10-Ethyl-acridine-2-sulfonyl Chloride: A New Derivatization Agent for Enhancement of Atmospheric Pressure Chemical Ionization of Estrogens in Urine

NWIPB OpenIR

	10-Ethyl-acridine-2-sulfonyl Chloride: A New Derivatization Agent for Enhancement of Atmospheric Pressure Chemical Ionization of Estrogens in Urine
	You, Jinmao 1,2; Zhao, Huaixin 2; Sun, Zhiwei 1,3; Suo, Yourui 1; Chen, Guichen 1
	2009-07-01
发表期刊	CHROMATOGRAPHIA
ISSN	0009-5893
卷号	70 期号:1-2 页码:45-55
文章类型	Article
摘要	The extensive metabolism and treatment of low doses of estrone (E1), estradiol (E2) and estriol (E3) in preclinical animal species necessitates a sensitive analytical method to identify or quantify the estrogens in biological matrixes. In this study, a highly sensitive and specific method based on the derivatization of E1, E2 and E3 with 10-ethyl-acridine-2-sulfonyl chloride (EASC) coupled with liquid chromatography-ion-trap mass spectrometry with APCI-MS (MRM) identification of estrogens has been developed. The EASC derivatization of E1, E2 and E3 introduces an acridine functional group into estrogen molecules. The carbonyl group in EASC core results in the formation of a phenoxide negative ion by the intramolecular keto-enol isomerization that can be accepted a [H](+) and readily ionized in commonly used LC mobile phases. Derivatives are sufficiently stable to be efficiently analyzed by LC-APCI-MS and show an intense protonated molecular ion at m/z [M+H](+) in positive-ion mode. The collision-induced dissociation of molecular ion forms a distinctive product ion at m/z 222.6, corresponding to the protonated 10-ethyl-acridine moiety. The selected reaction monitoring, based on the m/z [M+H](+) -> m/z 222.6 transitions, is highly specific for estrogen derivatives. Therefore, the facile EASC derivatization coupling with LC-APCI-MS analysis allows the development of a highly sensitive and specific method for the identification of trace levels of estrogens in urine of root vole (Microtus oeconomus Pallas).; The extensive metabolism and treatment of low doses of estrone (E1), estradiol (E2) and estriol (E3) in preclinical animal species necessitates a sensitive analytical method to identify or quantify the estrogens in biological matrixes. In this study, a highly sensitive and specific method based on the derivatization of E1, E2 and E3 with 10-ethyl-acridine-2-sulfonyl chloride (EASC) coupled with liquid chromatography-ion-trap mass spectrometry with APCI-MS (MRM) identification of estrogens has been developed. The EASC derivatization of E1, E2 and E3 introduces an acridine functional group into estrogen molecules. The carbonyl group in EASC core results in the formation of a phenoxide negative ion by the intramolecular keto-enol isomerization that can be accepted a [H](+) and readily ionized in commonly used LC mobile phases. Derivatives are sufficiently stable to be efficiently analyzed by LC-APCI-MS and show an intense protonated molecular ion at m/z [M+H](+) in positive-ion mode. The collision-induced dissociation of molecular ion forms a distinctive product ion at m/z 222.6, corresponding to the protonated 10-ethyl-acridine moiety. The selected reaction monitoring, based on the m/z [M+H](+) -> m/z 222.6 transitions, is highly specific for estrogen derivatives. Therefore, the facile EASC derivatization coupling with LC-APCI-MS analysis allows the development of a highly sensitive and specific method for the identification of trace levels of estrogens in urine of root vole (Microtus oeconomus Pallas).
关键词	Column Liquid Chromatography-mass Spectrometry Estrogens 10-ethyl-acridine-2-sulfonyl Chloride
WOS标题词	Science & Technology ; Life Sciences & Biomedicine ; Physical Sciences
关键词[WOS]	TANDEM MASS-SPECTROMETRY ; SOLID-PHASE EXTRACTION ; WATER TREATMENT PLANTS ; LIQUID-CHROMATOGRAPHY ; WASTE-WATER ; PRECOLUMN DERIVATIZATION ; DANSYL CHLORIDE ; HUMAN SERUM ; STRESS ; GLUCOCORTICOIDS
收录类别	SCI
语种	英语
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry
WOS类目	Biochemical Research Methods ; Chemistry, Analytical
WOS记录号	WOS:000268055600007
引用统计	被引频次：18[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://210.75.249.4/handle/363003/1848
专题	中国科学院西北高原生物研究所
作者单位	1.Chinese Acad Sci, NW Plateau Inst Biol, Xining 810001, Peoples R China 2.Qufu Normal Univ, Coll Chem Sci, Key Lab Life Organ Anal, Qufu 273165, Shandong, Peoples R China 3.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
推荐引用方式 GB/T 7714	You, Jinmao,Zhao, Huaixin,Sun, Zhiwei,et al. 10-Ethyl-acridine-2-sulfonyl Chloride: A New Derivatization Agent for Enhancement of Atmospheric Pressure Chemical Ionization of Estrogens in Urine[J]. CHROMATOGRAPHIA,2009,70(1-2):45-55.
APA	You, Jinmao,Zhao, Huaixin,Sun, Zhiwei,Suo, Yourui,&Chen, Guichen.(2009).10-Ethyl-acridine-2-sulfonyl Chloride: A New Derivatization Agent for Enhancement of Atmospheric Pressure Chemical Ionization of Estrogens in Urine.CHROMATOGRAPHIA,70(1-2),45-55.
MLA	You, Jinmao,et al."10-Ethyl-acridine-2-sulfonyl Chloride: A New Derivatization Agent for Enhancement of Atmospheric Pressure Chemical Ionization of Estrogens in Urine".CHROMATOGRAPHIA 70.1-2(2009):45-55.