文献类型：期刊文献

英文题名：Chiral derivatization coupled with liquid chromatography/mass spectrometry for determining ketone metabolites of hydroxybutyrate enantiomers

作者：Cheng, Qing-Yun[1];Xiong, Jun[1];Wang, Fang[1,2];Yuan, Bi-Feng[1];Feng, Yu-Qi[1]

第一作者：Cheng, Qing-Yun

通信作者：Yuan, BF[1]

机构：[1]Wuhan Univ, Minist Educ, Dept Chem, Key Lab Analyt Chem Biol & Med, Wuhan 430072, Hubei, Peoples R China;[2]Gansu Univ Tradit Chinese Med, Dept Pharm, Dingxi Campus, Dingxi 743000, Peoples R China

第一机构：Wuhan Univ, Minist Educ, Dept Chem, Key Lab Analyt Chem Biol & Med, Wuhan 430072, Hubei, Peoples R China

通信机构：[1]corresponding author), Wuhan Univ, Minist Educ, Dept Chem, Key Lab Analyt Chem Biol & Med, Wuhan 430072, Hubei, Peoples R China.

年份：2018

卷号：29

期号：1

起止页码：115

外文期刊名：CHINESE CHEMICAL LETTERS

收录：;Scopus(收录号：2-s2.0-85028617794);WOS:【SCI-EXPANDED(收录号:WOS:000423005300023)】；

基金：The authors thank the financial support from the National Natural Science Foundation of China (Nos. 21522507, 21672166, 21635006).

语种：英文

外文关键词：2-Hydroxybutyric acid; 3-Hydroxybutyric acid; Enantiomer; Chiral derivatization; Mass spectrometry

摘要：c Ketone bodies are small lipid-derived molecules and the metabolism of ketone bodies interfaces with various physiological processes. 3-Hydroxybutyric acid (3HB) is the most stable ketone body and can be employed to supply energy source. 2-Hydroxybutyric acid (2HB), an isomer of 3HB, was demonstrated to be an early biomarker for both insulin resistance and impaired glucose regulation. Both 2HB and 3HB are chiral carboxylic acids and exist in two steric configurations (D/L-2HB and D/L-3HB). It is difficult for these enantiomers to be differentiated by routine analytical methods In the current study, we developed a strategy by chiral derivatization coupled with liquid chromatography/mass spectrometry (LC-ESI-MS) analysis for simultaneous determination of D-2HB, L-2HB, D-3HB and L-3HB enantiomers. (S)-(+)-1-(2-Pyrrolidinylmethyl)-pyrrolidine (PMP) was used for efficient labeling of HBs. Our results showed that the retention behavior of D/L-2HB and D/L-3HB enantiomers was greatly improved after labeling by PMP and the four derivatives can be distinctly separated on C18 reversed-phase column. Moreover, PMP chiral derivatization greatly enhanced the detection sensitivities of HBs up to 55.3 folds because of the introduction of easily ionizable tertiary amino group. Using this method, we simultaneously quantified D-2HB, L-2HB, D-3HB, and L-3HB enantiomers in human renal cell carcinoma (RCC) tissues and the tumor adjacent normal tissues. The result demonstrated that both D-3HB and L-3HB can be detected in human renal tissues, however, only L-2HB was detected in human renal tissues. In addition, the quantification results showed that the contents of D-3HB were approximate 10 folds higher than L-3 HB. Taken together, the developed method offered an efficient approach for the sensitive analysis of D/L-2HB and D/L-3HB enantiomers, which may facilitate the in-depth study of the functions of HBs. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.