Electrospray ionization mass spectrometry with in-source collision-induced dissociation of monensin factors and related metabolites
RAPID COMMUNICATIONS IN MASS SPECTROMETRY
Authors: Kiehl, DE; Julian, RK; Kennington, AS
Abstract
Monensins are a series of polyether ionophore antibiotic factors produced by Streptomyces cinnamonensis. Three monensin factors and four metabolites of monensin A isolated from cattle feces were investigated by electrospray ionization mass spectrometry (ESI-MS). In-source collision-induced dissociation (CID) of the alkali metal and ammonium molecular ion adducts of monensin produce strikingly different mass spectra, with the alkali metal complexes exhibiting little dissociation and the ammoniated forms characterized by extensive fragmentation of the polyether skeletal structure with the production of several structurally diagnostic ions. The observed fragmentation of ammoniated monensin primarily involves opening of the cyclic ether rings and consecutive H2O losses. The propensity of ammoniated monensin derivatives toward skeletal fragmentation may involve the complexation of the thermally labile NH4+ ion through multiple hydrogen-bonding interactions with the polyether complexing oxygens resulting in decreased stability of the resultant complex. Comparison of the in-source CID spectra associated with the structurally similar compounds evaluated provides for the proposal of a general scheme for the fragmentation of ammoniated monensins and related compounds, the consistency of which indicates the usefulness of ESI-MS with in-source CID in ionophore structure elucidation. (C) 1998 John Wiley & Sons, Ltd.
NarAB Is an ABC-Type Transporter That Confers Resistance to the Polyether Ionophores Narasin, Salinomycin, and Maduramicin, but Not Monensin
FRONTIERS IN MICROBIOLOGY
Authors: Naemi, Ali-Oddin; Dey, Hymonti; Kiran, Nosheen; Sandvik, Sarah Torbergsen; Slettemeas, Jannice Schau; Nesse, Live L.; Simm, Roger
Abstract
Polyether ionophores are antimicrobial compounds used as feed additives in poultry feed to control diseases caused by coccidia. In addition to the anticoccidial activity of these compounds, polyether ionophores also contain antibacterial properties. Resistance to the polyether ionophore narasin was recently shown to exist on mobile plasmids in Enterococcus faecium and the resistance mechanism was suggested to be associated with a two-gene operon encoding an ABC-type transporter. In this study we demonstrate that the genes encoding the putative narasin resistance mechanism confers reduced susceptibility to the polyether ionophores narasin, salinomycin and maduramicin, but not to monensin and suggest that this resistance mechanism should be referred to as NarAB. Importantly, NarAB does not affect the susceptibility of E. faecium to any of the tested antimicrobial compounds that are used in clinical medicine. However, we show that conjugation in the presence of certain polyether ionophores increases the number of vancomycin resistant E. faecium suggesting that narasin and certain other polyether ionophores can contribute to the persistence of VRE in poultry populations.