Lipopolysaccharide components 3-deoxy-D-manno-2-octulosonic acid and L-glycero-D-manno-heptose were detected in hydrolysates from whole cells of Neisseria elongata by gas-liquid chromatography. Cells from a single plate were hydrolyzed, and carbohydrate components were converted to aldononitrile and O-methyloxime acetate derivatives for subsequent analyses by gas-liquid chromatography. 3-Deoxy-D-manno-2-octulosonic acid was well separated from other cell components as the O-methyloxime acetate derivative. With both derivatives, L-glycero-D-manno-heptose was readily identified by their different retention times. The procedure requires only a relatively small number of cells, and detection is accomplished without prior isolation of the lipopolysaccharide.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC268667PMC
http://dx.doi.org/10.1128/jcm.23.3.425-430.1986DOI Listing

Publication Analysis

Top Keywords

3-deoxy-d-manno-2-octulosonic acid
12
chromatography 3-deoxy-d-manno-2-octulosonic
8
acid l-glycero-d-manno-heptose
8
cells neisseria
8
neisseria elongata
8
gas-liquid chromatography
8
o-methyloxime acetate
8
detection gas
4
gas chromatography
4
cells
4

Similar Publications

Article Synopsis
  • Researchers are working on synthesizing a sugar called 3-deoxy-d-manno-2-octulosonic acid (Kdo) to create bacterial polysaccharides, which are important for developing vaccines against harmful bacteria.
  • They achieved a highly selective method for attaching Kdo to other molecules by protecting a specific hydroxyl group (4-OH), which made the reaction faster and more efficient.
  • The method they developed used a triisopropylsilyl (TIPS) group to enhance the reactivity of the Kdo donor, allowing for the successful creation of a specific Kdo dimer found in bacterial lipopolysaccharides (LPSs).
View Article and Find Full Text PDF

We describe a method for the α-selective glycosidation of 3-deoxy-d--2-octulosonic acid (Kdo) using a macrobicyclic Kdo donor as the precursor of a bridgehead oxocarbenium ion, whose stereoselectivity is not affected by the substrate structure and reaction conditions. Strapping Kdo via tethering in the α-configuration at the C1 and C5 positions completely blocked nucleophilic attack to the β-face of the anomeric center by sterically hindering the bicyclic system, realizing full α-selectivity during glycosidation.

View Article and Find Full Text PDF

The chemical synthesis of the highly branched core oligosaccharides of lipooligosaccharides (LOSs) found in Campylobacter jejuni, which causes Guillain-Barré syndrome by a preceding infection, is described. The target LOS mimics, consisting of eight or nine monosaccharides, were classified into three groups as key building blocks: ganglioside-core tetra-/pentasaccharides (GM1-/GD1a-like), l-glycero-d-manno-heptose-containing trisaccharides, and 3-deoxy-d-manno-2-octulosonic acid (KDO) residues. These synthetic fragments were obtained from commercially available monosaccharides.

View Article and Find Full Text PDF

Identification of a Kdn biosynthesis pathway in the haptophyte suggests widespread sialic acid biosynthesis among microalgae.

J Biol Chem

October 2018

From the Department of Biological Chemistry, John Innes Centre, Norwich Research Park, Norwich NR4 7UH, United Kingdom

Sialic acids are a family of more than 50 structurally distinct acidic sugars on the surface of all vertebrate cells where they terminate glycan chains and are exposed to many interactions with the surrounding environment. In particular, sialic acids play important roles in cell-cell and host-pathogen interactions. The sialic acids or related nonulosonic acids have been observed in Deuterostome lineages, Eubacteria, and Archaea but are notably absent from plants.

View Article and Find Full Text PDF

To investigate the antitumor and antimetastatic polysaccharide from the mature leaves of green tea, GTE-II was purified using size exclusion chromatography. GTE-II consisted of 15 different sugars including rarely observed sugars such as 2-O-methyl-fucose, 2-O-methyl-xylose, apiose, aceric acid, 3-deoxy-d-manno-2-octulosonic acid, and 3-deoxy-d-lyxo-2-heptulosaric acid, which were characteristics of pectic polysaccharide rhamnogalacturonan-II. Treatment of peritoneal macrophages with GTE-II not only increased interleukin (IL)-6 and IL-12 production, but also had significantly increased tumoricidal activity against Yac-1 tumor cells than those obtained from untreated mice.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!