State Key Laboratory of Organometallic Chemistry and National Center for Organic Mass Spectrometry in Shanghai, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China.
Shimadzu Research Laboratory (Shanghai) Co. Ltd., Shanghai 201206, China.
Food Chem. 2023 Jan 30;400:134092. doi: 10.1016/j.foodchem.2022.134092. Epub 2022 Sep 5.
Chiral analysis of food components can provide important information for food quality, bioactivity and safety. Determination of enantiomeric ratios in food is a tedious task, due to the poor resolution and insufficient sensitivity for simultaneous discrimination and quantification of trace amounts of d-form metabolites. Herein, a high-throughput, high-sensitive and high-resolution method was developed for simultaneously determining enantiomeric ratios of multiple chiral α-hydroxy/amino acids (HA/AAs) from fermented milks in one-run by [d]/[d]-estradiol-3-benzoate-17β-chloroformate labeling-assisted ion mobility - mass spectrometry. Results revealed extensive variation in chiral HA/AA profiles among 15 fermented milks. A total of 14 D-HA/AAs were identified. d-Lactic acid and d-alanine appeared as the most discriminatory in fermented milks with live lactic acid bacteria (LAB). Results suggested that glycolysis, casein hydrolysis and enantioisomerization of HA/AAs were most likely affected by various starter culture LAB. It may contribute to entail a valuable step forward in food quality control and discovering functional-related chiral biomarkers.
对食品成分进行手性分析可以提供有关食品质量、生物活性和安全性的重要信息。由于痕量 d 型代谢物的分辨率差且同时进行痕量同时检测和定量的灵敏度不足，因此测定食品中的对映体比例是一项繁琐的任务。在此，开发了一种高通量、高灵敏度和高分辨率的方法，通过 [d]/[d]-雌二醇-3-苯甲酸-17β-氯甲酸酯标记辅助离子迁移-质谱法，可在一次运行中同时测定发酵乳中多种手性α-羟基/氨基酸（HA/AA）的对映体比例。结果表明，15 种发酵乳中的手性 HA/AA 谱存在广泛差异。共鉴定出 14 种 D-HA/AA。在含有活菌的发酵乳中，d-乳酸和 d-丙氨酸的差异最大。结果表明，糖酵解、酪蛋白水解和 HA/AA 的对映体异构化最有可能受到各种起始培养物 LAB 的影响。这可能有助于在食品质量控制和发现功能相关的手性生物标志物方面向前迈出有价值的一步。
