1. (CSDB ID: 22629) | ![]() |
b-D-Glcp-(1-4)-+ P-4)-+ P-4)-+ | | | P-3)-a-D-GalpA-(1-2)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P | P-3)-+ | Show graphically |
Show legend Show as text |
Psychromonas arctica
(NCBI TaxID 168275,
species name lookup)
Many cold habitats contain plenty of microorganisms that represent the most abundant cold-adapted life forms on earth. These organisms have developed a wide range of adaptations that involve the cell wall of the microorganism. In particular, bacteria enhance the synthesis of unsaturated fatty acids of membrane lipids to maintain the membrane fluidity, but very little is known about the adaptational changes in the structure of the lipopolysaccharides (LPSs), the main constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. The aim of this study was to investigate the chemical structure of these LPSs for insight into the temperature-adaptation mechanism. For this objective, the cold-adapted Psychromonas arctica bacterium, which lives in the arctic sea-water near Spitzbergen (Svalbard islands, Arctic) was cultivated at 4 degrees C. The lipooligosaccharides (LOSs) were isolated and analysed by means of chemical analysis and electrospray ionisation high-resolution Fourier transform mass spectrometry. The LOS was then degraded either by mild hydrazinolysis (O-deacylation) or with hot 4 M KOH (N-deacylation). Both products were investigated in detail by using (1)H and (13)C NMR spectroscopy and mass spectrometry. The core consists of a mixture of species that differ because of the presence of nonstoichiometric D-fructose and/or D-galacturonic acid units
NMR spectroscopy, structure elucidation, lipooligosaccharides, microorganisms, Psychromonas arctica
Structure type: oligomer13C NMR data: Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 102.4 69.1 75.5 71.1 71.1 176.6 0,6,6,5,3 P 0,6,6,5,4 bDGlcp 104.5 74.3 76.5 70.9 76.1 62.1 0,6,6,5 aXLDmanHepp 99.2 80.8 73.7 78.2 70.3 ? 63.6 0,6,6,4 P 0,6,6 aXKdop ? 100.8 35.4 71.1 73.4 73.2 70.2 64.9 0,6,4 P 0,6 bDGlcpN 100.1 56.8 73.1 75.6 75.4 63.8 0 aDGlcpN 92.4 55.4 70.6 72.8 73.9 70.2 P 1H NMR data: Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 5.21 3.95 4.36 4.48 4.51 - 0,6,6,5,3 P 0,6,6,5,4 bDGlcp 4.47 3.29 3.47 3.44 3.56 3.69-4.03 0,6,6,5 aXLDmanHepp 5.37 4.13 4.47 4.14 4.04 ? 3.76-3.80 0,6,6,4 P 0,6,6 aXKdop - - 2.01-2.23 4.56 4.26 3.83 3.84 3.70-3.93 0,6,4 P 0,6 bDGlcpN 4.94 3.03 3.83 3.76 3.72 3.51-3.53 0 aDGlcpN 5.69 3.38 3.89 3.82 4.14 4.26-4.28 P 1H/13C HSQC data: Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 102.4/5.21 69.1/3.95 75.5/4.36 71.1/4.48 71.1/4.51 0,6,6,5,3 P 0,6,6,5,4 bDGlcp 104.5/4.47 74.3/3.29 76.5/3.47 70.9/3.44 76.1/3.56 62.1/3.69-4.03 0,6,6,5 aXLDmanHepp 99.2/5.37 80.8/4.13 73.7/4.47 78.2/4.14 70.3/4.04 ?/? 63.6/3.76-3.80 0,6,6,4 P 0,6,6 aXKdop 35.4/2.01-2.23 71.1/4.56 73.4/4.26 73.2/3.83 70.2/3.84 64.9/3.70-3.93 0,6,4 P 0,6 bDGlcpN 100.1/4.94 56.8/3.03 73.1/3.83 75.6/3.76 75.4/3.72 63.8/3.51-3.53 0 aDGlcpN 92.4/5.69 55.4/3.38 70.6/3.89 72.8/3.82 73.9/4.14 70.2/4.26-4.28 P
1H NMR data:
|
13C NMR data:
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The spectrum also has 2 signals at unknown positions (not plotted). |
2. (CSDB ID: 22881) | ![]() |
P-3)-a-D-GalpA-(1-2)-+ P-4)-+ P-4)-+ | | | b-D-Fruf-(2-4)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P | P-3)-+ | Show graphically |
Show legend Show as text |
Psychromonas arctica
(NCBI TaxID 168275,
species name lookup)
