Evaluation of the mass spectrometric fragmentation of codeine and morphine after 13C-isotope biosynthetic labeling

Phytochemistry
Chotima PoeaknapoJürgen Schmidt

Abstract

All major fragment ions of codeine and morphine were elucidated using LC-electrospray MS/MS and high resolution FT-ICR-MS combined with an IRMPD system. Nanogram quantities of labeled codeine were isolated and purified from Papaver somniferum seedlings, which were grown for up to 9 days in the presence of [ring-13C6]-l-tyrosine, [ring-13C6]-tyramine and [1,2-13C2], [6-O-methyl 13C]-(R,S)-coclaurine. The labeling degree of codeine up to 57% into morphinans was observed.

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Citations

Nov 5, 2008·Analytical and Bioanalytical Chemistry·M SergiF S Romolo
Apr 25, 2012·Plant Molecular Biology·Isabel Desgagné-PenixPeter J Facchini
Jun 7, 2005·Proceedings of the National Academy of Sciences of the United States of America·Chotima BoettcherMeinhart H Zenk
Jan 27, 2005·Journal of Mass Spectrometry : JMS
Aug 1, 2013·Phytochemistry·Nikolaus Amrhein
Jun 23, 2012·Phytochemistry·Geoffrey A Cordell
Aug 21, 2008·Rapid Communications in Mass Spectrometry : RCM·Zhengxiang ZhangHuwei Liu
Nov 6, 2012·Rapid Communications in Mass Spectrometry : RCM·Viorica Lopez-AvilaMario Thevis
Sep 15, 2011·Journal of Mass Spectrometry : JMS·Lubertus BijlsmaWilfried M A Niessen
Dec 15, 2010·Rapid Communications in Mass Spectrometry : RCM·Bernadett BiriSándor Kéki
Jun 26, 2012·The Plant Journal : for Cell and Molecular Biology·Isabel Desgagné-Penix, Peter J Facchini
Nov 8, 2018·European Journal of Mass Spectrometry·Tomasz GrześkowiakMagdalena Jeszka-Skowron
Mar 27, 2007·Journal of Chemical Information and Modeling·Britta KjellanderIsmael Zamora

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