School of Biotechnology and Food Engineering, Hefei University of Technology , Hefei 230009, People's Republic of China.
J Agric Food Chem. 2011 Oct 12;59(19):10732-6. doi: 10.1021/jf2026583. Epub 2011 Sep 14.
The feasibility of esterification of phytosterol with the amino acid l-glutamic acid was established. The influence of various organic solvents was investigated, and n-butanol was selected as an ideal solvent for phytosteryl esters synthesis with l-glutamic acid. The reaction conditions were further optimized by orthogonal experiments, and a 92.3% degree of esterification was obtained when optimum conditions were used. FT-IR spectral, GC-MS, and NMR analyses were adopted to determine the steryl esters of l-glutamic acid. The FT-IR spectrum indicated the presence of ester bonds in the phytosteryl esters with l-glutamic acid, and on the basis of the detailed mass spectrography analysis, GC-MS and NMR offered an efficient and reliable way to confirm the steryl esters. This novel synthesis approach of phytosteryl esters with amino acid supplied a promising alternative to the substrate on esterification of phytosterols and thus can be readily applied to further studies of functional food ingredients of phytosteryl esters.
建立了植物甾醇与氨基酸 l-谷氨酸酯化的可行性。考察了各种有机溶剂的影响,选择正丁醇作为与 l-谷氨酸合成植物甾酯的理想溶剂。通过正交实验进一步优化了反应条件,当采用最佳条件时,酯化度达到 92.3%。采用傅里叶变换红外光谱(FT-IR)、气相色谱-质谱联用(GC-MS)和核磁共振(NMR)分析确定了 l-谷氨酸的植物甾醇酯。FT-IR 谱表明,l-谷氨酸的植物甾醇酯中存在酯键,根据详细的质谱分析,GC-MS 和 NMR 为确认甾醇酯提供了一种有效可靠的方法。这种新型的氨基酸植物甾醇酯的合成方法为植物甾醇酯化反应的底物提供了一种有前途的替代方法,因此可以很容易地应用于植物甾醇酯功能性食品成分的进一步研究。