title: Derivatives of glutamic acid and trehalose which can be transformed into long-living free radicals by the loss of an electron are identified in some bacteria.
abstract: A derivative of glutamic acid (ammonigenin) and a trisaccharide named lysodektose which are converted into long-living free radicals by the loss of one electron were isolated from Brevibacterium ammoniagenes and Micrococcus lysodeikticus. Structural formulae suggested for both substances based on ESR-, NMR- and mass spectra, isotopic substitution experiments and other data are: lactone of N-hydroxy-N-(2-carbamoylethyl)-glutamyl-4-amino-2-hydroxybutyric amide and 6-O-[2-deoxy-2-(N-methyl)-hydroxylamino-beta-D-glucopyranosyl]- alpha, alpha-trehalose. Radical forms appear on reversible oxidation of hydroxylamino groups to nitroxyl groups. Participation in the protection of bacterial cells and regulation of their metabolism is suggested for these compounds.
authors.affiliation: Bakh Institute of Biochemistry, Moscow, USSR.
authors.forename: V I
authors.initials: VI
authors.lastname: Biniukov
authors.forename: E F
authors.initials: EF
authors.lastname: Kharatian
authors.forename: D N
authors.initials: DN
authors.lastname: Ostrovsky
authors.forename: A S
authors.initials: AS
authors.lastname: Shashkov
mesh_terms: D001419:Bacteria / Q000378:metabolism*; D004187:Disaccharides / Q000378:metabolism*; D004578:Electron Spin Resonance Spectroscopy; D004579:Electron Transport; D005609:Free Radicals; D005971:Glutamates / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D009587:Nitrogen Isotopes; D009590:Nitrogen Radioisotopes; D014199:Trehalose / Q000031:analogs & derivatives / Q000378:metabolism*; D014312:Trisaccharides / Q000378:metabolism*
chemical_list: D004187:Disaccharides; D005609:Free Radicals; D005971:Glutamates; D009587:Nitrogen Isotopes; D009590:Nitrogen Radioisotopes; D014312:Trisaccharides; C063139:lysodektose; C063138:ammonigenin; D014199:Trehalose