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The interpretation of the mass spectrum of an ornithine‐containing lipid from Thiobacillus thiooxidans
Author(s) -
Hilker David R.,
Gross Michael L.,
Knocke Herman W.,
Shively Jessup M.
Publication year - 1978
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.1200050112
Subject(s) - chemistry , mass spectrum , mass spectrometry , moiety , electron ionization , metastability , ornithine , ion , ionization , analytical chemistry (journal) , stereochemistry , organic chemistry , chromatography , biochemistry , amino acid , arginine
The electron impact mass spectrum of a previously identified ornithine‐containing lipid from Thiobacillus thiooxidans has been interpreted using exact mass measurements, low and high energy ionization, and defocused metastable studies. The spectrum, which did not contain a molecular ion for the intact lipid, was consistent with cyclization of the ornithine zwitterionic moiety with elimination of water to give 3[3′‐(11,12‐methylene‐2‐hydroxyoctadecanoxy)hexadecanylamine]‐2‐iperidone. Production of this sufficiently volatile species for mass spectral analysis was accomplished by gentle pyrolysis in the mass spectrometer source. The spectrum can be understood to arise by three primary decompositions which serve to separate the two fatty acid constitutents. The remainder of the spectrum is consistent with the expected fragmentations of these constituents.