碘脱氧尿苷酸 | 1763-02-6

• 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
• 中文名称: 碘脱氧尿苷酸
• 英文名称: 5-iodo-2'-deoxyuridine-5'-monophosphate
• 英文别名: 5-iodo-2'-deoxyuridine 5'-phosphate；IUdRMP；5-iodo-2'-deoxy-[5']uridylic acid；5-Jodo-2'-deoxyuridin-5'-phosphorsaeure；5-Jod-2'-deoxy-uridylsaeure；5-Jod-2'-desoxyuridylsaeure；[(2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate
• CAS: 1763-02-6
• 化学式: C₉H₁₂IN₂O₈P
• 分子量: 434.081
• InChiKey: WXFYBFRZROJDLL-RRKCRQDMSA-N

物化性质

• 密度：
  2.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  碘脱氧尿苷酸 在 Mycobacterium tuberculosis 、 5’-三磷酸腺苷 作用下， 生成 P-P-io5Ura-dRibf
  参考文献：
  名称：

  胸苷和胸苷5'-O-单磷酸酯类似物可作为结核分枝杆菌胸苷酸激酶的抑制剂。

  摘要：

  评估了一系列2'，3'-和5-修饰的胸苷类似物对结核分枝杆菌胸苷单磷酸激酶（TMPKmt）的亲和力。几种非磷酸化类似物的亲和力与其磷酸化同类物的亲和力处于相同的数量级。考虑到与磷酸化化合物有关的药物传递问题，这些“游离”核苷似乎在寻找TMPKmt抑制剂作为新型抗结核药方面更具前景。

  DOI：

  10.1016/s0960-894x(03)00643-7
• 作为产物：
  描述：

  5-[(125)I]iodo-5'-O-cyclosaligenyl-2'-deoxyuridine monophosphate 在 水 作用下， 以 乙腈 为溶剂， 生成 水杨醇 、 碘脱氧尿苷酸
  参考文献：
  名称：

  Radiolabeled Cyclosaligenyl Monophosphates of 5-Iodo-2′-deoxyuridine, 5-Iodo-3′-fluoro-2′,3′-dideoxyuridine, and 3′-Fluorothymidine for Molecular Radiotherapy of Cancer: Synthesis and Biological Evaluation

  摘要：

  Targeted molecular radiotherapy opens unprecedented opportunities to eradicate cancer cells with minimal irradiation of normal tissues. Described in this study are radioactive cyclosaligenyl monophosphates designed to deliver lethal doses of radiation to cancer cells. These compounds can be radiolabeled with SPECT- and PET-compatible radionuclides as well as radionuclides suitable for Auger electron therapies. This characteristic provides an avenue for the personalized and comprehensive treatment strategy that comprises diagnostic imaging to identify sites of disease, followed by the targeted molecular radiotherapy based on the imaging results. The developed radiosynthetic methods produce no-carrier-added products with high radiochemical yield and purity. The interaction of these compounds with their target, butyrylcholinesterase, depends on the stereochemistry around the P atom. 1050 values are in the nanomolar range. In vitro studies indicate that radiation doses delivered to the cell nucleus are sufficient to kill cells of several difficult to treat malignancies including glioblastoma and ovarian and colorectal cancers.

  DOI：

  10.1021/jm201482p

文献信息

• Photochemical synthesis of C(5) alkyl and heteroaryl substituted pyrimidine nucleotides
  作者：Mohamed E. Hassan

  DOI：10.1135/cccc19852319

  日期：——

  A simple and direct method for the synthesis of C-5 modified nucleosides is described. Photoirradiation of 2'-deoxyuridine 5'-phosphate (I), in the presence of haloheteroarenes afforded the C-5 heteroaryl substituted nucleotides. 5-(2-Hydroxyethyl)nucleotide also obtained from photocoupling of I with 2-iodoethanol. Photoirradiation of 5-iodo-2-deoxyuridine 5'-phosphate (II), in the presence of methyl acrylate or acrylonitrile, gave 5-(2-methoxycarbonylethenyl) and 5-(2-cyanoethenyl) nucleotide, respectively.

