meso-3,4-bis-(4-methoxy-phenyl)-adipic acid | 19950-54-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: meso-3,4-bis-(4-methoxy-phenyl)-adipic acid
• 英文别名: meso-3,4-bis-(4-methoxy-phenyl)-adipic acid；meso-3,4-Bis-(4-methoxy-phenyl)-adipinsaeure；meso-3,4-Bis-(4-methoxy-phenyl)-adipinsaeure
• CAS: 19950-54-0
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: SQEHPLWHDXWJRC-HDICACEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  meso-3,4-bis-(4-methoxy-phenyl)-adipic acid 在 三氯化铝 、 氯化亚砜 、 1,1,2,2-四氯乙烷 作用下， 生成 2.8-dimethoxy-6.12-dioxo-trans-4b.5.6.10b.11.12-hexahydro-chrysene
  参考文献：
  名称：

  The role of M cells in mucosal immunity

  摘要：

  Mucosa-associated lymphoid tissue in the respiratory and digestive tracts are covered by a specialized epithelium, the follicle-associated epithelium, which includes M cells, which are specialized for the uptake and transcytosis of macromolecules and microorganisms. Following transcytosis, antigens are released to cells of the immune system in lymphoid aggregates beneath the epithelium where antigen processing and presentation and stimulation of specific B and T lymphocytes are achieved. Circulation of the lymphoid cells enables their homing to their original, and other, mucosal sites where they exert the effector function. Such a response may be dominated by secretory immunoglobulin A release and may include cytotoxic T lymphocyte action. Binding of particles to the apical M cell membrane may be nonspecific or due to specific interaction between molecules such as integrins and lectins. Exploiting the specific binding to M cells is an aim for mucosal vaccination, for example to increase the efficiency of uptake of an oral vaccine by its conjugation to an M-cel-specific molecule. Alternatively, an M-cell-specific live vector, such as attenuated Salmonella bacteria, may be used to deliver epitopes of other organisms. Mucosal vaccination efficiency may also be enhanced by a temporary increase in the number of M cells.Therefore, investigation of the properties and ontogeny of M cells must be pursued to allow the development of better mucosal vaccines for the future.

  DOI：

  10.1007/pl00000693
• 作为产物：
  描述：

  (e)-p-甲氧基肉桂酸甲酯 在 氢氧化钾 、 乙醚 、 aluminium amalgam 、 水 作用下， 生成 meso-3,4-bis-(4-methoxy-phenyl)-adipic acid
  参考文献：
  名称：

  The role of M cells in mucosal immunity

  摘要：

  Mucosa-associated lymphoid tissue in the respiratory and digestive tracts are covered by a specialized epithelium, the follicle-associated epithelium, which includes M cells, which are specialized for the uptake and transcytosis of macromolecules and microorganisms. Following transcytosis, antigens are released to cells of the immune system in lymphoid aggregates beneath the epithelium where antigen processing and presentation and stimulation of specific B and T lymphocytes are achieved. Circulation of the lymphoid cells enables their homing to their original, and other, mucosal sites where they exert the effector function. Such a response may be dominated by secretory immunoglobulin A release and may include cytotoxic T lymphocyte action. Binding of particles to the apical M cell membrane may be nonspecific or due to specific interaction between molecules such as integrins and lectins. Exploiting the specific binding to M cells is an aim for mucosal vaccination, for example to increase the efficiency of uptake of an oral vaccine by its conjugation to an M-cel-specific molecule. Alternatively, an M-cell-specific live vector, such as attenuated Salmonella bacteria, may be used to deliver epitopes of other organisms. Mucosal vaccination efficiency may also be enhanced by a temporary increase in the number of M cells.Therefore, investigation of the properties and ontogeny of M cells must be pursued to allow the development of better mucosal vaccines for the future.

  DOI：

  10.1007/pl00000693

文献信息

• EFFECTS ON THE N.M.R. SPECTRA OF THE STEREOCHEMISTRY OF 3,4-DIARYLADIPIC ESTERS AND 1,2-DIARYLCYCLOPENTANES
  作者：D. Y. Curtin、S. Dayagi

  DOI：10.1139/v64-129

  日期：1964.4.1

  the n.m.r. spectra of cis- and trans-1,2-diphenylcyclopentane and 3,4-diphenylcyclopentanone substituted in the para positions of both rings with methoxyl, methyl, and chloro substituents has shown that the previous explanation (1) of the effect of temperature on the n.m.r. spectra of 1,2-diphenylcyclopentane and 3,4-diphenylcyclopentanone (unsubstituted) was incorrect. The n.m.r. spectra provide no

  检查顺式和反式 1,2-二苯基环戊烷和 3,4-二苯基环戊酮在两个环的对位被甲氧基、甲基和氯取代的核磁共振谱表明，先前对效应的解释 (1) 1,2-二苯基环戊烷和 3,4-二苯基环戊酮（未取代）的核磁共振谱上的温度不正确。核磁共振谱没有提供这些化合物的芳环旋转受到限制的证据。提供了另一种解释。 上述化合物的光谱与 meso- 和 dl-3 的光谱的比较，
• Dodds et al., Proceedings of the Royal Society of London. Series B, Biological sciences, 1953, vol. 140, p. 470,478
  作者：Dodds et al.

  DOI：——

  日期：——
• 194. A modified synthesis of chrysene
  作者：G. M. Badger

  DOI：10.1039/jr9480000999

  日期：——
• Entschwefelung von 3,4-Di-phenyl-thiophen-Verbindungen mit Raney-Nickel
  作者：O. Dann、G. Hauck

  DOI：10.1002/ardp.19602930211

  日期：——
• Wilson; Wilson, Transactions of the Electrochemical Society, 1943, vol. 84, p. 153,161
  作者：Wilson、Wilson

  DOI：——

  日期：——