The two-step synthesis of 1,3-oleoyl-2-palmitoylglycerol by Candida sp. 99–125 lipase

被引:0
|
作者
Liu C. [1 ]
Zhang Y. [1 ]
Zhang X. [1 ]
Nie K. [1 ,2 ]
Deng L. [1 ,2 ]
Wang F. [1 ]
机构
[1] Beijing Bioprocess Key Laboratory, State Key Laboratory of Chemical Resource Engineering, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing
[2] Amoy—BUCT Industrial Bio-technovation Institute, Amoy
关键词
1,3-oleoyl-2-palmitoylglycerol; Alcoholysis; Candida sp. 99–125; Esterification; Monopalmitin;
D O I
10.1016/j.molcatb.2016.10.005
中图分类号
学科分类号
摘要
This paper proposed a two-step method to synthesize 1,3-Oleyl-2-Palmitoylglycerol (OPO) which is an important ingredient in the infant formula using an economical lipase from Candida sp. 99–125. In the first step, tripalmitin (PPP) is enzymatically alcoholyzed to monopalmitin (2-MP) by Candida sp. 99–125 lipase. MP is then recovered through solvent extraction at 78.03% yield and 98.01% purity, which are better than crystallization purification (75.85% yield and 86.37% purity). In the second step, the recovered 2-MP is solvent-free esterified with oleic acid, using the same lipase. OPO was obtained at a yield of 65%, including 75% palmitic acid in the Sn-2 position. This study has shown that the two-step method could give a higher yield of OPO than the previously reported one-step method using economical lipase. © 2016
引用
收藏
页码:S1 / S5
页数:4
相关论文
共 50 条
  • [31] Simple Two-step Procedure for the Synthesis of Memantine Hydrochloride from 1,3-Dimethyl-adamantane
    Binh Duong Vu
    Ngoc Minh Ho Ba
    Van Hien Pham
    Dinh Chau Phan
    ACS OMEGA, 2020, 5 (26): : 16085 - 16088
  • [32] Unprecedented two-step synthesis of symmetrical diarylamines from 2-alkyl-1,3-dinitropropanes
    Ballini, R
    Barboni, L
    Femoni, C
    Giarlo, G
    Palmieri, A
    TETRAHEDRON LETTERS, 2006, 47 (14) : 2295 - 2297
  • [33] Practical synthesis of 1,3-oleoyl 2-docosahexaenoylglycerol by lipase-catalyzed reactions: An evaluation of different reaction routes
    Zhang, H.
    Oenal, G.
    Wijesundera, C.
    Xu, X.
    PROCESS BIOCHEMISTRY, 2009, 44 (05) : 534 - 539
  • [34] Highly chemoselective lipase from Candida sp 99-125 catalyzed ring-opening polymerization for direct synthesis of thiol-terminated poly(ε-caprolactone)
    Zhu, Ning
    Zhang, Zi-Long
    He, Wei
    Geng, Xiao-Cheng
    Fang, Zheng
    Li, Xin
    Li, Zhen-Jiang
    Guo, Kai
    CHINESE CHEMICAL LETTERS, 2015, 26 (03) : 361 - 364
  • [35] Two-step synthesis of complex aryl phosphonates via sequential elimination and 1,3-dipolar cycloaddition
    Haugen, Amber
    Schmid, Merranda
    Isaacson, Erika
    Scanlon, Joseph
    Willoughby, Patrick
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [36] Two-step polyhydroxybutyrate production from hydrogenic effluent by freshwater microalgae Coelastrella sp. KKU-P1 and Acutodesmus sp. KKU-P2 under mixotrophic cultivation
    Thepsuthammarat, Kamolwan
    Imai, Tsuyoshi
    Plangklang, Pensri
    Sittijunda, Sureewan
    Reungsang, Alissara
    HELIYON, 2024, 10 (17)
  • [37] Two-Step Procedure for the Synthesis of 1,2,3,4-Tetrahydro-quinolines
    Warsitz, Michael
    Doye, Sven
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (45) : 6997 - 7014
  • [38] Convenient One-Pot Two-Step Synthesis of 1,3-Thiazoles via Organocatalyzed Epoxidation of Nitroolefins
    Wei, Shengwei
    Weiss, Katharina M.
    Tsogoeva, Svetlana B.
    SYNTHESIS-STUTTGART, 2012, 44 (22): : 3441 - 3446
  • [39] Facile preparation of magnetic carbon nanotubes-immobilized lipase for highly efficient synthesis of 1,3-dioleoyl-2-palmitoylglycerol-rich human milk fat substitutes
    Zheng, Mingming
    Wang, Shi
    Xiang, Xia
    Shi, Jie
    Huang, Juan
    Deng, Qianchun
    Huang, Fenghong
    Xiao, Junyong
    FOOD CHEMISTRY, 2017, 228 : 476 - 483
  • [40] Highly chemoselective lipase from Candida sp.99-125 catalyzed ring-opening polymerization for direct synthesis of thiol-terminated poly(e-caprolactone)
    Ning Zhu
    Zi-Long Zhang
    Wei He
    Xiao-Cheng Geng
    Zheng Fang
    Xin Li
    Zhen-Jiang Li
    Kai Guo
    ChineseChemicalLetters, 2015, 26 (03) : 361 - 364