Institute of Food Chemistry, Department of Food Chemistry (170b), University of Hohenheim, D-70593 Stuttgart, Germany.
Institute of Food Chemistry, Department of Food Chemistry (170b), University of Hohenheim, D-70593 Stuttgart, Germany.
Food Chem. 2022 Nov 30;395:133627. doi: 10.1016/j.foodchem.2022.133627. Epub 2022 Jul 4.
Furan fatty acids (FuFAs) are important minor fatty acids of food with antioxidative properties. Since their presence in food triacylglycerols (TAGs) had not been documented, we aimed to enzymatically synthesize TAGs with two important FuFAs (9M5 and 11D5). Specifically, the TAGs triolein (OOO), tripalmitin (PPP), trilinolein (LLL), tri-α-linolenin (LnLnLn), and tricaprylin (CCC) and 9M5 or 11D5 were reacted with the immobilized lipase from Candida antarctica. All reactions resulted in TAGs with one, two, and three FuFAs in decreasing order. A nomenclature system for FuFA-containing TAGs was suggested by listing FuFAs in M (D) style such as OOM and OMO. Reaction of tri9M5 also resulted TAGs with 1-3 conventional fatty acids. GC/MS spectra of FuFA-containing TAGs featured two fragment ions ([M-RCO] and [M-RCOO]) along with the diagnostic base peak of FuFAs and the [RCO] fragment ion. A data base with fragment and molecular ions of food relevant, FuFA-containing TAGs is presented as well.
呋喃脂肪酸(FuFAs)是具有抗氧化性质的食物中重要的次要脂肪酸。由于它们在食物三酰基甘油(TAGs)中的存在尚未被记录,我们旨在通过酶促合成两种重要的 FuFAs(9M5 和 11D5)的 TAGs。具体来说,将三油酸酯(OOO)、三棕榈酸酯(PPP)、三亚油酸酯(LLL)、三α-亚麻酸酯(LnLnLn)和三辛酸酯(CCC)与南极假丝酵母固定化脂肪酶反应。所有反应均以 FuFA 存在的数量依次减少的方式生成了具有一个、两个和三个 FuFA 的 TAGs。通过以 M(D)风格列出 FuFA(如 OOM 和 OMO),提出了 FuFA 含量 TAGs 的命名系统。三 9M5 的反应也产生了具有 1-3 种常规脂肪酸的 TAGs。FuFA 含量 TAGs 的 GC/MS 谱图具有两个特征碎片离子([M-RCO]和[M-RCOO]),以及 FuFA 的诊断基峰和[RCO]碎片离子。还提供了一个包含食品相关的、FuFA 含量的 TAG 的碎片离子和分子离子数据库。