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Negative ion chemical ionization mass spectra of α‐amino acid oxazolidinone derivatives
Author(s) -
Low G. K.C.,
Duffield A. M.
Publication year - 1985
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200120707
Subject(s) - chemistry , mass spectrum , electron ionization , fragmentation (computing) , chemical ionization , mass spectrometry , ion , polyatomic ion , molecule , fast atom bombardment , ionization , yield (engineering) , hydrogen atom , amino acid , medicinal chemistry , organic chemistry , chromatography , group (periodic table) , biochemistry , materials science , computer science , metallurgy , operating system
Amino acid methyl esters were condensed with 1,3‐dichloro‐1,1,3,3‐tetrafluoroacetone to yield the corresponding oxazolidinone derivatives whose electron capture negative ion methane chemical ionization mass spectra were studied. Anions corresponding to [M + CI] − , (HCI 2 ) − and (CF 2 CI) 2 CO) − are discussed in relation to their appearance in the amino acid oxazolidinone spectra. Other common fragmentation modes were the elimination of stable neutral molecules (HCI, HF, CO 2 ) in various combinations from the molecular anion. Aliphatic amino acids having a γ‐hydrogen atom relative to the oxazolidinone ring carbonyl group gave an anionic fragment formally equivalent to the McLafferty rearrangement product of positive ion electron impact mass spectrometry.