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Structural Characterization of the Core Oligosaccharide Isolated from the Lipopolysaccharide of the Psychrophilic Bacterium Colwellia psychrerythraea Strain 34H
Author(s) -
Carillo Sara,
Pieretti Giuseppina,
Lindner Buko,
Parrilli Ermenegilda,
Filomena Sannino,
Tutino Maria Luisa,
Lanzetta Rosa,
Parrilli Michelangelo,
Corsaro Maria Michela
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300005
Subject(s) - psychrophile , chemistry , bacteria , strain (injury) , nuclear magnetic resonance spectroscopy , phospholipid , oligosaccharide , bacterial outer membrane , polysaccharide , biochemistry , cell wall , mass spectrometry , mesophile , amphiphile , membrane , stereochemistry , escherichia coli , chromatography , organic chemistry , biology , gene , enzyme , genetics , anatomy , copolymer , polymer
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 1 H and 13 C 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.