Measurement of Enantiomeric Excess by Kinetic Resolution and Mass Spectrometry

New applications for your mass spectrometer—use it to measure enantiomeric excess! The enantiomeric content of very small quantities of chiral alcohols and amines has been determined by derivatization with chiral acylating agents in which mass is correlated to absolute configuration. The resultant e...

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Veröffentlicht in:Angewandte Chemie International Edition 1999-06, Vol.38 (12), p.1755-1758
Hauptverfasser: Guo, Jianhua, Wu, Jiangyue, Siuzdak, Gary, Finn, M. G.
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container_issue 12
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container_title Angewandte Chemie International Edition
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creator Guo, Jianhua
Wu, Jiangyue
Siuzdak, Gary
Finn, M. G.
description New applications for your mass spectrometer—use it to measure enantiomeric excess! The enantiomeric content of very small quantities of chiral alcohols and amines has been determined by derivatization with chiral acylating agents in which mass is correlated to absolute configuration. The resultant esters and amides were then analyzed by electrospray ionization mass spectrometry (ESI‐MS; shown schematically). The technique requires surprisingly low levels of diastereoselectivity in the acylation step, and is therefore generally applicable.
doi_str_mv 10.1002/(SICI)1521-3773(19990614)38:12<1755::AID-ANIE1755>3.0.CO;2-Q
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source Wiley Online Library Journals Frontfile Complete
subjects Analytical methods
Combinatorial chemistry
Enantiomeric resolution
Kinetic resolution
Mass spectrometry
title Measurement of Enantiomeric Excess by Kinetic Resolution and Mass Spectrometry
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