Chemical derivatization to enhance ionization of anabolic steroids in LC-MS for doping-control analysis

被引:44
作者
Athanasiadou, Ioanna [1 ,2 ]
Angelis, Yiannis S. [1 ]
Lyris, Emmanouil [1 ]
Georgakopoulos, Costas [1 ,3 ]
机构
[1] Olymp Athlet Ctr Athens, Doping Control Lab Athens, Maroussi 15123, Greece
[2] Univ Athens, Lab Biopharmaceut & Pharmacokinet, Sch Pharm, GR-15771 Athens, Greece
[3] Anti Doping Lab Qatar, Doha, Qatar
关键词
Anabolic steroids; Chemical derivatization; Doping control; Electrospray ionization (ESI); Ionization; LC-MS; Liquid chromatography; Mass spectrometry; Minimum required performance limit (MRPL); Sensitivity; TANDEM MASS-SPECTROMETRY; PERFORMANCE LIQUID-CHROMATOGRAPHY; HIGHLY SENSITIVE QUANTIFICATION; SOLID-PHASE EXTRACTION; ELECTROSPRAY-IONIZATION; HUMAN URINE; HUMAN SERUM; RAT-BRAIN; HUMAN PLASMA; HORSE URINE;
D O I
10.1016/j.trac.2012.10.003
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Anabolic androgenic steroids are the most frequently misused compounds in human sports, despite their prohibition by the International Olympic Committee and the World Anti-Doping Agency. In equestrian sports, this class of substances has also been prohibited by the national equestrian federations and the Federation Equestre Internationale. It is well known that the applicability of liquid chromatography-mass spectrometry (LC-MS) in the detection of these substances presents sensitivity limitations. The absence of acidic or basic groups or conjugated oxo-systems in the structures of some anabolic steroids explains their ionization difficulties in soft atmospheric pressure ionization (API) sources [e.g., electrospray ionization (ESI), atmospheric pressure chemical ionization or atmospheric pressure photoionization]. The goal of chemical derivatization is conversion of a poorly ionizable or non-ionizable compound into an easily detectable one by changing its chemical and physical properties and it is considered as a useful strategy for the ionization enhancement of anabolic steroids in API-MS techniques. This review underlines the efforts made in the human and animal doping-control fields to develop and to apply derivatization methods for enhancing ESI efficiency of banned anabolic steroids, so improving their detection in LC-MS analysis according to their established minimum required performance limits. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:137 / 156
页数:20
相关论文
共 142 条
  • [1] Derivatization of ethinylestradiol with dansyl chloride to enhance electrospray ionization: Application in trace analysis of ethinylestradiol in rhesus monkey plasma
    Anari, MR
    Bakhtiar, R
    Zhu, B
    Huskey, S
    Franklin, RB
    Evans, DC
    [J]. ANALYTICAL CHEMISTRY, 2002, 74 (16) : 4136 - 4144
  • [2] Athanasiadou I, 2012, BIOANALYSIS, V4, P167, DOI [10.4155/BIO.11.308, 10.4155/bio.11.308]
  • [3] Testing for natural and synthetic anabolic agents in human urine
    Ayotte, C
    Goudreault, D
    Charlebois, A
    [J]. JOURNAL OF CHROMATOGRAPHY B, 1996, 687 (01): : 3 - 25
  • [4] The potential use of complex derivatization procedures in comprehensive HPLC-MS/MS detection of anabolic steroids
    Baranov, Pavel A.
    Appolonova, Svetlana A.
    Rodchenkov, Grigory M.
    [J]. DRUG TESTING AND ANALYSIS, 2010, 2 (9-10) : 475 - 488
  • [5] Use of S-pentafluorophenyl tris(2,4,6-trimethoxyphenyl) phosphonium acetate bromide and (4-hydrazino-4-oxobutyl) [tris(2,4,6-trimethoxyphenyl)]phosphonium bromide for the derivatization of alcohols, aldehydes and ketones for detection by liquid chromatography/electrospray mass spectrometry
    Barry, SJ
    Carr, RM
    Lane, SJ
    Leavens, WJ
    Manning, CO
    Monté, S
    Waterhouse, I
    [J]. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2003, 17 (05) : 484 - 497
  • [6] Improvement of estradiol esters monitoring in bovine hair by dansylation and liquid chromatography/tandem mass spectrometry analysis in multiple reaction monitoring and precursor ion scan modes
    Bichon, E.
    Beasse, A.
    Prevost, S.
    Christien, S.
    Courant, F.
    Monteau, F.
    Le Bizec, B.
    [J]. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2012, 26 (07) : 819 - 827
  • [7] Analysis of a challenging subset of world anti-doping agency-banned steroids and antiestrogens by LC-MS-MS
    Borges, Chad R.
    Miller, Nicole
    Shelby, Melinda
    Hansen, Megan
    White, Claudia
    Slawson, Matthew H.
    Monti, Kim
    Crouch, Dennis J.
    [J]. JOURNAL OF ANALYTICAL TOXICOLOGY, 2007, 31 (03) : 125 - 131
  • [8] Column-switching LC-MS/MS analysis for quantitative determination of testosterone in human serum
    Borrey, Danielle
    Moerman, Elke
    Cockx, An
    Engelrelst, Veronique
    Langlois, Michel R.
    [J]. CLINICA CHIMICA ACTA, 2007, 382 (1-2) : 134 - 137
  • [9] CELOTTI F, 1992, J STEROID BIOCHEM, V43, P469
  • [10] GC-MS analysis of multiply derivatized opioids in urine
    Chen, Bud-Gen
    Wang, Sheng-Meng
    Liu, Ray H.
    [J]. JOURNAL OF MASS SPECTROMETRY, 2007, 42 (08): : 1012 - 1023