6-oxo-dodecanedioic acid | 4132-62-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 6-oxo-dodecanedioic acid
• 英文别名: 6-Oxo-dodecandisaeure；6-Oxododecanedioic acid
• CAS: 4132-62-1
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: KYEKIBGSYFYOIE-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C(Solv: water (7732-18-5))
• 沸点：
  483.0±30.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-oxo-dodecanedioic acid 在 盐酸 、 amalgamated zinc 作用下， 生成 十二烷二酸
  参考文献：
  名称：

  An Alkaline Fusion Product of Cyclohexanone

  摘要：

  DOI：

  10.1021/ja01161a045
• 作为产物：
  描述：

  6-cyclohex-1-enyl-hexanoic acid ethyl ester 在 potassium permanganate 作用下， 生成 6-oxo-dodecanedioic acid
  参考文献：
  名称：

  Mastagli,P.; Lagrange,G., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1965, vol. 261, p. 2371 - 2373

  摘要：

  DOI：

文献信息

• Paul,H., Journal fur praktische Chemie (Leipzig 1954), 1963, vol. 21, p. 186 - 197
  作者：Paul,H.

  DOI：——

  日期：——
• Huenig; Luecke, Chemische Berichte, 1959, vol. 92, p. 652,660
  作者：Huenig、Luecke

  DOI：——

  日期：——
• Synthesis and Glutathione <i>S</i>-Transferase Structure−Affinity Relationships of Nonpeptide and Peptidase-Stable Glutathione Analogues
  作者：Philippe Klotz、Amal Slaoui-Hasnaoui、Jean-Louis Banères、Jean-Frédéric Duckert、Jean-Claude Rossi、Abdelali Kerbal

  DOI：10.1021/jm970518m

  日期：1998.6.1

  A series of nonpeptidic glutathione analogues where the peptide bonds were replaced by simple carbon-carbon bonds or isosteric E double bonds were prepared. The optimal length for the two alkyl chains on either side of the mercaptomethyl group was evaluated using structure-affinity relationships. Affinities of the analogues 14a-f, 23, and 25 were evaluated for a recombinant GST enzyme using a new affinity chromatography method previously developed in our laboratory. Analysis of these analogues gives an additional understanding for GST affinity requirements: (a) the carbon skeleton must conserve that of glutathione since analogue 14a showed the best affinity (IC50 = 5.2 mu M); (b) the GST G site is not able to accommodate a chain length elongation of one methylene group (no affinity for analogues 14c,f); (c) a one-methylene group chain length reduction is tolerated, much more for the "Glu side" (14d, IC50 = 10.1 mu M) than for the "Gly side" (14b, IC50 = 1800 mu M); (d) the mercaptomethyl group must remain at position 5 as shown from the null affinity of the 6-mercaptomethyl analogue 14e; (e) the additional, peptide isosteric E double bond (25) or hydroxyl derivative (23) in 14e did not help to retrieve affinity, This work reveals useful. information for the design of new selective nonpeptidic and peptidase-stable glutathione analogues.
• Plesek, Collection of Czechoslovak Chemical Communications, 1956, vol. 21, p. 902,905
  作者：Plesek

  DOI：——

  日期：——
• Lukes,R.; Hofman,J., Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 523 - 530
  作者：Lukes,R.、Hofman,J.

  DOI：——

  日期：——

表征谱图