3-Deoxy-D-manno-octulosonate cytidyltransferase (CMP-KDO synthetase) is involved in the biosynthesis of lipopolysaccharide (LPS) which is an essential component of the outer membrane of gram-negative bacteria. New CMP-KDO synthetase inhibitors, 8-substituted derivatives of 2-deoxy-beta-KDO (2) have been prepared. Compounds 8, 11, 15 and 16 in which the 8-hydroxyl group of 2 is replaced by guanidine, di(carbamoylethyl)amino, p-methoxy- or p-nitro-benzyloxycarbonylamino, respectively affect moderately the CMP-KDO synthetase activity.
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http://dx.doi.org/10.1080/14756360500183699 | DOI Listing |
J Biol Chem
December 2017
From the Departments of Infectious Diseases and
3-Deoxy-d--oct-2-ulosonic acid (Kdo) is an essential component of LPS in the outer leaflet of the Gram-negative bacterial outer membrane. Although labeling of with the chemical reporter 8-azido-3,8-dideoxy-d--oct-2-ulosonic acid (Kdo-N) has been reported, its incorporation into LPS has not been directly shown. We have now verified Kdo-N incorporation into LPS at the molecular level.
View Article and Find Full Text PDFPlant J
February 2016
Laboratoire Glycobiologie et Matrice Extracellulaire Végétale (Glyco-MEV), EA 4358, IRIB, VASI, Normandie Université, 76821, Mont-Saint-Aignan, France.
In plants, 3-deoxy-d-manno-oct-2-ulosonic acid (Kdo) is a monosaccharide that is only found in the cell wall pectin, rhamnogalacturonan-II (RG-II). Incubation of 4-day-old light-grown Arabidopsis seedlings or tobacco BY-2 cells with 8-azido 8-deoxy Kdo (Kdo-N3 ) followed by coupling to an alkyne-containing fluorescent probe resulted in the specific in muro labelling of RG-II through a copper-catalysed azide-alkyne cycloaddition reaction. CMP-Kdo synthetase inhibition and competition assays showing that Kdo and D-Ara, a precursor of Kdo, but not L-Ara, inhibit incorporation of Kdo-N3 demonstrated that incorporation of Kdo-N3 occurs in RG-II through the endogenous biosynthetic machinery of the cell.
View Article and Find Full Text PDFInt J Toxicol
May 2014
Department of Zoology, Sri Venkateswara University, Tirupati, India
Aflatoxin B1 (AFB1), one of the most common mycotoxins found in human foods, is principally hepatotoxic; however, it also affects reproduction. The aim of the present study was to elucidate the reproductive toxic effects and possible mechanism of action of AFB1 in rats. Male Wistar rats were injected intramuscularly with doses of 10, 20, or 50 µg AFB1/kg body weight on alternate days from 45 to 100 days of age.
View Article and Find Full Text PDFCarbohydr Res
October 2013
Centre for Biological Sciences, Faculty of Natural and Environmental Sciences, University of Southampton, UK. Electronic address:
The increasing prevalence of multi-drug resistant bacteria is driving efforts in the development of new antibacterial agents. This includes a resurgence of interest in the Gram-negative bacteria lipopolysaccharide (LPS) biosynthesis enzymes as drug targets. The six carbon acidic sugar 2-keto-3-deoxymanno-octulosonic acid (Kdo) is a component of the lipid A moiety of the LPS in Gram-negative bacteria.
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