(9Z,13'Z)-Lycopene | 145678-44-0

• 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: (9Z,13'Z)-Lycopene
• 英文别名: 9,13′-di-cis-lycopene；(9Z,13′Z)-lycopene；(6E,8E,10E,12E,14Z,16E,18E,20E,22Z,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
• CAS: 145678-44-0
• 化学式: C₄₀H₅₆
• 分子量: 536.885
• InChiKey: OAIJSZIZWZSQBC-OKNHQTPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  番茄红素 生成 (9Z,13'Z)-Lycopene
  参考文献：
  名称：

  Effects of various factors of ultrasonic treatment on the extraction yield of all-trans-lycopene from red grapefruit (Citrus paradise Macf.)

  摘要：

  The effects of various factors, including the extraction time, temperature, solvent/material ratio, the ultrasonic intensity and duty cycle of ultrasonic irradiation on the extraction yield of all-trans-lycopene from red grapefruit by ultrasound-assisted extraction (UAE) were investigated. In comparison with conventional solvent extraction (CSE), UAE showed a pronounced greater extraction yield and reduced extraction time effectively with a peak value at 30 min. The extraction yield was significantly influenced by temperature and the optimum condition was 30 degrees C. The extraction yield increased with increasing of solvent/material ratio until equilibrium was arrived at the optimal ratio of 3:1 (mL/g). The extraction yield increased first and then decreased with an increase in ultrasonic intensity. The extraction yield of UAE increased with the increase of duty cycle, whereas pulsed ultrasound with proper intervals was more efficient than continuous ultrasonication. The degradation via isomerisation of all-trans-lycopene under ultrasonic treatment was also observed with the formation of 9,13'-di-cis-, 9,13-di-cis-, 15-cis-, 13-cis- and 9-cis-lycopene isomers which were tentatively identified by HPLC-PAD. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2013.01.006

文献信息

• Isolation and spectral characterization of thermally generated multi-<i>Z</i>-isomers of lycopene and the theoretically preferred pathway to di-<i>Z</i>-isomers
  作者：Masaki Honda、Tatsuya Kudo、Takahiro Kuwa、Takuma Higashiura、Tetsuya Fukaya、Yoshinori Inoue、Chitoshi Kitamura、Munenori Takehara

  DOI：10.1080/09168451.2016.1249454

  日期：2017.2.1

  13'Z)-, (5Z,9'Z)-, (5Z,9Z,5'Z)-, and (5Z,9Z)-lycopene, were obtained from tomato samples by thermal isomerization, and then isolated by elaborate chromatography, and fully assigned using proton nuclear magnetic resonance. Moreover, the theoretically preferred pathway from (all-E)-lycopene to di-Z-isomers was examined with a computational approach using a Gaussian program. Fine-tuning of the HPLC separation

  番茄红素具有11个共轭双键内任意位置的E / Z异构化引起的大量几何异构体，提供与抗氧化能力和生物利用度等特征相关的各种特征。然而，仅从天然来源中已完全鉴定出仅一些番茄红素Z-异构体的几何结构。在这项研究中，番茄红素的七个多Z异构体（9Z，13'Z）-，（5Z，13Z，9'Z）-，（9Z，9'Z）-，（5Z，13'Z）-通过热异构化从番茄样品中获得（5Z，9'Z）-，（5Z，9Z，5'Z）-和（5Z，9Z）-番茄红素，然后通过精细色谱分离，并使用质子核磁共振。此外，使用高斯程序通过计算方法研究了从（全E）番茄红素到二Z异构体的理论上优选的途径。
• Effects of various factors of ultrasonic treatment on the extraction yield of all-trans-lycopene from red grapefruit (Citrus paradise Macf.)
  作者：Yuan Xu、Siyi Pan

  DOI：10.1016/j.ultsonch.2013.01.006

  日期：2013.7

  The effects of various factors, including the extraction time, temperature, solvent/material ratio, the ultrasonic intensity and duty cycle of ultrasonic irradiation on the extraction yield of all-trans-lycopene from red grapefruit by ultrasound-assisted extraction (UAE) were investigated. In comparison with conventional solvent extraction (CSE), UAE showed a pronounced greater extraction yield and reduced extraction time effectively with a peak value at 30 min. The extraction yield was significantly influenced by temperature and the optimum condition was 30 degrees C. The extraction yield increased with increasing of solvent/material ratio until equilibrium was arrived at the optimal ratio of 3:1 (mL/g). The extraction yield increased first and then decreased with an increase in ultrasonic intensity. The extraction yield of UAE increased with the increase of duty cycle, whereas pulsed ultrasound with proper intervals was more efficient than continuous ultrasonication. The degradation via isomerisation of all-trans-lycopene under ultrasonic treatment was also observed with the formation of 9,13'-di-cis-, 9,13-di-cis-, 15-cis-, 13-cis- and 9-cis-lycopene isomers which were tentatively identified by HPLC-PAD. (C) 2013 Elsevier B.V. All rights reserved.