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Mass spectrometry of antibiotic kikumycin A, B and related compounds
Author(s) -
Takaishi Tetsuo,
Suzuki Makoto,
Tatematsu Akira
Publication year - 1974
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210090703
Subject(s) - chemistry , amidine , nitrile , mass spectrometry , tautomer , fragmentation (computing) , ammonia , pyrrole , ion , stereochemistry , antibiotics , molecule , organic chemistry , chromatography , biochemistry , computer science , operating system
The structures of kikumycin A and B, antiviral amidine antibiotics, have been elucidated by means of low and high resolution mass spectrometry. Amino acid composition and their sequences were also clearly demonstrated by this technique. The evidence for the fragmentation of terminal amidines or amides of kikumycin derivatives and related synthetic compounds was represented by the elimination of ammonia or water from the molecular ions to give stable nitrile ions. Additionally, the participation of the iminol structure in the pyrrole‐2‐carboxamide portion of kikumycin A and B was confirmed by the fragment ions derived from their iminol tautomers.