玉米黄素杂质4 | 31661-06-0

• 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
• 中文名称: 玉米黄素杂质4
• 英文名称: mutatoxanthin
• 英文别名: (6S,7Ar)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol；(6S,7aR)-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
• CAS: 31661-06-0
• 化学式: C₄₀H₅₆O₃
• 分子量: 584.883
• InChiKey: IFYMEZNJCAQUME-HHBFRJADSA-N

物化性质

• 沸点：
  716.1±60.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环氧玉米黄素 在 碘 dilute acid 作用下， 生成 玉米黄素杂质4
  参考文献：
  名称：

  Molnar, P.; Radics, L.; Szabolcs, J., Acta Chimica Hungarica, 1983, vol. 112, # 4, p. 477 - 486

  摘要：

  DOI：

文献信息

• NADPH and protoporphyrin IX dependent conversion of violaxanthin to a Retro-carotenoid in Narcissus pseudonarcissus chromoplasts in vitro
  作者：M. Lützow、F. Haaf、G. Englert、P. Beyer、H. Kleinig

  DOI：10.1016/0031-9422(95)00673-7

  日期：1996.2

  Abstract In homogenates of chromoplasts isolated from petals of Narcissus pseudonarcissus , violaxanthin is efficiently converted into a novel retro -carotenoid [(3 S ,5 R ,3′ S ,5′ R , all- E )-5,5′-dihydro-3,5,3′,5′-tetrahydroxy- β , β -carotene]. Here we have purified and characterized this compound by NMR spectroscopy. Its formation took place in chromoplast homogenates after supplementation with

  摘要 在从假水仙花瓣中分离的有色体匀浆中，紫黄质有效地转化为一种新型的类胡萝卜素[(3 S ,5 R ,3' S ,5' R , all-E )-5,5'-二氢- 3,5,3',5'-四羟基-β,β-胡萝卜素]。在这里，我们通过核磁共振光谱纯化和表征了这种化合物。在原卟啉 IX 存在下补充 NAD(P)H 后，它在有色体匀浆中形成。四吡咯可以由添加的 δ-氨基乙酰丙酸盐生物合成形成，也可以从外部补充。该反应在厌氧条件下受到极大刺激，这可能是由于抑制了已知在有色体膜中起作用的呼吸氧化还原途径。相对于基板的饱和行为，高底物特异性和蛋白酶敏感性显示了反应的酶促性质。单独的有色体膜和去除膜的可溶性基质成分都不能进行反应，这表明参与催化的多组分系统存在差异。
• Molnar, P.; Radics, L.; Szabolcs, J., Acta Chimica Hungarica, 1983, vol. 112, # 4, p. 477 - 486
  作者：Molnar, P.、Radics, L.、Szabolcs, J.

  DOI：——

  日期：——
• Über Violaxanthin, Auroxanthin und andere Pigmente der Blüten von Viola tricolor
  作者：P. Karrer、J. Rutschmann

  DOI：10.1002/hlca.194402701212

  日期：——
• Carotenoids and Carotenoid Esters in Potatoes (<i>Solanum tuberosum</i> L.):  New Insights into an Ancient Vegetable
  作者：Dietmar E. Breithaupt、Ameneh Bamedi

  DOI：10.1021/jf0257953

  日期：2002.11.1

  The carotenoid pattern of four yellow- and four, white-fleshed potato cultivars (Solanum tuberosum. L.), common on the German market, was investigated using HPLC and LC(APCI)=MS for identification and quantification of carotenoids. In each case, the carotenoid pattern was dominated by violaxanthin, antheraxanthin, lutein, and zeaxanthin, which were present in different ratios, whereas neoxanthin, beta-cryptoxanthin, and beta,beta-carotene generally are only minor constituents. In contrast to literature data, antheraxanthiin was found to be the only carotenoid epoxde present in native extracts: The total concentration of the four main carotenoids reached 175 mug/100 g, whereas the sum of carotenoid esters accounted for 41-131 mug/100 g. Therefore, carotenoid esters are regarded as quantitatively. significant compounds in potatoes. For LC(APCI)-MS analyses of carotenoid. esters, a two-stage, cleanup procedure was developed, involving column chromatography on silica gel and enzymatic cleavage of residual triacylglycerides by lipases. This facilitated. the direct identification of several. potato carotenoid esters without previous isolation of the compounds. Although the unequivocal identification of all parent carotenoids was not possible, the cleanup procedure proved to be highly efficient for LC(APCI)-MS analyses of very-low amounts of carotenoid esters.