15-iodopentadecanoic acid methyl ester | 80333-92-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 15-iodopentadecanoic acid methyl ester
• 英文别名: 15-iodo-pentadecanoic acid methyl ester；15-Jod-pentadecansaeure-methylester；Methyl 15-iodopentadecanoate
• CAS: 80333-92-2
• 化学式: C₁₆H₃₁IO₂
• 分子量: 382.325
• InChiKey: FJRXEIQOQNMUEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  19
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  15-iodopentadecanoic acid methyl ester 在 硫酸 、 potassium carbonate 、 2-戊酮 作用下， 生成 甲基17-氧代硬脂酸酯
  参考文献：
  名称：

  Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基15-溴十五烷酸酯 在 丙酮 、 sodium iodide 作用下， 生成 15-iodopentadecanoic acid methyl ester
  参考文献：
  名称：

  Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169

  摘要：

  DOI：

文献信息

• Synthesis and Properties of a Bipolar, Bisphosphatidyl Ethanolamine That Forms Stable 2-Dimensional Self-Assembled Bilayer Systems and Liposomes
  作者：Guijun Wang、Rawle I. Hollingsworth

  DOI：10.1021/jo9902852

  日期：1999.5.1

  Phosphatidyl ethanolamine is one of the most common naturally occurring phospholipids. The presence of an amino group also makes it one of the most straightforward to functionalize. Unfortunately however, it tends to form micelles and hexagonal clusters instead of forming lamellar systems such as sheets and vesicles (liposomes), key supramolecular structures for a variety of biomedical and other technical applications. This has been overcome by synthesizing a dimeric phosphatidyl ethanolamine molecule in which the acyl chains at the 2-position of glycerol are joined at their termini by a carbon-carbon bond, thus resulting in a trans-membrane type fatty acyl linkage. Such tail-to-tail bipolar transmembrane lipids are found in the membranes of thermophilic and other extremophilic bacteria. The dimeric phosphatidyl ethanolamine readily forms very uniformly flat self-assembled lamellar supramolecular arrays and liposomes that are stable at temperatures up to 80 degrees C. The planar systems formed by the new lipid were characterized by atomic force microscopy, and the uniformity of the vesicles was observed by laser scanning confocal microscopy, The thermal stability of the phospholipid and the vesicles formed was examined by NMR spectroscopy including proton T-1 measurements as a function of temperature. Fourier transform infrared spectroscopy indicated a much greater order of the alkyl chain in the dimer than in phosphatidyl ethanolamine. This extremely stable and readily functionalizable dimeric phospholipid has potential uses in the fabrication of biomaterials, stable membrane models, and liposome drug-delivery systems.
• US3960907A
  申请人：——

  公开号：US3960907A

  公开（公告）日：1976-06-01
• US3993773A
  申请人：——

  公开号：US3993773A

  公开（公告）日：1976-11-23
• US3969384A
  申请人：——

  公开号：US3969384A

  公开（公告）日：1976-07-13