Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2529-2536.DOI: 10.6023/cjoc201404019 Previous Articles     Next Articles

ARTICLE

溶血磷脂酰基转移机理及有效影响因子研究

张康逸a,b, 张丽霞b, 屈凌波a, 王兴国c, 刘元法c   

  1. a. 郑州大学化学系 郑州 450001;
    b. 河南省农科院农副产品加工研究所 郑州 450002;
    c. 江南大学食品学院 无锡 214122
  • 收稿日期:2014-04-12 修回日期:2014-07-14 发布日期:2014-08-26
  • 通讯作者: 刘元法 E-mail:yuanfa.liu@gmail.com
  • 基金资助:

    国家自然科学基金(No.31301502)、河南省重大攻关(No.132102110066)和河南省农业科学院优秀青年科技基金(No.2013YQ25)资助项目.

Mechanism and Effective Factors of Acyl Migration of Lysophospholipid

Zhang Kangyia,b, Zhang Lixiab, Qu Lingboa, Wang Xingguoc, Liu Yuanfac   

  1. a. Department of Chemistry, Zhengzhou University, Zhengzhou 450001;
    b. Henan Academy of Agricultural Sciences Institute of Agricultural Products Processing, Zhengzhou 450002;
    c. Jiangnan University School of Food Science and Technology, Wuxi 214122
  • Received:2014-04-12 Revised:2014-07-14 Published:2014-08-26
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 31301502), the Key Science and Technology Program of Henan Province (No. 132102110066) and the Special Foundation for Young Scientists of Henan Academy of Agricultural Sciences (No. 2013YQ25).

The specificity hydrolysis Sn-1 fatty acyl of phospholipids by phospholipase A1 and the phenomenon of acyl migration in Sn-2-lysophosphatidylcholine (Sn-2-LPC) were demonstrated through 13C NMR, which provided fundamental basis for enzymatic reaction solution of phosphatidylcholine (PC) including Sn-1-lysophosphatidylcholine, Sn-2-LPC, and L-α-glycerylphosphorylcholine. Based on the automatic acyl migration mechanism of monoglycerides, the automatic acyl migration mechanism of Sn-2-LPC was speculated in the acid condition or alkali condition. The effects of reaction parameters on the acyl migration were then explored, including the polarity of the solution, pH, temperature, substrate concentration, and reaction time. The conditions of low acyl migration were as follows: isopropanol solvent, pH 7~8, temperature<35 ℃, defined substrate concentration, shorten reaction time. These results contributed to a data support for the synthesis of acyl mixture of phospholipids, detection of specific phospholipase A1, and the explanation of biosynthetic pathway (lysophospholipid intermediate) of the production mixed phospholipid.

Key words: lysophospholipid, acyl migration, mechanism, effective factors