十二烷二酸-1,12-¹³C₂ | 128017-64-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 十二烷二酸-1,12-¹³C₂
• 英文名称: dodecanedioic acid-1,12-¹³C₂
• 英文别名: (1,12-¹³C)dodecanedioic acid；(1,12-13C2)Dodecanedioic acid
• CAS: 128017-64-1
• 化学式: C₁₂H₂₂O₄
• 分子量: 232.282
• InChiKey: TVIDDXQYHWJXFK-ALQHTKJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  十二烷二酸-1,12-¹³C₂ 在 氯化亚砜 、 barium hydroxide octahydrate 、 硫酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 十二烷
  参考文献：
  名称：

  NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer

  摘要：

  The development of "molecular rulers" would allow one to quantitatively locate the penetration depth of intercalants within lipid bilayers. To this end, an attempt was made to correlate the C-13 NMR chemical shift of polarizable "reporter" carbons (e.g., carbonyls) of intercalants within DMPC liposomal bilayers - with the polarity it experiences, and with its Angstrom distance from the interface.This requires families of molecules with two "reporter carbons" separated by a known distance, residing at various depths/polarities within the bilayer. For this purpose, two homologous series of dicarbonyl compounds, methyl n-oxooctadecanoates and the corresponding n-oxooctadecanoic acids (n = 4-16), were synthesized. To assist in assignment and detection several homologs in each system were prepared (13)C(-)enriched in both carbonyls. Within each family, the number of carbons and functional groups remains the same, with the only difference being the location of the second ketone carbonyl along the fatty acid chain. Surprisingly, the head groups within each family are not anchored near the lipid-water interface, nor are they even all located at the same depth. Nevertheless, using an iterative best fit analysis of the data points enables one to obtain an exponential curve. The latter gives substantial insight into the correlation between polarity (measured in terms of the Reichardt polarity parameter, E-T(30)) and penetration depth into the liposomal bilayer. Still missing from this curve are data points in the moderate polarity range. (C) 2014 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2014.07.007
• 作为产物：
  描述：

  1,10-二溴癸烷 在 盐酸 、 溶剂黄146 作用下， 以 三乙二醇 为溶剂， 反应 42.0h， 生成 十二烷二酸-1,12-¹³C₂
  参考文献：
  名称：

  Synthesis of ¹³ C‐labelled cutin and suberin monomeric dicarboxylic acids of the general formula HO ₂ ¹³ C‐(CH ₂ ) _n ‐ ¹³ CO ₂ H ( n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28)

  摘要：

  合成了13C标记的二羧酸 HO213C-(CH2)n-13CO2H（n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28），作为土壤微生物降解角质素和木栓素单体分析的LC-MS和GC-MS内部标准。根据各合成目标的链长及经济考虑，必须采用不同的合成策略。通过用标记的氰化钾核取代适当的离去基团，并随后水解腈类化合物以生成相应的二羧酸，引入了13C标记。所有新化合物均通过GC/MS、红外光谱（IR）和核磁共振（NMR）方法以及元素分析进行了表征。

  DOI：

  10.1002/jlcr.3885

文献信息

• RAO, V. PUSHKARA;WANG, JIN-JENG;TURRO, NICHOLAS J.;DOUBLEDAY, CHARLES (JR+, J. LABELL. COMPOUNDS AND RADIOPHARM., 28,(1990) N, C. 193-201
  作者：RAO, V. PUSHKARA、WANG, JIN-JENG、TURRO, NICHOLAS J.、DOUBLEDAY, CHARLES (JR+

  DOI：——

  日期：——