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Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry

PURPOSE: Phenethylamines constitute the majority of drug-related arrests in Japan. Recently, the smuggling of tert-butoxycarbonyl (t-Boc)-protected phenethylamines has become of increasing concern, because of the difficult identification of these masked substances. METHODS: In this study, a rapid an...

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Autores principales: Sugie, Ken-ichi, Kurakami, Daisuke, Akutsu, Mamoru, Saito, Koichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Japan 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6002434/
https://www.ncbi.nlm.nih.gov/pubmed/29963202
http://dx.doi.org/10.1007/s11419-017-0400-y
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author Sugie, Ken-ichi
Kurakami, Daisuke
Akutsu, Mamoru
Saito, Koichi
author_facet Sugie, Ken-ichi
Kurakami, Daisuke
Akutsu, Mamoru
Saito, Koichi
author_sort Sugie, Ken-ichi
collection PubMed
description PURPOSE: Phenethylamines constitute the majority of drug-related arrests in Japan. Recently, the smuggling of tert-butoxycarbonyl (t-Boc)-protected phenethylamines has become of increasing concern, because of the difficult identification of these masked substances. METHODS: In this study, a rapid and accurate method for the detection of t-Boc-methamphetamine (t-Boc-MP) by direct analysis in real time–time-of-flight-mass spectrometry (DART–TOF-MS) was developed. The efficiency of the method was evaluated by comparison with conventional gas chromatography–MS (GC–MS) and liquid chromatography–TOF-MS (LC–TOF-MS) techniques. RESULTS: During GC–MS analysis of t-Boc-MP, MP was generated in the injection port, which can lead to an analytical error. In the LC–TOF-MS spectrum, fragment ions were detected, which were generated by McLafferty rearrangement in the ion source. On the other hand, in the DART–TOF-MS analysis of t-Boc-MP, pyrolysis could be suppressed by using a micro-syringe injection method, and the fragment ions generated by McLafferty rearrangement were still observed. Moreover, protonated t-Boc-MP could be detected. CONCLUSIONS: Hence, DART–TOF-MS provides a rapid and accurate method for the detection of t-Boc-MP, allowing suppression of the pyrolysis reaction and identification of both fragment ions and protonated t-Boc-MP. To our knowledge, this is the first report for detecting t-Boc-MP by MS techniques.
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spelling pubmed-60024342018-06-29 Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry Sugie, Ken-ichi Kurakami, Daisuke Akutsu, Mamoru Saito, Koichi Forensic Toxicol Original Article PURPOSE: Phenethylamines constitute the majority of drug-related arrests in Japan. Recently, the smuggling of tert-butoxycarbonyl (t-Boc)-protected phenethylamines has become of increasing concern, because of the difficult identification of these masked substances. METHODS: In this study, a rapid and accurate method for the detection of t-Boc-methamphetamine (t-Boc-MP) by direct analysis in real time–time-of-flight-mass spectrometry (DART–TOF-MS) was developed. The efficiency of the method was evaluated by comparison with conventional gas chromatography–MS (GC–MS) and liquid chromatography–TOF-MS (LC–TOF-MS) techniques. RESULTS: During GC–MS analysis of t-Boc-MP, MP was generated in the injection port, which can lead to an analytical error. In the LC–TOF-MS spectrum, fragment ions were detected, which were generated by McLafferty rearrangement in the ion source. On the other hand, in the DART–TOF-MS analysis of t-Boc-MP, pyrolysis could be suppressed by using a micro-syringe injection method, and the fragment ions generated by McLafferty rearrangement were still observed. Moreover, protonated t-Boc-MP could be detected. CONCLUSIONS: Hence, DART–TOF-MS provides a rapid and accurate method for the detection of t-Boc-MP, allowing suppression of the pyrolysis reaction and identification of both fragment ions and protonated t-Boc-MP. To our knowledge, this is the first report for detecting t-Boc-MP by MS techniques. Springer Japan 2018-01-12 2018 /pmc/articles/PMC6002434/ /pubmed/29963202 http://dx.doi.org/10.1007/s11419-017-0400-y Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Original Article
Sugie, Ken-ichi
Kurakami, Daisuke
Akutsu, Mamoru
Saito, Koichi
Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title_full Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title_fullStr Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title_full_unstemmed Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title_short Rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
title_sort rapid detection of tert-butoxycarbonyl-methamphetamine by direct analysis in real time time-of-flight mass spectrometry
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6002434/
https://www.ncbi.nlm.nih.gov/pubmed/29963202
http://dx.doi.org/10.1007/s11419-017-0400-y
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