1-(5-O-β-D-ribofuranosyl-β-D-ribofuranosyl)uracil | 198267-18-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-(5-O-β-D-ribofuranosyl-β-D-ribofuranosyl)uracil
• 英文别名: 1-[5-[3,4-dihydroxy-5-hydroxymethyl-(2R,3R,4R,5R)-tetrahydro-2-furanyloxymethyl]-3,4-dihydroxy-(2R,3R,4R,5R)-tetrahydro-2-furanyl]-1,2,3,4-tetrahydro-2,4-pyrimidinedione；1-[(2R,3R,4S,5R)-5-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione
• CAS: 198267-18-4
• 化学式: C₁₄H₂₀N₂O₁₀
• 分子量: 376.32
• InChiKey: FPFICLNIIWPFTA-JXHPLLHESA-N

物化性质

• 熔点：
  241-242 °C
• 密度：
  1.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  178
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2',3'-二-O-苯甲酰基尿苷 在 三氟甲磺酸三甲基硅酯 、 氨 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 72.0h， 生成 1-(5-O-β-D-ribofuranosyl-β-D-ribofuranosyl)uracil
  参考文献：
  名称：

  Rodionov; Efimtseva; Fomicheva, Russian Journal of Bioorganic Chemistry, 1999, vol. 25, # 3, p. 179 - 185

  摘要：

  DOI：

文献信息

• Synthesis of analogues of the O-β-d-Ribofuranosyl Nucleoside Moiety of Liposidomycins. Part 1: contribution of the amino group and the Uracil Moiety upon the inhibition of MraY
  作者：C Dini、N Drochon、S Feteanu、J.C Guillot、C Peixoto、J Aszodi

  DOI：10.1016/s0960-894x(00)00715-0

  日期：2001.2

  The O-beta -D-ribofuranosyl nucleoside I is the minimal structural entity of liposidomycins maintaining enzyme inhibitory activity. Modifications performed on both the primary amine and the uracil moieties clearly demonstrate their major contribution to the inhibition of the bacterial translocase (MraY). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Disaccharide Nucleosides And Their Enzymatic And Chemical Incorporation Into Oligonucleotides
  作者：Ekaterina V. Efimtseva、Lubov S. Victorova、Andrei A. Rodionov、Boris S. Ermolinsky、Marina V. Fomitcheva、Vera L. Tunitskaya、Sergey N. Mikhailov、Mikko Oivanen、Arthur Van Aerschot、Piet Herdewijn

  DOI：10.1080/07328319808004701

  日期：1998.9

  A high yield synthesis of different O-ribofuranosylnucleosides has been achieved. Kinetics of the acid-catalysed hydrolysis of disaccharide nucleosides has been studied. Chemical and enzymatic incorporation of 2'-O-ribofuranosylnucleoside residue into oligonucleotides was investigated.
• Markiewicz, Wojciech T.; Niewczyk, Anna; Gdaniec, Zofia, Nucleosides and Nucleotides, 1998, vol. 17, # 1-3, p. 411 - 424
  作者：Markiewicz, Wojciech T.、Niewczyk, Anna、Gdaniec, Zofia、Adamiak, Dorota A.、Dauter, Zbigniew、Rypniewski, Wojciech、Chmielewski, Marcin

  DOI：——

  日期：——
• Rodionov; Efimtseva; Fomicheva, Russian Journal of Bioorganic Chemistry, 1999, vol. 25, # 3, p. 179 - 185
  作者：Rodionov、Efimtseva、Fomicheva、Padyukova、Mikhailov

  DOI：——

  日期：——