2',5'-Di-O-acetyl-uridin | 5517-64-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: 2',5'-Di-O-acetyl-uridin
• 英文别名: ((2R,3R,4R,5R)-4-Acetoxy-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl acetate；[(2R,3R,4R,5R)-4-acetyloxy-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl acetate
• CAS: 5517-64-6
• 化学式: C₁₃H₁₆N₂O₈
• 分子量: 328.279
• InChiKey: SLDRHFWCSAXLIK-HJQYOEGKSA-N

物化性质

• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2',5'-Di-O-acetyl-uridin 生成 [(2R,3R,4R,5R)-4-acetyloxy-5-(2,4-dioxopyrimidin-1-yl)-3-(oxan-2-yloxy)oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  KIERZEK, R.;MARKIEWICZ, W. T.;IMIOLCZYK, B., BIOPHOSPHAT. AND ANALOGUES: SYNTH., STRUCT. METAB. AND ACTIV. PROC. 2ND I+

  摘要：

  DOI：
• 作为产物：
  描述：

  尿嘧啶核苷 生成 2',5'-Di-O-acetyl-uridin
  参考文献：
  名称：

  KIERZEK, R.;MARKIEWICZ, W. T.;IMIOLCZYK, B., BIOPHOSPHAT. AND ANALOGUES: SYNTH., STRUCT. METAB. AND ACTIV. PROC. 2ND I+

  摘要：

  DOI：

文献信息

• Regioselective enzymatic acylation of pharmacologically interesting nucleosides in 2-methyltetrahydrofuran, a greener substitute for THF
  作者：Yolanda Simeó、José Vicente Sinisterra、Andrés R. Alcántara

  DOI：10.1039/b818992g

  日期：——

  1-β-Arabinofuranosyl uracil, 9-β-arabinofuranosyl adenosine, 2′-O-(2-methoxyethyl)-5-methyl uridine, adenosine and uridine were enzymatically acylated with hexanoic anhydride and vinyl esters by CALB lipase (lipase B from Candida antarctica) with excellent regioselectivity in many cases and analytical reaction yields above 90%. The influence of the stereochemistry of the hydroxyl group on C-2′ was studied. Some of these esterifications were carried out in 2-methyltetrahydrofuran (MeTHF), which is described as an excellent substitute for THF in biocatalysed processes in organic media. This application for this green solvent is a proof-of-concept opening the use of MeTHF in biotransformations.

  1-β-阿拉伯呋喃糖基尿嘧啶、9-β-阿拉伯呋喃糖基腺苷、2′-O-(2-甲氧基乙基)-5-甲基尿苷、腺苷和尿苷在南极假丝酵母酯酶B（CALB）的催化下，与己酸酐和乙烯酯进行酶法酰化反应，具有优异的区域选择性，反应产率高于90%。研究了C-2′羟基的立体化学性质对反应的影响。一些酰化反应在2-甲基四氢呋喃（MeTHF）中进行，该溶剂被认为是生物催化过程中有机介质中四氢呋喃的优良替代品。这种绿色溶剂的应用验证了其在生物转化中使用的概念，为MeTHF的应用开辟了道路。
• Acylated uridine and cytidine and uses thereof
  申请人：Pro Neuron, Inc.

  公开号：US20020035086A1

  公开（公告）日：2002-03-21

  The invention relates to compositions comprising acyl derivatives of cytidine and uridine. The invention also relates to methods of treating hepatopathies, diabetes, heart disease, cerebrovascular disorders, Parkinson's disease, infant respiratory distress syndrome and for enhancement of phospholipid biosynthesis comprising administering the acyl derivatives of the invention to an animal.

  本发明涉及包含胞苷和尿苷的酰基衍生物的组合物。本发明还涉及将本发明的酰基衍生物用于治疗肝病、糖尿病、心脏病、脑血管疾病、帕金森病、婴儿呼吸窘迫综合症和增强磷脂生物合成的方法，包括将本发明的酰基衍生物给动物使用。
• ACYLATED URIDINE AND CYTIDINE AND USES THEREOF
  申请人：PRO-NEURON, INC.

  公开号：EP0339075A1

  公开（公告）日：1989-11-02
• PROCESS FOR THE SELECTIVE ENZYMATIC HYDROLYSIS OF NUCLEOSIDE POLYESTERS
  申请人：Innovate Biotechnology S.R.L.

  公开号：EP1466004A1

  公开（公告）日：2004-10-13
• US5470838A
  申请人：——

  公开号：US5470838A

  公开（公告）日：1995-11-28