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Upstream product

• 28697-53-2 D-arabinopyranose 
• 328-42-7 Oxalacetic acid 
• 532-20-7 D-arabinofuranose 

Relevant academic research and scientific papers

Structural characterization of the core oligosaccharide isolated from the lipopolysaccharide of the psychrophilic bacterium Colwellia psychrerythraea strain 34H

Cold-adapted bacteria are microorganisms that thrive at very low temperatures in permanently cold environments (0-10 °C). Their ability to survive under these harsh conditions is the result of molecular evolution and adaptations, which include the structural modification of the phospholipid membrane. To give insight into the role of the membrane in the mechanisms of adaptation to low temperature, the characterization of other cell-wall components is necessary. Among these components, the lipopolysaccharides are complex amphiphilic macromolecules embedded in the outer leaflet of the external membrane, of which they are the major constituents. The cold-adapted Colwellia psychrerythraea 34H bacterium, living in deep sea and Arctic and Antarctic sea ice, was cultivated at 4 °C. The lipooligosaccharide (LOS) was isolated and analysed by means of chemical analysis. Then it was degraded either by mild hydrazinolysis (O-deacylation) or hot KOH (4 M; N-deacylation). Both products were investigated in detail by 1H and 13C NMR spectroscopy and by ESI FT-ICR mass spectrometry. The oligosaccharide portion consists of a unique and very short species with the following general structure: α-L-Col-(1→2)-α-D-GalA-(1→2)-α-D-Man-[3-P-D-Gro] -(1→5)-α-D-Kdo-4-P-Lipid-A. The structural characterization of the lipooligosaccharide from the steno-psychrophilic bacterium Colwellia psychrerythraea strain 34H has been achieved by means of chemical analysis, mass spectrometry, and NMR spectroscopy experiments. The data revealed a very short, negatively charged, and unique oligosaccharide, lacking heptose residues. Copyright

An unusual galactofuranose lipopolysaccharide that ensures the intracellular survival of toxin-producing bacteria in their fungal host

Dress code for living in a fungus: Analysis of the carbohydrate coating of the toxin-producing endobacterium of the phytopathogenic fungus Rhizopus microsporus revealed an unprecedented lipopolysaccharide (LPS) structure, which is important for infection and colonization of the fungal host. A mutant lacking the unusual [→2)-β-D-galactofuranose-(1→]n O antigen (red in the schematic illustration) was incapable of forming a stable symbiosis with the fungus.

A simple synthesis of C-8 modified 2-keto-3-deoxy-d-manno-octulosonic acid (KDO) derivatives

This paper describes a simple and efficient method with which to prepare C-8 modified 2-keto-3-deoxy-D-manno-octu-losonic acid (KDO) derivatives from C-5 modified arabinose derivatives. Georg Thieme Verlag Stuttgart.

New Synthetic Applications of Sialic Acid Aldolase, a Useful Catalyst for KDO Synthesis. Relation between Substrate Conformation and Enzyme Stereoselectivity

In the sialic acid aldolase-catalysed addition of pyruvate with D-arabinose leading to a mixture of 3-deoxy-D-manno-oct-2-ulosonic acid (KDO) and 4-epi-KDO (both in pyranose and furanode form), a high concentration of the acceptor D-arabinose have been found to increase the percentage of KDO up to 83percent.KDO synthesis scaled up in the enzyme membrane reactor is reported.New condensation products obtained from L-xylose, L-allose, D-altrose and D-ribose as substrates are described as well.Kinetic parameters for the cleavage of KDO and 4-epi-KDO and the addition reaction between pyruvate xylose and arabinose are given.Some apparent relation between enzyme stereoselectivity and conformation and stereochemistry at carbon C-3 of the substrate is discussed.