[(1R,3S,6R)-6-[(3Z,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl] acetate | 1192004-28-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1R,3S,6R)-6-[(3Z,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl] acetate
• CAS: 1192004-28-6
• 化学式: C₃₉H₄₈O₇
• 分子量: 628.806
• InChiKey: KUDCBEOLJBBTCF-RQJLJEAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  [(1R,3S,6R)-6-[(3E,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl] acetate 生成 [(1R,3S,6R)-6-[(3Z,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-yl] acetate
  参考文献：
  名称：

  Syntheses of allene-modified derivatives of peridinin toward elucidation of the effective role of the allene function in high energy transfer efficiencies in photosynthesis

  摘要：

  多甲藻黄素是海洋中光合作用的主要光捕获色素，并且表现出极高效地向叶绿素a转移能量的特性。人们认为这种能量转移效率与多甲藻黄素的复杂结构有关，它在多烯骨架中具有丙二烯和亚乙烯基丁内酯官能团。然而，目前尚无关于多甲藻黄素结构特征与其超强能量转移能力之间关系的研究。因此，我们随后关注了多甲藻黄素为什么具有独特的丙二烯基团以及丙二烯官能团如何在极高能量转移中发挥作用的问题。为了明确丙二烯官能团的确切作用，我们目前描述了三种相对不稳定的多甲藻黄素丙二烯改性衍生物的合成，以及多甲藻黄素和合成衍生物的斯塔克光谱学结果。

  DOI：

  10.1039/b907456b

文献信息

• Stark absorption spectroscopy of peridinin and allene-modified analogues
  作者：Toshiyuki Kusumoto、Tomoko Horibe、Takayuki Kajikawa、Shinji Hasegawa、Takashi Iwashita、Richard J. Cogdell、Robert R. Birge、Harry A. Frank、Shigeo Katsumura、Hideki Hashimoto

  DOI：10.1016/j.chemphys.2010.01.018

  日期：2010.7

  Stark absorption spectra of peridinin (Per) and five allene-modified analogues and their angular dependence as a function of an externally applied electric field were measured in methyl methacrylate polymer at 77 K. In all cases, the energetically lowest absorption band has a significant change of static dipole-moment upon photoexcitation (Lambda mu). In particular, Per has the largest value of |Lambda mu|. The angles between Delta mu and the transition dipole-moment of all the analogues were determined. It is suggested that the allene group in Per plays a key role as the electron donor in the charge transfer process following photoexcitation. The results of MNDO-PSDCI calculations support this idea. (C) 2010 Elsevier B. V. All rights reserved.