UpC | 3013-97-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （3'->5'）-二核苷酸和类似物
• 英文名称: UpC
• 英文别名: D,D-U(3'-5')pC；cytidylyl-(5'->3')-uridine；Uridilyl-(3'->5')-cytidin；Uridylyl (3'->5')-cytidin；Uridylyl-(3'-5')-cytidin；U-pC；Uridylyl-(3'-5')-cytidine；[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate
• CAS: 3013-97-6
• 化学式: C₁₈H₂₄N₅O₁₃P
• 分子量: 549.388
• InChiKey: LENQVXALZPDAFB-NCOIDOBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.1
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  263
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  UpC 在 zinc(II) nitrate 、 sodium nitrate 、 HEPES buffer 作用下， 以 水 为溶剂， 生成 uridine 2',3'-cyclic phosphate 、 胞苷
  参考文献：
  名称：

  Zn²⁺-Promoted Hydrolysis of 3′,5′-Dinucleoside Monophosphates and Polyribonucleotides. The Effect of Nearest Neighbours on the Cleavage of Phosphodiester Bonds

  摘要：

  Pseudo first-order rate constants for the Zn2+-promoted cleavage of 15 different monophosphates, 4 different ribo homopolymers and RNA III from baker's yeast have been determined. Furthermore, the distribution of various nucleosides at the 3'-and 5'-terminus of the oligomeric hydrolysis products of RNA has been quantified. On these bases, the effect of nearest neighbours on the metal-ion-promoted hydrolysis of the internucleosidic phosphodiester bonds of RNA is discussed.

  DOI：

  10.1080/07328319608002466
• 作为产物：
  描述：

  在 四丁基氟化铵 、 氨 、 溶剂黄146 作用下， 以81%的产率得到UpC
  参考文献：
  名称：

  Site-specific modification of the pyrimidine residue during the deprotection of the fully-protected diuridylic acid

  摘要：

  DOI：

  10.1016/s0040-4020(01)88067-4

文献信息

• A Nucleotide Dimer Synthesis Without Protecting Groups Using Montmorillonite as Catalyst
  作者：Prakash C. Joshi、Michael F. Aldersley、Dmitri V. Zagorevskii、James P. Ferris

  DOI：10.1080/15257770.2012.701787

  日期：2012.7

  including heterochiral and chimeric syntheses. This greener chemistry has enabled the synthesis of dimers from activated nucleotides themselves, activated nucleotides with nucleosides, and activated nucleotides with nucleotide 5′-monophosphates. [Supplemental materials are available for this article. Go to the publisher's online edition of Nucleosides, Nucleotides & Nucleic Acids to view the free supplemental

  已经开发了提供包含天然或非天然核苷残基的核苷酸二聚体的合成。在不存在保护基的情况下，将核糖核苷5'-磷酰胺基咪唑化物添加到吸附在蒙脱石上的核苷中性pH下。大约30％的咪唑化物被转化为2'-5'二聚体和3'-5'二聚体，其余的则被水解为5'-单磷酸酯。通过多种组合进行的实验表明，该方法可能会受到限制，包括杂手性和嵌合合成。这种绿色化学方法使得能够从活化的核苷酸本身，具有核苷的活化核苷酸和具有核苷酸5'-单磷酸酯的活化核苷酸合成二聚体。 [本文提供补充材料。转到发布者的在线版《核苷酸，核苷酸和核酸》以查看免费的补充文件。]
• YAMAKAGE, SHUNICHI;FUJII, MASAYO;TAKAKU, HIROSHI;UEMURA, MASARU, TETRAHEDRON, 45,(1989) N7, C. 5459-5468
  作者：YAMAKAGE, SHUNICHI、FUJII, MASAYO、TAKAKU, HIROSHI、UEMURA, MASARU

  DOI：——

  日期：——
• Zn²⁺-Promoted Hydrolysis of 3′,5′-Dinucleoside Monophosphates and Polyribonucleotides. The Effect of Nearest Neighbours on the Cleavage of Phosphodiester Bonds
  作者：Satu Kuusela、Harri Lönnberg

  DOI：10.1080/07328319608002466

  日期：1996.10

  Pseudo first-order rate constants for the Zn2+-promoted cleavage of 15 different monophosphates, 4 different ribo homopolymers and RNA III from baker's yeast have been determined. Furthermore, the distribution of various nucleosides at the 3'-and 5'-terminus of the oligomeric hydrolysis products of RNA has been quantified. On these bases, the effect of nearest neighbours on the metal-ion-promoted hydrolysis of the internucleosidic phosphodiester bonds of RNA is discussed.
• Site-specific modification of the pyrimidine residue during the deprotection of the fully-protected diuridylic acid
  作者：X-X. Zhou、J. Chattopadhyaya

  DOI：10.1016/s0040-4020(01)88067-4

  日期：1986.1