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Chemical ionization mass spectrometry of macrolide antibiotics. III—M‐4365 and related compounds
Author(s) -
Suzuki Makoto,
Harada KenIchi,
Takeda Naohito,
Tatematsu Akira
Publication year - 1981
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.1200080803
Subject(s) - chemistry , glycosidic bond , chemical ionization , fragmentation (computing) , mass spectrum , mass spectrometry , protonation , ion , molecule , isobutane , ionization , aglycone , fast atom bombardment , reagent , polyatomic ion , photochemistry , stereochemistry , organic chemistry , glycoside , chromatography , computer science , catalysis , enzyme , operating system
Chemical ionization mass spectra of several 16‐membered basic macrolide antibiotics containing an amino sugar are described. Depending on the reagent gas used (methane, isobutane or ammonia), a common pattern is exhibited by the chemical ionization mass spectra of all the compounds. That is, they show the protonated molecular ion as the base peak, which clearly indicates the molecular weight. Fragmentation involving carbon—carbon bond fission rarely occurs. As the major fragmentation pathway, the glycosidic bond is cleaved at both sides of the glycosidic oxygen atom to produce two aglycone‐ions and three sugar‐derived ions. These are shown to be useful in the structural characterization of new macrolide antibiotics.