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采用柱前衍生化液相色谱-串联质谱法分析苹果和商业果汁中的柠檬酸对映异构体。

Analyzing Citramalic Acid Enantiomers in Apples and Commercial Fruit Juice by Liquid Chromatography-Tandem Mass Spectrometry with Pre-Column Derivatization.

机构信息

Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi-shi 274-8510, Japan.

出版信息

Molecules. 2023 Feb 6;28(4):1556. doi: 10.3390/molecules28041556.

DOI:10.3390/molecules28041556
PMID:36838544
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9959191/
Abstract

Optically active citramalic acid (CMA) is naturally present as an acidic taste component in fruits, such as apples. The absolute configuration of CMA in such fruits was investigated by high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) following pre-column derivatization with a chiral reagent, benzyl 5-(2-aminoethyl)-3-methyl-4-oxoimidazolidine-1-carboxylate. The developed LC-MS/MS method successfully separated the enantiomers of CMA using an octadecylsilica column with a resolution and separation factor of 2.19 and 1.09, respectively. Consequently, the -form of CMA was detected in the peel and fruit of three kinds of apple at concentrations in the 1.24-37.8 and 0.138-1.033 mg/wet 100 g ranges, respectively. In addition, - CMA was present in commercial apple juice, whereas no quantity was detected in commercial blueberry, perilla, or Japanese apricot juice.

摘要

光学活性柠苹酸（CMA）作为一种酸性味觉成分天然存在于水果中，如苹果。采用手性试剂苄基 5-(2-氨基乙基)-3-甲基-4-氧代-1-咪唑烷羧酸酯衍生化，通过高效液相色谱-串联质谱（LC-MS/MS）对这些水果中的 CMA 绝对构型进行了研究。所开发的 LC-MS/MS 方法使用十八烷基硅烷柱成功分离了 CMA 的对映异构体，其分辨率和分离因子分别为 2.19 和 1.09。因此，在三种苹果的果皮和果肉中分别检测到浓度为 1.24-37.8 和 0.138-1.033 mg/湿 100 g 的 CMA 的-形式。此外，-CMA 存在于商业苹果汁中，而在商业蓝莓、紫苏或日本甜杏仁汁中未检测到其含量。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/45d782923fdf/molecules-28-01556-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/024ffb1d3a85/molecules-28-01556-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/9d6b2583df1b/molecules-28-01556-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/91cf0131cee5/molecules-28-01556-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/34de41fa6143/molecules-28-01556-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/71e67e31def4/molecules-28-01556-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/45d782923fdf/molecules-28-01556-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/024ffb1d3a85/molecules-28-01556-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/9d6b2583df1b/molecules-28-01556-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/91cf0131cee5/molecules-28-01556-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/34de41fa6143/molecules-28-01556-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/71e67e31def4/molecules-28-01556-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/758a/9959191/45d782923fdf/molecules-28-01556-g005.jpg

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