apo-9'-fucoxanthinone | 26289-05-4

• 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: apo-9'-fucoxanthinone
• CAS: 26289-05-4
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: OLSFSBZBHVQLQE-KMEIOAJYSA-N

物化性质

• 沸点：
  377.9±42.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  apo-9'-fucoxanthinone 以 正己烷 、 二氯甲烷 为溶剂， 生成 (1'S,2'R,4'S)-4-(4'-Acetoxy-2'-hydroxy-2',6',6'-trimethylcyclohexyliden)but-3-en-2-on
  参考文献：
  名称：

  合成对映体“草hopper”-基通宁和普通香料

  摘要：

  光学纯蚱Grass酮及其非对映异构体及相关化合物的合成

  DOI：

  10.1002/hlca.19900730319
• 作为产物：
  描述：

  Acetic acid (1S,3R)-4-[(3E,5E,7E,9E,11E,13E,15E)-18-((2R,4S)-4-acetoxy-2-hydroxy-2,6,6-trimethyl-cyclohexylidene)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenylidene]-3-hydroxy-3,5,5-trimethyl-cyclohexyl ester 在 二甲基硫 、 臭氧 作用下， 生成 apo-9'-fucoxanthinone
  参考文献：
  名称：

  Mimulaxanthin，类胡萝卜素von Lamium montanum和围网绝对Konfiguration; 降糖新黄嘌呤和新黄嘌呤

  摘要：

  Mimulaxanthin，主要类胡萝卜素野montanum，其绝对配置的测定。深氧新黄嘌呤与新黄嘌呤的相关性的绝对构型

  DOI：

  10.1002/hlca.19800630848

文献信息

• Chemical cleavage of fucoxanthin from Undaria pinnatifida and formation of apo-fucoxanthinones and apo-fucoxanthinals identified using LC-DAD-APCI-MS/MS
  作者：Junxiang Zhu、Xiaowen Sun、Xiaoli Chen、Shuhui Wang、Dongfeng Wang

  DOI：10.1016/j.foodchem.2016.05.064

  日期：2016.11

  As the most abundant carotenoid in nature, fucoxanthin is susceptible to oxidation under some conditions, forming cleavage products that possibly exhibit both positive and negative health effects in vitro and in vivo. Thus, to produce relatively high amounts of cleavage products, chemical oxidation of fucoxanthin was performed. Kinetic models for oxidation were probed and reaction products were identified. The results indicated that both potassium permanganate (KMnO4) and hypochlorous acid/hypochlorite (HClO/ClO-) treatment fitted a first-order kinetic model, while oxidation promoted by hydroxyl radical (OH center dot) followed second-order kinetics. With the help of liquid chromatography-tandem mass spectrometry, a total of 14 apo-fucoxanthins were detected as predominant cleavage products, with structural and geometric isomers identified among them. Three apo-fucoxanthinones and eleven apo-fucoxanthinals, of which five were cis-apo-fucoxanthinals, were detected upon oxidation by the three oxidizing agents (KMnO4, HClO/ClO-, and OH center dot). (C) 2016 Elsevier Ltd. All rights reserved.