<1,4-13C2>succinic anhydride | 67519-25-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: <1,4-13C2>succinic anhydride
• 英文别名: 1,4-{¹³C}-succinic anhydride；(2,5-¹³C₂)-labeled succinic anhydride；1,4-¹³C₂-succinic anhydride；succinic anhydride-1,4-¹³C₂；1,4-<¹³C>-Bernsteinsaeureanhydrid；Succinic anhydride-1,4-13C2；(2,5-13C2)oxolane-2,5-dione
• CAS: 67519-25-9
• 化学式: C₄H₄O₃
• mdl: MFCD00144722
• 分子量: 102.052
• InChiKey: RINCXYDBBGOEEQ-CQDYUVAPSA-N

物化性质

• 熔点：
  51-56 °C(lit.)
• 沸点：
  200 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  <1,4-13C2>succinic anhydride 、 马尿酸乙酯 在 lithium diisopropyl amide 作用下， 生成 1-ethyl 2-benzoylamino-3-oxo<3,6-13C2>hexanedioate
  参考文献：
  名称：

  Vishwakarma, Ram A.; Balachandran, Salara; Alanine, Alex I. D., Journal of the Chemical Society. Perkin transactions I, 1993, # 23, p. 2893 - 2900

  摘要：

  DOI：
• 作为产物：
  描述：

  琥珀酸-1,4-13C2 以 乙酸酐 为溶剂， 反应 1.5h， 以85%的产率得到<1,4-13C2>succinic anhydride
  参考文献：
  名称：

  具有轴向 (1, 4-13C2) 琥珀酸配体的铂 (IV) 复合物 - 癌细胞裂解物中的合成、表征和初步研究

  摘要：

  细胞毒性铂 (II) 配合物的化学或多或少仅限于配体交换反应，配位配体的衍生化很麻烦，并且在许多情况下无法进行后续纯化。因此，动力学上更具惰性的铂 (IV) 络合物进入了新型、有前途的抗癌药物的开发中。在过去的几年中，研究越来越关注铂 (IV) 配合物的使用，该配合物具有一个或两个轴向琥珀酸配体，其中一个羧酸部分可用于进一步衍生化。为了更深入地了解机械

  DOI：

  10.1002/zaac.201300058

文献信息

• Beitrag zur massenspektrometrischen<i>retro-Diels-Alder</i>-Reaktion: 1,2,3,4-Tetrahydrophenanthren. 35. Mitteilung über massenspektrometrische Untersuchungen
  作者：Sonja Huggenberg、Manfred Hesse

  DOI：10.1002/hlca.19800630819

  日期：1980.12.10

  Contribution to the Mass Spectral retro-Diels-Alder Reaction: 1,2,3,4-Tetrahydrophenanthrene

  对质谱的逆Diels-Alder反应的贡献：1,2,3,4-四氢菲
• NMR of dicarbon-13 labeled compounds: insights into the effect of alkylation, ionization, and micellization on conformation
  作者：F. M. Menger、M. A. Dulany、D. W. Carnahan、L. H. Lee

  DOI：10.1021/ja00256a080

  日期：1987.10
• NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer. Part V: A comparison of liposomes, bioliposomes and erythrocyte ghosts
  作者：Michal Afri、Carmit Alexenberg、Efrat Bodner、Aryeh A. Frimer、Abraham I. Jacob、Miriam E. Naqqash

  DOI：10.1016/j.chemphyslip.2014.10.002

  日期：2014.12

  Afri et al. (2014a,b) have recently reported their mapping of DMPC liposomes using C-13 NMR in conjunction with a wide range of difunctional intercalants: n-ketoesters, n-ketoacids and n-ketophosphatidylcholines. The present study initiates a comparable study of bioliposomes and erythrocyte ghosts. This required the C-13 NMR characterization of these systems for the first time, and further involved a determination of the signals of three doubly C-13-labeled intercalants, in particular, n-ketophosphatidylcholines where n =4, 8 and 12. This study reveals that DMPC liposomes, bioliposomes and erythrocyte ghosts, with all their structural differences, are not radically different from the perspective of polarity gradient. Any differences observed reflect the additives often naturally present in these lipid systems. (C) 2014 Elsevier Ireland Ltd. All rights reserved.
• Solution Structure of Unstabilized Cyclic α-Aminoorganolithiums by ¹³C, ¹⁵N, and ⁶Li NMR Spectroscopy
  作者：Eddy Low、Robert E. Gawley

  DOI：10.1021/ja002308w

  日期：2000.10.1
• NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer
  作者：Michal Afri、Carmit Alexenberg、Pinchas Aped、Efrat Bodner、Sarit Cohen、Michal Ejgenburg、Shlomi Eliyahu、Pessia Gilinsky-Sharon、Yifat Harel、Miriam E. Naqqash、Hani Porat、Ayala Ranz、Aryeh A. Frimer

  DOI：10.1016/j.chemphyslip.2014.07.007

  日期：2014.12

  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.