2'-deoxy-5-fluorouridine 5'-O-triphosphate | 2710-64-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 2'-deoxy-5-fluorouridine 5'-O-triphosphate
• 英文别名: 5-fluoro-2'-deoxyuridine 5'-triphosphate；5-fluoro-2'-deoxyuridine triphosphate；F5dUTP；FdUTP；5-Fluorodeoxyuridine triphosphate；[[(2R,3S,5R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• CAS: 2710-64-7
• 化学式: C₉H₁₄FN₂O₁₄P₃
• 分子量: 486.135
• InChiKey: YQOCUTDPKPPQGA-RRKCRQDMSA-N

物化性质

• 密度：
  2.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  239
• 氢给体数：
  6
• 氢受体数：
  15

制备方法与用途

5-氟-2′-脱氧尿苷三磷酸（5-Fluoro-2′-deoxy-UTP）可用作DNA合成的底物。

反应信息

• 作为反应物：
  描述：

  2'-deoxy-5-fluorouridine 5'-O-triphosphate 、 5’-三磷酸腺苷 在 pyrophosphatase 、 L-赖氨酸 、 potassium chloride 、 magnesium chloride 作用下， 以 水 为溶剂， 反应 2.0h， 以52%的产率得到adenosine(5-fluoro-2'-deoxyuridine) 5',5'''-P¹,P⁴-tetraphosphate
  参考文献：
  名称：

  Enzymatic synthesis of diadenosine 5′, 5‴-P¹, P⁴-tetraphosphate (Ap₄A) analogues by stress protein LysU

  摘要：

  通过使用应激蛋白 LysU 进行酶催化，制备合成了具有重要生物学意义的分子二腺苷 5â²，5â´-P1，P4-tetraphosphate（Ap4A）的类似物，而且产量很高。

  DOI：

  10.1039/c39940000659
• 作为产物：
  描述：

  5-氟-2'-脱氧脲核苷 在 磷酸三甲酯 、 三氯氧磷 、 三正丁胺 、 三丁基焦磷酸铵 、 水 、 三乙基碳酸氢铵缓冲液 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以22%的产率得到2'-deoxy-5-fluorouridine 5'-O-triphosphate
  参考文献：
  名称：

  Cleavage of DNA containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases

  摘要：

  A systematic study of the cleavage of DNA sequences containing 5-fluorocytosine or 5-fluorouracil by type II restriction endonucleases (REs) was performed and the results compared with the same sequences containing natural pyrimidine bases, uracil or 5-methylcytosine. The results show that some REs recognize fluorine as a hydrogen on cytosine and cleave the corresponding sequences where the presence of m5dC leads to blocking of the cleavage. However, on uracil, the same REs recognize the F as a methyl surrogate and cleave the sequences which are not cleaved if uracil is incorporated instead of thymine. These results are interesting for understanding the recognition of DNA sequences by REs and for manipulation of the specific DNA cutting. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.051

文献信息

• [EN] COMPOUNDS FOR TREATING CANCER<br/>[FR] COMPOSÉS POUR TRAITER LE CANCER
  申请人：TERNS INC

  公开号：WO2020227132A1

  公开（公告）日：2020-11-12

  Provided herein are prodrugs of 5-fluorodeoxyuridine monophosphate compounds, compositions thereof, methods of their preparation, and their use in treating cancers. In another aspect, provided herein is a pharmaceutical composition comprising any compound disclosed herein, or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier, diluent, and excipient.

  本文提供了5-氟脱氧尿苷单磷酸类的前药化合物，它们的组合物，制备方法以及它们在治疗癌症中的应用。另外，本文提供了一种制药组合物，包括本文披露的任何化合物或其药用可接受的盐，以及至少一种药用可接受的载体、稀释剂和赋形剂。
• 5-Fluorouracil Derivatives
  申请人：B. Braun Melsungen AG

  公开号：US20150291649A1

  公开（公告）日：2015-10-15

  The present invention relates to 5-fluorouracil derivatives represented by formula (i), pharmaceutical compositions comprising said derivative and their use in the treatment of cancer as well as a process for preparing the 5-fluorouracil derivative represented by formula (I).

  本发明涉及由式（i）表示的5-氟尿嘧啶衍生物，包括该衍生物的制药组合物及其在癌症治疗中的应用，以及制备由式（I）表示的5-氟尿嘧啶衍生物的过程。
• Functional ligands to nerve agent metabolites
  申请人：Base Pair Biotechnologies, Inc.

  公开号：US10059951B2

  公开（公告）日：2018-08-28

  This invention relates to functional ligands to target molecules, particularly to functional nucleic acids and modifications thereof, more particularly to functional ligands with binding affinity to metabolites of nerve agents, and further particularly to functional ligands with binding affinity to metabolites of VX-acid (metabolite of VX nerve agent) and GB-acid (metabolite of sarin nerve agent).

  本发明涉及目标分子的功能配体，特别是功能核酸及其修饰，更特别的是与神经毒剂代谢物具有结合亲和力的功能配体，进一步特别是与 VX 酸（VX 神经毒剂的代谢物）和 GB 酸（沙林神经毒剂的代谢物）的代谢物具有结合亲和力的功能配体。
• Functional ligands to target molecules
  申请人：Base Pair Biotechnologies, Inc.

  公开号：US10415041B2

  公开（公告）日：2019-09-17

  The present invention relates functional ligands to target molecules, particularly to functional nucleic acids and modifications thereof, and to methods for simultaneously generating, for example, numerous different functional biomolecules, particularly to methods for generating numerous different functional nucleic acids against multiple target molecules simultaneously. The present invention further relates to functional ligands which bind with affinity to target molecules, such as amino acids, such as citrulline, and to target molecules such as crystallin or its subunits, such as alpha crystallin B-chain (CRYAB).

  本发明涉及与靶分子有关的功能配体，特别是与功能核酸及其修饰有关的功能配体，以及同时产生例如多种不同功能生物分子的方法，特别是同时针对多个靶分子产生多种不同功能核酸的方法。本发明进一步涉及与目标分子（如氨基酸，如瓜氨酸）和目标分子（如结晶素或其亚基，如α结晶素B链（CRYAB））亲和结合的功能配体。
• Bioagent detection oligonucleotides
  申请人：IBIS BIOSCIENCES, INC.

  公开号：US10662485B2

  公开（公告）日：2020-05-26

  The present invention compositions, methods and systems to identify, detect, and/or quantify bacterial DNA in the presence of contaminating non-bacterial DNA. In particular, the present invention provides oligonucleotides configured to detect a relatively small amount of bacterial DNA in the presence of an overwhelmingly large amount of contaminating human DNA.

  本发明的组合物、方法和系统可在有非细菌 DNA 污染的情况下识别、检测和/或量化细菌 DNA。特别是，本发明提供的寡核苷酸可在大量人类 DNA 污染的情况下检测相对少量的细菌 DNA。