all-trans-lutein 3'-O-palmitate

• 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-lutein 3'-O-palmitate
• 英文别名: lutein-3'-O-palmitate；[(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-yl] hexadecanoate
• 化学式: C₅₆H₈₆O₃
• 分子量: 807.297
• InChiKey: HSGMANFKZWKVGN-GUNCLKCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.9
• 重原子数：
  59
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  叶黄素 、 棕榈酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 all-trans-lutein 3'-O-palmitate 、 all-trans-lutein 3-O-palmitate 、 堆心菊素
  参考文献：
  名称：

  Identification of Synthetic Regioisomeric Lutein Esters and Their Quantification in a Commercial Lutein Supplement

  摘要：

  Synthetic mixtures of 24 mono- and diesters of the asymmetric hydroxylated carotenoid lutein with lauric, myristic, palmitic, and stearic acids were analyzed by liquid chromatography-ultraviolet/visible spectroscopy (LC-UV-vis) and characterized by LC-mass spectrometry (MS) and nuclear magnetic resonance spectroscopy (NMR). These compounds were then used for identifying the composition of a commercial lutein supplement. This is the first report of chromatographic separation of mixed fatty acid lutein diesters. Preferential MS loss of fatty acids or water occurred initially at the 3'-hydroxy position in the epsilon-ionone ring and subsequently at the 3-hydroxy position in the beta-ionone ring. This selective fragmentation leads to facile assignment of the specific fatty acids to the appropriate regioisomeric ionone ring. A commercial lutein supplement contained low levels of two pairs of regioisomeric monoesters and nearly equal levels of three homogeneous diesters and five pairs of mixed diesters. Palmitic acid was the predominant fatty acid, with lower amounts of myristic, stearic, and lauric acids.

  DOI：

  10.1021/jf070357n

文献信息

• TRANS-XANTHOPHYLL ESTER CONCENTRATES OF ENHANCED PURITY AND METHODS OF MAKING SAME
  申请人：Inexa Industria Extractora C.A.

  公开号：EP1073694A1

  公开（公告）日：2001-02-07
• STABILIZED SOLUBILITY-ENHANCED FORMULATIONS FOR ORAL DELIVERY
  申请人：DONG Liang C.

  公开号：US20100247632A1

  公开（公告）日：2010-09-30

  Methods and compositions are described whereby poorly water-soluble beneficial agents such as vitamins and co-factors are formulated into self-emulsifying formulas (SEF) and optionally sorbing the SEF into pores of porous solid particulates, or preparing supersaturated solutions (SSS) and sorbing the SSS into pores of porous solid particulates. These formulations are useful as dosage forms with oral availability.
• PROCESS FOR CRYSTALLIZATION OF HIGH PURITY LUTEIN ESTERS FROM MARIGOLD EXTRACTS
  申请人：KEMIN INDUSTRIES, INC.

  公开号：US20220220059A1

  公开（公告）日：2022-07-14

  The present invention relates to a novel process for crystallizing high purity lutein and zeaxanthin esters from marigold oleoresin. In another aspect, the present invention relates to the removal of soft and hard waxes by adsorption on diatomaceous earth or other filter aid using acetone or other organic solvent. Another aspect of the present invention relates to achieving high-purity lutein and zeaxanthin esters, including purity levels that are about 90 to 95%.
• US6191293B1
  申请人：——

  公开号：US6191293B1

  公开（公告）日：2001-02-20
• US9005608B2
  申请人：——

  公开号：US9005608B2

  公开（公告）日：2015-04-14