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Negative‐ion chemical ionization spectra of oxazolidinone derivatives of amino acids prepared by their reaction with dichlorotetrafluoroacetone
Author(s) -
Macfarlane R. G.,
Watson D. G.,
Midgley J. M.
Publication year - 1990
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290040110
Subject(s) - chemistry , mass spectrum , polyatomic ion , reagent , glycine , chemical ionization , mass spectrometry , ion , phenylalanine , chlorine , amino acid , organic chemistry , chromatography , medicinal chemistry , ionization , biochemistry
Oxazolidinone derivatives of glycine, phenylalanine and tyrosine were prepared by their reaction with dichlorotetrafluoroacetone. The derivatives were analyzed by gas chromatography/negative‐ion chemicalionization mass spectrometry with methane as the reagent gas. The mass spectra under these conditions were composed of a few ions resulting largely from the addition of a chlorine radical to the molecular ion and successive losses of up to two HCl moieties from the molecular ion; loss of CO 2 was also observed. Comparison of the mass spectrum of glycine and [ 2 H 2 ]glycine indicated that the protons involved in the loss of HCl from the molecular ion were derived in the first instance from the CH 2 group in the derivative and secondly from the NH group. The derivatives were applied to the analysis of the amino acid precursors of biogenic amines in nervous tissue from the locust.