2,3,6-trimethylpyrazine 1-oxide | 96549-03-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3,6-trimethylpyrazine 1-oxide
• 英文别名: 2,3,6-Trimethyl-1-oxidopyrazin-1-ium
• CAS: 96549-03-0
• 化学式: C₇H₁₀N₂O
• 分子量: 138.169
• InChiKey: SPTPHAHOZHPEQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3,5-trimethyl(415N)pyrazine 生成 2,3,6-trimethylpyrazine 1-oxide
  参考文献：
  名称：

  Maeda Mikiko, Sakuma Chiseko, Kawachi Shinji, Tabei Katsumi, Kerim Abliki+, J. Labell. Compounds and Radiopharm, 36 (1995) N 1, S 85-92

  摘要：

  DOI：

文献信息

• Pyrazine Biosynthesis in Corynebacterium glutamicum
  作者：Jeroen S. Dickschat、Susanne Wickel、Christoph J. Bolten、Thorben Nawrath、Stefan Schulz、Christoph Wittmann

  DOI：10.1002/ejoc.201000155

  日期：2010.5

  the acetoin precursor (S)-2-acetolactate into the pathway intermediate (R)-2,3-dihydroxy-3-methylbutanoate to the branched amino acids. This mutant requires valine, leucine, and isoleucine for growth and produces significantly higher amounts and more different compounds of the acyloin and pyrazine classes. Gene deletion of the acetolactate synthase (AS) resulted in a mutant that is not able to convert

  使用 CLSA 技术（闭环汽提装置）收集谷氨酸棒杆菌释放的挥发性化合物，并通过 GC-MS 进行分析。顶空提取物包含几种丙烯酰和吡嗪，通过合成或与商业标准的比较进行鉴定。用 [2H7] 乙偶姻喂食实验导致标记掺入到三甲基吡嗪和四甲基吡嗪中。构建了几个靶向初级代谢基因的缺失突变体，以详细阐明吡嗪的生物合成途径。酮醇酸还原异构酶的缺失突变体无法将乙偶姻前体 (S)-2-乙酰乳酸转化为途径中间体 (R)-2,3-二羟基-3-甲基丁酸，进而转化为支链氨基酸。这个突变体需要缬氨酸、亮氨酸、和异亮氨酸用于生长并产生显着更高数量和更多不同的 acyloin 和吡嗪类化合物。乙酰乳酸合酶 (AS) 的基因缺失导致无法将丙酮酸转化为 (S)-2-乙酰乳酸的突变体。该突变体还需要支链氨基酸，并且可能仅从缬氨酸通过以相反顺序运行的缬氨酸生物合成途径产生非常少量的吡嗪。构建了完全不产生任何吡嗪的 ΔASΔKR 双突变体。这些结果为通过
• Discovery of Tetrasubstituted Pyrazines As Semiochemicals in a Sexually Deceptive Orchid
  作者：Björn Bohman、Lynne Jeffares、Gavin Flematti、Lindsay T. Byrne、Brian W. Skelton、Ryan D. Phillips、Kingsley, W. Dixon、Rod Peakall、Russell A. Barrow

  DOI：10.1021/np300388y

  日期：2012.9.28

  Sexually deceptive orchids employ mimicry of insect sex pheromones to exploit a diverse group of pollinators. The chemical structures of five semiochemicals (1-3,7, 8) produced by populations of the warty hammer orchid, Drakaea livida, pollinated by a thynnine wasp in the genus Catocheilus were elucidated. With the exception of (2,5-dimethylpyrazin-3-yl)methyl 3-methylbutanoate (7), all active compounds were tetrasubstituted pyrazines, including hydroxymethyl (1) and ester (2 and 3) trimethylpyrazine derivatives. Male Catocheilus wasps were responsive to all of these compounds in GC-EAD experiments.
• Ohta, Akihiro; Inoue, Akira; Ohtsuka, Kimie, Heterocycles, 1985, vol. 23, # 1, p. 133 - 137
  作者：Ohta, Akihiro、Inoue, Akira、Ohtsuka, Kimie、Watanabe, Tokuhiro

  DOI：——

  日期：——
• Maeda Mikiko, Sakuma Chiseko, Kawachi Shinji, Tabei Katsumi, Kerim Abliki+, J. Labell. Compounds and Radiopharm, 36 (1995) N 1, S 85-92
  作者：Maeda Mikiko, Sakuma Chiseko, Kawachi Shinji, Tabei Katsumi, Kerim Abliki+

  DOI：——

  日期：——
• OHTA AKIHIRO;INOUE AKIRA;OHTSUKA KIMIE;WATANABE TOKUHIRO, HETEROCYCLES, 1985, 23, N 1, 133-137
  作者：OHTA AKIHIRO、INOUE AKIRA、OHTSUKA KIMIE、WATANABE TOKUHIRO

  DOI：——

  日期：——