文还提供了一种生物传感器和结核病检测系统，包括所述固体基质。本文还提供了一种使用所述合成抗原或固体基质检测样品中抗结核杆菌物质抗体存在的方法。
• Obesity small molecules
  申请人：Akron Molecules GmbH

  公开号：EP2633884A1

  公开（公告）日：2013-09-04

  The present invention relates to new therapies to treat obesity and related diseases, as well as for reducing triglyceride levels and body weight.

  本发明涉及治疗肥胖症和相关疾病以及降低甘油三酯水平和体重的新疗法。
• KLINE, PAUL C.;WU, JIAN;SERIANNI, ANTHONY S., 197TH ACS NAT. MEET., DALLAS, TEX., APR. 9-14, 1989, WASHINGTON (D. C.),(+
  作者：KLINE, PAUL C.、WU, JIAN、SERIANNI, ANTHONY S.

  DOI：——

  日期：——
• METHOD FOR THE SELECTIVE THERAPY OF DISEASE
  申请人：Lubin, Adam

  公开号：EP2192905A2

  公开（公告）日：2010-06-09

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