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Fast atom bombardment mass spectral study of tetracycline antibiotics
Author(s) -
Harada KenIchi,
Masuda Katsuyoshi,
Suzuki Makoto,
Oka Hisao,
Ikai Yoshitomo,
Hayakawa Junko
Publication year - 1993
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.1210281224
Subject(s) - chemistry , mass spectrum , moiety , ammonia , fast atom bombardment , ion , tetracycline , nitrogen atom , mass spectrometry , nitrogen , analytical chemistry (journal) , ring (chemistry) , spectral line , stereochemistry , chromatography , antibiotics , organic chemistry , biochemistry , physics , astronomy
In the fast atom bombardment mass spectra of tetracyclines, ammonia elimination fragment ions, [M + H – NH 3 ] + and [M + H – NH 3 – H 2 O] + , appeared with considerable abundances. A plausible mechanism for the loss of ammonia from [M + H] + was discussed based on results by measurements on various types of tetracyclines and benzamides as the model compounds and B/E linked scanning. The results indicated that the loss of ammonia occurred in the carboxyamide moiety in the A ring and was accelerated by an ortho ‐hydroxy group. The same fragmentations were observed in the electrospray mass spectra of tetracyclines with a skimmer‐capillary voltage differential of 150 V.