6'-apo-β-caroten-6'-oic acid | 6900-46-5

• 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: 6'-apo-β-caroten-6'-oic acid
• 英文别名: (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-nonaenoic acid
• CAS: 6900-46-5
• 化学式: C₃₂H₄₂O₂
• 分子量: 458.684
• InChiKey: UYPUWPFNAPVXRI-VWVVNQSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6'-apo-β-caroten-6'-oic acid 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：

  2,4,6,8,10,12,14,16,18-Nonadecanonaenoic acid,4,8,13,17-tetramethyl-19-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, methylester, (2E,4E,6E,8E,10E,12E,14E,16E,18E)- 在 Petroleum ether 作用下， 生成 6'-apo-β-caroten-6'-oic acid
  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

• Carotenohematoporphyrins as Tumor-Imaging Dyes. Synthesis and In Vitro Photophysical Characterization
  作者：Dereck Tatman、Paul A. Liddell、Thomas A. Moore、Devens Gust、Ana L. Moore

  DOI：10.1111/j.1751-1097.1998.tb02500.x

  日期：1998.10

  component with a lifetime of 9.3 ns describes the decay data of the parent HPDME. Possible mechanisms for the observed porphyrin fluorescence quenching by the nearby carotenoid are discussed. Nanosecond transient absorption reveals a carotene triplet with maximum absorption at 560 nm and a 5.0 μs lifetime. No transient was detected at 450 nm, indicating rapid (10 ns) triplet energy transfer from the hematoporphyrin

  用于肿瘤成像的多发色染料已被合成和光物理表征。在结构上，这些染料是二元组和三元组，由一种或两种类胡萝卜素多烯通过酯键共价连接到血卟啉 (HP) 或血卟啉二甲酯 (HPDME) 部分组成。每种化合物的基态吸收表明发色团之间的电子相互作用很小。二元单胡萝卜素-HPDME 的荧光量子产率为 0.033，双胡萝卜素-HPDME 三元组的产率在 0.016 和 0.007 之间，所有这些都相对于母体化合物 HPDME (0.09) 降低。二元组和三元组的瞬态荧光衰减的全局分析需要两个指数分量（~5-6ns 和~1-2ns）来拟合数据，而单个指数分量的寿命为 9。3 ns 描述了父 HPDME 的衰减数据。讨论了观察到的由附近类胡萝卜素引起的卟啉荧光猝灭的可能机制。纳秒瞬态吸收揭示了胡萝卜素三重态，在 560 nm 处具有最大吸收，寿命为 5.0 μs。在 450 nm 处未检测到瞬态，表明三重态能量从血卟啉快速