| 181517-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• CAS: 181517-02-2
• 化学式: C₄H₇N₅O
• 分子量: 145.101
• InChiKey: SYEYEGBZVSWYPK-LEQBPMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.48
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123.81
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  甲酸 、 生成 5-formamido-2,6-diamino-4-hydroxypyrimidine-[1,3-15N2-(2-amino-15N)-2-13C]
  参考文献：
  名称：

  Synthesis of isotopically labelled DNA degradation products for use in mass spectrometric studies of cellular DNA damage

  摘要：

  Thirteen substituted purines and pyrimidines bearing from three to five carbon, nitrogen and/or deuterium isotopic labels have been synthesized in yields ranging from .1 to 70%. Most of the products originate from the same small number of commercially available labelled starting materials, and in several cases one intermediate leads to two products, thus minimizing the expense and time required. The parent compounds are found in tissue as the result of DNA damage often linked with carcinogenesis and mutagenesis. The synthesized compounds serve as internal standards for the study of DNA damage using mass spectrometry.

  DOI：

  10.1002/(sici)1099-1344(199608)38:8<713::aid-jlcr886>3.0.co;2-i
• 作为产物：
  描述：

  氰乙酸乙酯 、 guanidine hydrobromide-[15N3-13C] hydrobromide 在 sodium dithionite 、 sodium nitrite 作用下， 生成
  参考文献：
  名称：

  Synthesis of isotopically labelled DNA degradation products for use in mass spectrometric studies of cellular DNA damage

  摘要：

  Thirteen substituted purines and pyrimidines bearing from three to five carbon, nitrogen and/or deuterium isotopic labels have been synthesized in yields ranging from .1 to 70%. Most of the products originate from the same small number of commercially available labelled starting materials, and in several cases one intermediate leads to two products, thus minimizing the expense and time required. The parent compounds are found in tissue as the result of DNA damage often linked with carcinogenesis and mutagenesis. The synthesized compounds serve as internal standards for the study of DNA damage using mass spectrometry.

  DOI：

  10.1002/(sici)1099-1344(199608)38:8<713::aid-jlcr886>3.0.co;2-i

文献信息

• Simultaneous Determination of Five Oxidative DNA Lesions in Human Urine
  作者：Jean-Luc Ravanat、Pascale Guicherd、Zorana Tuce、Jean Cadet

  DOI：10.1021/tx980194k

  日期：1999.9.1

  A method, involving a HPLC prepurification followed by a GC/MS analysis, has been set up for the measurement of nucleic acid oxidation products in human urine. For this purpose, isotopically labeled internal standards have been prepared and used for isotope dilution mass spectrometric detection. Using this approach, four oxidized DNA bases, i.e., 5-hydroxyuracil, 5-(hydroxymethyl)uracil, 8-oxo-7,8-dihydroadenine, and 8-oxo-7,8-dihydroguanine, together with 8-oxo-7,8-dihydro-2'-deoxyguanosine have been simultaneously quantified in human urine samples. The levels of the oxidized nucleic acid constituents, as expressed in picomoles per milliliter, were determined to be, in decreasing order: 8-oxo-7,8-dihydroguanine (583 +/- 376) > 5-(hydroxymethyl)uracil (121 +/- 56) > 5-hydroxyuracil (58 +/- 23) > 8-oxo-7,8-dihydro-2'-deoxyguanosine (30 +/- 15) > 8-oxo-7,8-dihydroadenine (7 +/- 4). Attempts to determine the amount of 5,6-dihydroxy-5,6-dihydrothymine, 5-hydroxycytosine, and 2,6-diamino-4-hydroxy-5-formamidopyrimidine using the above HPLC-GC/MS method were unsuccessful.