PMID- 23010844
OWN - NLM
STAT- MEDLINE
DCOM- 20130319
LR  - 20191210
IS  - 1618-2650 (Electronic)
IS  - 1618-2642 (Linking)
VI  - 404
IP  - 8
DP  - 2012 Nov
TI  - Simultaneous enantiomeric determination of MDMA and its phase I and phase II 
      metabolites in urine by liquid chromatography-tandem mass spectrometry with 
      chiral derivatization.
PG  - 2427-35
LID - 10.1007/s00216-012-6385-9 [doi]
AB  - A liquid chromatography-electrospray ionization tandem mass spectrometry 
      (LC-ESI-MS/MS) procedure was developed for the simultaneous determination of 
      enantiomers of the prevalent designer drug 3,4-methylenedioxymethamphetamine 
      (MDMA) and its phase I and phase II metabolites in urine with chiral 
      derivatization. The analytes in urine were directly derivatized with chiral 
      Marfey's reagent, N(alpha)-(5-fluoro-2,4-dinitrophenyl)-D-leucinamide, without 
      extraction. The diastereomers of the N(alpha)-(2,4-dinitrophenyl)-D-leucinamide 
      derivatives generated were determined by LC-MS/MS. Satisfactory chromatographic 
      separation was achieved for the enantiomers of MDMA and its metabolites 
      3,4-methylenedioxyamphetamine, 4-hydroxy-3-methoxymethamphetamine (HMMA), HMMA 
      glucuronide, and HMMA sulfate on a semimicro octadecylsilane column using linear 
      gradient elution. With use of multiple reaction monitoring mode, the limits of 
      detection of these analytes ranged from 0.01 to 0.03 mug/mL. Linear calibration 
      curves were obtained for all enantiomers from 0.1 to 20 mug/mL in urine. The 
      method showed sufficient reproducibility and quantitative ability. This is the 
      first report of a simple LC-MS/MS-based analytical procedure with direct chiral 
      derivatization in aqueous media that allows simultaneous enantiomeric 
      determination of drugs and their metabolites, including glucuronide and sulfate 
      derivatives.
FAU - Nakanishi, Keiko
AU  - Nakanishi K
AD  - Forensic Science Laboratory, Osaka Prefectural Police Headquarters, Chuo-ku, 
      Osaka, Japan. keikonakanishi@office.zaq.jp
FAU - Katagi, Munehiro
AU  - Katagi M
FAU - Zaitsu, Kei
AU  - Zaitsu K
FAU - Shima, Noriaki
AU  - Shima N
FAU - Kamata, Hiroe
AU  - Kamata H
FAU - Miki, Akihiro
AU  - Miki A
FAU - Kato, Hajime
AU  - Kato H
FAU - Harada, Ken-Ichi
AU  - Harada K
FAU - Tsuchihashi, Hitoshi
AU  - Tsuchihashi H
FAU - Suzuki, Koichi
AU  - Suzuki K
LA  - eng
PT  - Journal Article
PT  - Validation Study
DEP - 20120926
PL  - Germany
TA  - Anal Bioanal Chem
JT  - Analytical and bioanalytical chemistry
JID - 101134327
RN  - 4764-17-4 (3,4-Methylenedioxyamphetamine)
SB  - IM
MH  - 3,4-Methylenedioxyamphetamine/metabolism/standards/*urine
MH  - Chromatography, Liquid/*standards
MH  - Humans
MH  - Molecular Structure
MH  - Quality Control
MH  - Stereoisomerism
MH  - Tandem Mass Spectrometry/*standards
MH  - Urinalysis/*methods
EDAT- 2012/09/27 06:00
MHDA- 2013/03/21 06:00
CRDT- 2012/09/27 06:00
PHST- 2012/06/25 00:00 [received]
PHST- 2012/08/24 00:00 [accepted]
PHST- 2012/08/23 00:00 [revised]
PHST- 2012/09/27 06:00 [entrez]
PHST- 2012/09/27 06:00 [pubmed]
PHST- 2013/03/21 06:00 [medline]
AID - 10.1007/s00216-012-6385-9 [doi]
PST - ppublish
SO  - Anal Bioanal Chem. 2012 Nov;404(8):2427-35. doi: 10.1007/s00216-012-6385-9. Epub 
      2012 Sep 26.