2-(甲基-D3)-1,4-萘醌 | 5172-16-7

• 物质功能分类: 化学试剂 - 氘代试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(甲基-D3)-1,4-萘醌
• 中文别名: 维生素K3-D3
• 英文名称: 2-(methyl-d3)-1,4-naphthoquinone
• 英文别名: menadione-(d3)；2-trideuteriomethyl-[1,4]naphthoquinone；2-Trideuteromethyl-naphthochinon-1,4；2-Methyl-D3-1,4-naphthoquinone；2-(trideuteriomethyl)naphthalene-1,4-dione
• CAS: 5172-16-7
• 化学式: C₁₁H₈O₂
• 分子量: 175.159
• InChiKey: MJVAVZPDRWSRRC-FIBGUPNXSA-N

物化性质

• 溶解度：
  二甲基亚砜：≥125mg/mL（713.47mM）

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(甲基-D3)-1,4-萘醌 在 Lindlar's catalyst 氢气 作用下， 以 Petroleum ether 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Method for the Determination of Vitamin K1(20)in Human Plasma by Stable Isotope Dilution/Gas Chromatography/Mass Spectrometry

  摘要：

  A method for the quantitative determination of vitamin K-1(20) (VK), an essential cofactor in the carboxylation of clotting factors, is presented. The assay is based on gas chromatography/electron impact mass/spectrometry. The preparation of deuterium-labelled vitamin K-1(20) for use as an internal standard is described. The method involves extraction of Vg from human plasma and its derivatization to the heptafluorobutyryl ester after reduction of one carbonyl group with zinc. The detection limit was found to be 1.0 pg and the limit of quantitation 2.0 pg ml(-1) plasma. This permits the measurement of vitamin K-1(20) even in small quantities of plasma, which is highly desirable in investigations dealing with clotting abnormalities in neonates and infants.

  DOI：

  10.1002/(sici)1096-9888(199606)31:6<655::aid-jms339>3.0.co;2-t
• 作为产物：
  描述：

  乙酸-2,2,2-D3 、 1,4-萘醌 在 ammonium peroxydisulfate 、 silver nitrate 作用下， 以 乙腈 为溶剂， 生成 2-(甲基-D3)-1,4-萘醌
  参考文献：
  名称：

  Method for the Determination of Vitamin K1(20)in Human Plasma by Stable Isotope Dilution/Gas Chromatography/Mass Spectrometry

  摘要：

  A method for the quantitative determination of vitamin K-1(20) (VK), an essential cofactor in the carboxylation of clotting factors, is presented. The assay is based on gas chromatography/electron impact mass/spectrometry. The preparation of deuterium-labelled vitamin K-1(20) for use as an internal standard is described. The method involves extraction of Vg from human plasma and its derivatization to the heptafluorobutyryl ester after reduction of one carbonyl group with zinc. The detection limit was found to be 1.0 pg and the limit of quantitation 2.0 pg ml(-1) plasma. This permits the measurement of vitamin K-1(20) even in small quantities of plasma, which is highly desirable in investigations dealing with clotting abnormalities in neonates and infants.

  DOI：

  10.1002/(sici)1096-9888(199606)31:6<655::aid-jms339>3.0.co;2-t

文献信息

• Mechanisms for the Formation of Major Oxidation Products of Adenine upon 365-nm Irradiation with 2-Methyl-1,4-naphthoquinone as a Sensitizer
  作者：Yinsheng Wang、Zhenjiu Liu

  DOI：10.1021/jo0264170

  日期：2002.11.1

  Recently we reported the isolation and characterization of N-6-formyl- and M-acetyladenine from 365-nm irradiation of dinucleoside monophosphates d(ApA), d(ApC), and d(CpA) in the presence of 2-methyl-1,4-naphthoquinone (menadione) (Wang et al. Biochem. Biophys. Res. Commun. 2002, 291, 1252-7). In this article we investigated the mechanisms for the formation of the two major products by carrying out photoirradiation with isotopically labeled menadione and 2,3-dimethyl-1,4-naphthoquinone. HPLC and electrospray ionization (ESI)-mass spectrometry (MS) and tandem MS studies of the products unambiguously established that the carbonyl group in the products arises from the photosensitizer: The N-6-formyl group comes from oxidation of the methyl group and the N-6-acetyl group stems from the methyl group and the adjacent ring carbon in menadione. From above results, we proposed mechanisms for the formation of the two products.