Synthesis and surface properties of monoeicosapentaenoyl trehalose

ArticleinEuropean Food Research and Technology 229(3):403-408 · July 2009with6 Reads
Impact Factor: 1.56 · DOI: 10.1007/s00217-009-1049-5


    Eicosapentaenoyl trehalose was transesterified with eicosapentaenoic acid ethyl ester and trehalose in tert-butanol using microbial lipase. Reversed phase high-performance liquid chromatography coupled with diode array detection
    and electrospray ionization mass spectrometry (RPHPLC-DAD–ESI-MS) analysis showed that the monoester and diester existed in
    the reaction mixture. Silica gel column chromatography was adopted to pretreat the reactive mixture then the eluted monoeicosapentaenoyl
    trehalose was further purified using semi-preparative HPLC. The structure of the compound was confirmed by ESI-MS and nuclear
    magnetic resonance (NMR) as 6-O-monoeicosapentaenoyl trehalose. Subsequently, the surface properties of monoeicosapentaenoyl trehalose were investigated.
    The results indicated that the surface tension, CMC, γCMC and ΔG
    mico decreased with increasing temperature, however, the area occupied per molecule increased very little.