all-trans-Methyl β-apo-6'-carotenoate | 124100-18-1

• 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: all-trans-Methyl β-apo-6'-carotenoate
• 英文别名: methyl 6'-apo-β-caroten-6'-oate；6'-apo-β-caroten-6'-oic acid methyl ester；6'-Apo-β-carotin-6'-saeure-methylester；4,8,13,17-Tetramethyl-19-<2,6,6-trimethyl-cyclohexen-(1)-yl>-nonadecanonaen-(2,4,6,8,10,12,14,16,18)-saeure-methylester；all-trans-4,8,13,17-Tetramethyl-19-(2,6,6-trimethyl-cyclohex-1-enyl)-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-saeure-methylester；methyl (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethyl-19-(2,6,6-trimethylcyclohexen-1-yl)nonadeca-2,4,6,8,10,12,14,16,18-nonaenoate
• CAS: 124100-18-1
• 化学式: C₃₃H₄₄O₂
• 分子量: 472.711
• InChiKey: PFUJIBCZQADNCU-ZWERVMMHSA-N

物化性质

• 沸点：
  607.1±24.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  all-trans-Methyl β-apo-6'-carotenoate 在 吡啶 、 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 0.17h， 生成 6'-apo-β-caroten-6'-oic acid chloride
  参考文献：
  名称：

  Light Harvesting and Photoprotective Functions of Carotenoids in Compact Artificial Photosynthetic Antenna Designs

  摘要：

  Artificial light-harvesting constructs were synthesized by covalently linking two carotenoids to the central silicon atom of a phthalocyanine (PC) derivative. Triad 1 binds two carotenoids having nine conjugated double bonds, whereas triad 2 binds two carotenoids having 10 carbon-carbon double bonds in conjugation. Fluorescence excitation experiments indicated that, in triad 1 dissolved in n-hexane, the carotenoid to PC singlet energy transfer efficiency is ca. 92%, whereas in triad 2, it is 30%. Results from ultrafast laser spectroscopy indicate that upon population of the optically allowed S-2, state of the carotenoid the optically forbidden states S-1, and S* are rapidly generated in both triad 1 and triad 2. In triad 1, S-2, S-1, and S* all contribute singlet electronic energy to PC. In triad 2, singlet electronic energy transfer to PC occurs primarily from the optically allowed S-2 state with little energy transfer to PC via the S-1 state, and there is no evidence for energy transfer via S*. Instead, in triad 2, we find a multiphased quenching of the PC singlet excited state on the picosecond and nanosecond time scales. Upon intersystem crossing from the singlet excited state of PC to the triplet state in triad 1, triplet-triplet energy transfer to either of the carotenoids takes place on a time scale significantly shorter than 5 ns. When dissolved in polar solvents, triads 1 and 2 exhibit light-induced electron transfer from either of the carotenoid moieties to the excited singlet PC species with a time constant of about 2 ps. Charge recombination to the singlet ground state occurs in 10 ps in triad 1 and 17 ps in triad 2.

  DOI：

  10.1021/jp036139o
• 作为产物：
  描述：

  15,15'-didehydro-8'-apo-β-caroten-8'-al 在 喹啉 、 甲醇 、 Lindlar's catalyst 、 二氯甲烷 、 甲苯 、 Petroleum ether 作用下， 生成 all-trans-Methyl β-apo-6'-carotenoate
  参考文献：
  名称：

  Testing the requirements of stages of physical activity among adults: The comparative effectiveness of stage-matched, mismatched, standard care, and control interventions

  摘要：

  We tested the comparative efficacy of 4 interventions to increase the physical activity behavior of college personnel randomly assigned to one condition (N = 196, 74% female, M age = 43.4 years) for 16 weeks. Stage-matched and mismatched interventions were developed based on the stages of change from the Transtheoretical Model and were contrasted with standard care (action-oriented) and control interventions to test the requirements of a true stage behavior Repeated measures of multivariate analyses of covariance indicated that the stage-matched and standard care interventions resulted in greater levels of both total and lifestyle physical activity compared with the mismatched and control interventions. The results supported the requirements of a stage behavior as defined by Weinstein, Rothman, and Sutton (1) and the superiority of the stage-matched intervention versus the mismatched intervention. However, the standard care intervention performed as well as the matched intervention, suggesting the need for further investigation. The results are discussed with respect to the high proportion of individuals in the action-oriented stages and previous research findings in the smoking literature.

  DOI：

  10.1207/s15324796abm2403_03

文献信息

• Carotenoid ether analogs or derivatives for the inhibition and amelioration of ischemic reperfusion injury
  申请人：Lockwood Fournier Samuel

  公开号：US20050065097A1

  公开（公告）日：2005-03-24

  A method of treating ischemic reperfusion injury in a subject. The method may include administering to the subject an effective amount of a pharmaceutically acceptable formulation. The pharmaceutically acceptable formulation may include a synthetic analog or derivative of a carotenoid. The subject may be administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. The carotenoid analog may include a conjugated polyene with between 7 to 14 double bonds. The conjugated polyene may include a cyclic ring including at least one substituent. In some embodiments, a cyclic ring of a carotenoid analog or derivative may include at least one substituent. The substituent may be coupled to the cyclic ring with an ether functionality.

  一种治疗受试者缺血再灌注损伤的方法。该方法可能包括向受试者施用有效量的药学上可接受的配方。药学上可接受的配方可能包括类胡萝卜素的合成类似物或衍生物。受试者可以单独或与另一种类胡萝卜素类似物或衍生物或共抗氧化剂配方一起施用类胡萝卜素类似物或衍生物。类胡萝卜素类似物可能包括具有7至14个双键的共轭聚烯。共轭聚烯可能包括一个环形环，包括至少一个取代基。在某些实施例中，类胡萝卜素类似物或衍生物的环形环可能包括至少一个取代基。取代基可能通过醚功能与环形环相耦合。
• Electronic relaxation in long polyenes
  作者：Sarah A. Cosgrove、Melissa A. Guite、Timothy B. Burnell、Ronald L. Christensen

  DOI：10.1021/j100384a026

  日期：1990.10
• Composition and Nutritional Supplement Made Therefrom
  申请人：Lonza Inc.

  公开号：US20190054152A1

  公开（公告）日：2019-02-21

  The present disclosure is directed to a nutritional supplement composition containing undenatured or denatured Type II collagen in combination with Vitamin A and/or one or more carotenoids. The different dietary or nutraceutical agents are capable of synergistically working together to improve the health and well-being of a human or animal. Such synergy may present as either a faster onset of action, an increase in the number of responders, or as a higher level of efficacy, or any combination thereof, as compared to the administration of the Type II collagen source, Vitamin A, or other carotenoids alone. The nutritional supplement can be used to treat joint pain or other joint ailments due to arthritis, improve immune health, improve eye health, and/or improve brain health in human and animal populations both at risk and actively presenting with such ailments.