β-Apo-4'-carotinsaeure-(C35)-ethylester | 5525-45-1

• 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: β-Apo-4'-carotinsaeure-(C35)-ethylester
• 英文别名: Ethyl (2E,4E,6E,8E,10E,12E,14E,16E,18E,20E)-2,6,10,15,19-pentamethyl-21-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10,12,14,16,18,20-heneicosadecaenoate；ethyl (2E,4E,6E,8E,10E,12E,14E,16E,18E,20E)-2,6,10,15,19-pentamethyl-21-(2,6,6-trimethylcyclohexen-1-yl)henicosa-2,4,6,8,10,12,14,16,18,20-decaenoate
• CAS: 5525-45-1
• 化学式: C₃₇H₅₀O₂
• 分子量: 526.803
• InChiKey: BFPWBQHMSZXJGK-DINUTURYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  39
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3-甲基戊-2-烯-4-炔-1-醇 在 Lindlar's catalyst 吡啶 、 3-吡啶甲醇 、 盐酸 、 氢气 、 sodium ethanolate 、 三溴化磷 、 potassium carbonate 作用下， 以 甲醇 、 乙醚 、 乙醇 、 乙酸乙酯 、 Petroleum ether 、 苯 为溶剂， 反应 5.0h， 生成 β-Apo-4'-carotinsaeure-(C35)-ethylester
  参考文献：
  名称：

  Schwieter,U. et al., Helvetica Chimica Acta, 1966, vol. 49, p. 369 - 390

  摘要：

  DOI：

文献信息

• Correlation of fluorescence quenching in carotenoporphyrin dyads with the energy of intramolecular charge transfer states. Effect of the number of conjugated double bonds of the carotenoid moiety
  作者：Fernando Fungo、Luis Otero、Edgardo Durantini、William J. Thompson、Juana J. Silber、Thomas A. Moore、Ana L. Moore、Devens Gust、Leonides Sereno

  DOI：10.1039/b209694c

  日期：2003.1.16

  The electrochemistry of a series of non-symmetric synthetic carotenoids, with different conjugated double bounds chain lengths (5 to 11) is reported. The values of the first oxidation potentials of the carotenoids were evaluated by digital simulation of the experimental cyclic voltammograms. There is a clear relationship between calculated (AM1) HOMO energies of neutral carotenoids with their conjugated chain length, indicating that the change of solvation energy of carotenoids is small throughout the series, and that the electron-donating ability of carotenoids increases with the length of the conjugated chain. Carotenoids had been previously used to design carotenoporphyrin (C–P) molecular dyads. Carotenoid oxidation potentials and the reduction potential of the porphyrin moiety were used in order to calculate the energy of intramolecular charge transfer state in C–P dyads. Correlation of porphyrin fluorescence quenching of these dyads with the energy of the charge transfer state is reported, showing that effective quenching is only possible for carotenoids with more than eight conjugated double bonds.

  报道了一系列非对称合成类胡萝卜素的电化学特性，这些类胡萝卜素具有不同的共轭双键链长度（从5到11）。通过对实验循环伏安图的数字模拟，评估了类胡萝卜素的首次氧化电位。结果表明，中性类胡萝卜素的计算（AM1）HOMO能量与其共轭链长度之间存在明显关系，表明类胡萝卜素的溶剂化能在整个系列中变化较小，并且类胡萝卜素的给电子能力随共轭链的长度增加而增强。类胡萝卜素以前被用于设计类胡萝卜素-卟啉（C–P）分子二聚体。类胡萝卜素的氧化电位和卟啉部分的还原电位被用来计算C–P二聚体中分子内电荷转移态的能量。报告了这些二聚体的卟啉荧光淬灭与电荷转移态能量的相关性，结果表明，只有在具有超过八个共轭双键的类胡萝卜素中，才能实现有效的淬灭。
• Pigmentation with carotenoids
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0630578A2

  公开（公告）日：1994-12-28

  A method of pigmenting the egg yolk, integuments and/or subcutaneous fat of poultry and the meat and/or integuments of fish and crustacea involves including in the feed of the poultry, fish or crustacea one or more of the carotenoids 2'-dehydroplectaniaxanthin, 1-hydroxy-3,4-didehydro-1,2-dihydro-Ψ,Ψ-caroten-2-one, desmethylspheroidenone, spheroidenone, 5'-hydroxy-5',6'-dihydro-4'-apo-β-caroten-6'-one, 1'-hydroxy-3',4'-didehydro-1',2'-dihydro-β,Ψ-carotene-4,2'-dione and 5'-hydroxy-5',6'-dihydro-4'-apo-β-carotene-4,6'-dione. Also embraced by the invention are the pertinent carotenoid-enriched feed for poultry, fish or crustacea, the premixes for incorporation in such feeds and beadlets containing one or more of these carotenoids for incorporation in such premixes, the use of the carotenoids in the pigmenting method and the four new carotenoids of the seven aforementioned carotenoids. The new carotenoids can be produced by condensing in each case an appropriate aldehyde with 3-hydroxy-3-methyl-2-butanone, thereby forming the characteristic terminal 2-hydroxy-2-methyl-propionyl group.

  在家禽的蛋黄、内脏和/或皮下脂肪以及鱼类和甲壳类动物的肉和/或内脏中添加色素的方法包括在家禽、鱼类或甲壳类动物的饲料中添加一种或多种类胡萝卜素 2'-dehydroplectaniaxanthin、1-hydroxy-3,4-didehydro-1,2-dihydro-Ψ,Ψ-caroten-2-one, desmethylspheroidenone, spheroidenone, 5'-hydroxy-5',6'-dihydro-4'-apo-β-caroten-6'-one、1'-羟基-3',4'-二氢-1',2'-二氢-β,Ψ-胡萝卜素-4,2'-二酮和 5'-羟基-5',6'-二氢-4'-阿朴-β-胡萝卜素-4,6'-二酮。本发明还包括用于家禽、鱼类或甲壳类动物的相关类胡萝卜素富集饲料，用于添加到此类饲料中的预混料，以及用于添加到此类预混料中的含有一种或多种此类类胡萝卜素的微珠，类胡萝卜素在色素添加方法中的使用，以及上述七种类胡萝卜素中的四种新类胡萝卜素。新类胡萝卜素可以通过在每种情况下将适当的醛与 3-羟基-3-甲基-2-丁酮缩合，从而形成特有的末端 2-羟基-2-甲基丙酰基来生产。
• US5605699A
  申请人：——

  公开号：US5605699A

  公开（公告）日：1997-02-25
• US5670548A
  申请人：——

  公开号：US5670548A

  公开（公告）日：1997-09-23
• Schwieter,U. et al., Helvetica Chimica Acta, 1966, vol. 49, p. 369 - 390
  作者：Schwieter,U. et al.

  DOI：——

  日期：——