  描述了一种合成C-5修饰核苷的简单直接方法。在卤代杂环化合物的存在下，对2'-脱氧尿嘧啶5'-磷酸 (I) 进行光照射，得到了C-5杂环取代核苷酸。5-(2-羟乙基)核苷酸也可以通过将 I 与2-碘乙醇进行光耦合反应得到。在甲基丙烯酸甲酯或丙烯腈的存在下，对5-碘-2'-脱氧尿嘧啶5'-磷酸 (II) 进行光照射，分别得到5-(2-甲氧羰基乙烯基)核苷酸和5-(2-氰基乙烯基)核苷酸。
• Monoclonal antibodies against halodeoxyuridines and hybridoma producing the same
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP0239405A2

  公开（公告）日：1987-09-30

  Monoclonal antibodies specific for halodeoxyuridines incorporated into DNA, and a hybridoma producing these antibodies are described. The affinity of the monoclonal antibodies does not depend on the density of incorporated halodeoxyuridine, and it is at least an order of magnitude better than currently available antibodies. The monoclonal antibodies of the invention have direct applications in assays for DNA synthesis, and for monitoring the cytotoxicity of S phase specific anti-cancer agents.

  本发明描述了针对掺入 DNA 中的卤代脱氧尿苷的特异性单克隆抗体，以及产生这些抗体的杂交瘤。 单克隆抗体的亲和力不取决于掺入卤代脱氧尿苷的密度，它比目前可用的抗体至少好一个数量级。 本发明的单克隆抗体可直接应用于 DNA 合成检测和 S 期特异性抗癌剂的细胞毒性监测。
• Oral administration of nucleoside monophosphates
  申请人：Merck Serono S.A.

  公开号：EP2428201A1

  公开（公告）日：2012-03-14

  The invention relates to the oral pharmaceutical compositions comprising the nucleosides in form of their monophosphates.

  本发明涉及包含单磷酸形式核苷的口服药物组合物。
• Complexes of RNA and cationic peptides for transfection and for immunostimulation
  申请人：CureVac GmbH

  公开号：EP2484770A1

  公开（公告）日：2012-08-08

  The present invention relates to a complexed RNA, comprising at least one RNA complexed with one or more oligopeptides, wherein the oligopeptide has a length of 8 to 15 amino acids and has the empirical formula (Arg)l;(;Lys)m;(His)n;(Orn)o;(Xaa)x with the majority of the residues being selected from Arg, Lys, His, Orn. The invention further relates to a method for transfecting a cell or an organism, thereby applying the inventive complexed RNA. Additionally, pharmaceutical compositions and kits comprising the inventive complexed RNA, as well as the use of the inventive complexed RNA for transfecting a cell, tissue or an organism and/or for modulating, preferably inducing or enhancing, an immune response are disclosed herein.

  本发明涉及一种复合 RNA，包括至少一种与一种或多种寡肽复合的 RNA，其中寡肽的长度为 8 至 15 个氨基酸，具有经验式 (Arg)l;(;Lys)m;(His)n;(Orn)o;(Xaa)x，大部分残基选自 Arg、Lys、His、Orn。本发明进一步涉及一种转染细胞或生物体的方法，从而应用本发明的复合 RNA。此外，本文还公开了包含本发明络合 RNA 的药物组合物和试剂盒，以及本发明络合 RNA 用于转染细胞、组织或生物体和/或调节、优选诱导或增强免疫反应的用途。
• Advanced drug development and manufacturing
  申请人：Los Alamos National Security, LLC

  公开号：EP2511844A2

  公开（公告）日：2012-10-17

  There is described an apparatus for measuring protein characteristics comprising an X-ray fluorescence (XRF) spectrometer comprising a source of polychromatic X-rays, an X-ray detector, a protein, a molecule that has been exposed to and at least weakly binds to the protein, a plurality of X-ray fluorescence signal data obtained by irradiating chemical elements in the protein and molecule with the polychromatic X-rays and a security system for maintaining records for the data from the plurality of X-ray fluorescence signal measurements. There is also described an x-ray microscope for measuring a sample.

  描述了一种测量蛋白质特性的仪器，该仪器包括一个 X 射线荧光 (XRF) 光谱仪，其中包括一个多色 X 射线源、一个 X 射线探测器、一个蛋白质、一个已暴露于该蛋白质并至少与该蛋白质弱结合的分子、通过用多色 X 射线照射蛋白质和分子中的化学元素而获得的多个 X 射线荧光信号数据，以及一个用于维护多个 X 射线荧光信号测量数据记录的安全系统。此外，还介绍了一种用于测量样品的 X 射线显微镜。