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学科主题: 药学
题名:
A tandem mass spectrometric study of bile acids: Interpretation of fragmentation pathways and differentiation of steroid isomers
作者: Qiao, Xue1; Ye, Min1; Liu, Chun-fang1; Yang, Wen-zhi1; Miao, Wen-juan1; Dong, Jing2; Guo, De-an1
关键词: Bile acid ; Fragmentation pathway ; Steroids ; Tandem mass spectrometry
刊名: STEROIDS
发表日期: 2012-02-01
DOI: 10.1016/j.steroids.2011.11.008
卷: 77, 期:3, 页:204-211
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Biochemistry & Molecular Biology ; Endocrinology & Metabolism
研究领域[WOS]: Biochemistry & Molecular Biology ; Endocrinology & Metabolism
关键词[WOS]: COLLISION-INDUCED DISSOCIATION ; PRESSURE CHEMICAL-IONIZATION ; ELECTROSPRAY-IONIZATION ; ANABOLIC-STEROIDS ; ESI-MS/MS ; IDENTIFICATION ; MS ; METABOLITES ; HPLC ; SPECTRA
英文摘要:

Bile acids are steroids with a pentanoic acid substituent at C-17. They are the terminal products of cholesterol excretion, and play critical physiological roles in human and animals. Bile acids are easy to detect but difficult to identify by using mass spectrometry due to their poly-ring structure and various hydroxylation patterns. In this study, fragmentation pathways of 18 free and conjugated bile acids were interpreted by using tandem mass spectrometry. The analyses were conducted on ion trap and triple quadrupole mass spectrometers. Upon collision-induced dissociation, the conjugated bile acids could cleave into glycine or taurine related fragments, together with the steroid skeleton. Fragmentations of free bile acids were further elucidated, especially by atmospheric pressure chemical ionization mass spectrometry in positive ion mode. Aside from universally observed neutral losses, eliminations occurred on bile acid carbon rings were proposed for the first time. Moreover, four isomeric 5 beta-cholanic acid hydroxyl derivatives (3 alpha,6 alpha-, 3 alpha,7 beta-, 3 alpha,7 alpha-, and 3 alpha,12 alpha-) were differentiated using electrospray ionization in negative ion mode: 3 alpha,7 beta-OH substituent inclined to eliminate H2O and CH2O2 groups; 3 alpha,6 alpha-OH substituent preferred neutral loss of two H2O molecules; 3 alpha,12 alpha-OH substituent apt to lose the carboxyl in the form of CO2 molecule; and 3 alpha,7 alpha-OH substituent exhibited no further fragmentation after dehydration. This study provided specific interpretation for mass spectra of bile acids. The results could contribute to bile acid analyses, especially in clinical assays and metabonomic studies. (C) 2011 Elsevier Inc. All rights reserved.

语种: 英语
所属项目编号: 985-2-119-121 ; 81173644
项目资助者: Peking University Health Science Center ; National Natural Science Foundation of China
WOS记录号: WOS:000300523000005
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/65631
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Shimadzu Int Trading Shanghai Co Ltd, Beijing Off, Beijing 100020, Peoples R China

Recommended Citation:
Qiao, Xue,Ye, Min,Liu, Chun-fang,et al. A tandem mass spectrometric study of bile acids: Interpretation of fragmentation pathways and differentiation of steroid isomers[J]. STEROIDS,2012,77(3):204-211.
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