Many cold habitats contain plenty of microorganisms that represent the most abundant cold-adapted life forms on earth. These organisms have developed a wide range of adaptations that involve the cell wall of the microorganism. In particular, bacteria enhance the synthesis of unsaturated fatty acids of membrane lipids to maintain the membrane fluidity, but very little is known about the adaptational changes in the structure of the lipopolysaccharides (LPSs), the main constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. The aim of this study was to investigate the chemical structure of these LPSs for insight into the temperature-adaptation mechanism. For this objective, the cold-adapted Psychromonas arctica bacterium, which lives in the arctic sea-water near Spitzbergen (Svalbard islands, Arctic) was cultivated at 4 degrees C. The lipooligosaccharides (LOSs) were isolated and analysed by means of chemical analysis and electrospray ionisation high-resolution Fourier transform mass spectrometry. The LOS was then degraded either by mild hydrazinolysis (O-deacylation) or with hot 4 M KOH (N-deacylation). Both products were investigated in detail by using (1)H and (13)C NMR spectroscopy and mass spectrometry. The core consists of a mixture of species that differ because of the presence of nonstoichiometric D-fructose and/or D-galacturonic acid units
NMR spectroscopy, structure elucidation, lipooligosaccharides, microorganisms, Psychromonas arctica
Structure type: oligomer13C NMR data: Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 102.4 69.1 75.5 71.1 71.1 176.6 0,6,6,5,3 P 0,6,6,5,4,4 bDFruf 61.6 104.9 79.0 75.6 82.3 63.7 0,6,6,5,4 bDGlcp 104.3 74.3 76.5 71.2 76.1 62.1 0,6,6,5 aXLDmanHepp 99.2 80.8 73.7 78.2 70.3 ? 63.6 0,6,6,4 P 0,6,6 aXKdop ? 100.8 35.4 71.1 73.4 73.2 70.2 64.9 0,6,4 P 0,6 bDGlcpN 100.1 56.8 73.1 75.6 75.4 63.8 0 aDGlcpN 92.4 55.4 70.6 72.8 73.9 70.2 P 1H NMR data: Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 5.21 3.95 4.36 4.48 4.51 - 0,6,6,5,3 P 0,6,6,5,4,4 bDFruf 3.68-3.72 - 4.14 4.08 3.86 3.65-3.71 0,6,6,5,4 bDGlcp 4.51 3.29 3.47 3.45 3.56 3.69-4.03 0,6,6,5 aXLDmanHepp 5.37 4.13 4.47 4.14 4.04 ? 3.76-3.80 0,6,6,4 P 0,6,6 aXKdop - - 2.01-2.23 4.56 4.26 3.83 3.84 3.70-3.93 0,6,4 P 0,6 bDGlcpN 4.94 3.03 3.83 3.76 3.72 3.51-3.53 0 aDGlcpN 5.69 3.38 3.89 3.82 4.14 4.26-4.28 P 1H/13C HSQC data: Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 102.4/5.21 69.1/3.95 75.5/4.36 71.1/4.48 71.1/4.51 0,6,6,5,3 P 0,6,6,5,4,4 bDFruf 61.6/3.68-3.72 79.0/4.14 75.6/4.08 82.3/3.86 63.7/3.65-3.71 0,6,6,5,4 bDGlcp 104.3/4.51 74.3/3.29 76.5/3.47 71.2/3.45 76.1/3.56 62.1/3.69-4.03 0,6,6,5 aXLDmanHepp 99.2/5.37 80.8/4.13 73.7/4.47 78.2/4.14 70.3/4.04 ?/? 63.6/3.76-3.80 0,6,6,4 P 0,6,6 aXKdop 35.4/2.01-2.23 71.1/4.56 73.4/4.26 73.2/3.83 70.2/3.84 64.9/3.70-3.93 0,6,4 P 0,6 bDGlcpN 100.1/4.94 56.8/3.03 73.1/3.83 75.6/3.76 75.4/3.72 63.8/3.51-3.53 0 aDGlcpN 92.4/5.69 55.4/3.38 70.6/3.89 72.8/3.82 73.9/4.14 70.2/4.26-4.28 P
1H NMR data:
|
13C NMR data:
|
The spectrum also has 2 signals at unknown positions (not plotted). |
3. (CSDB ID: 22882) | ![]() |
?%a-D-GalpA-(1--P--3)--+ P-4)-+ P-4)-+ | | | ?%b-D-Fruf-(2-4)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P | P-3)-a-D-GalpA-(1-2)-+ | Show graphically |
Show legend Show as text |
Psychromonas arctica
(NCBI TaxID 168275,
species name lookup)
Many cold habitats contain plenty of microorganisms that represent the most abundant cold-adapted life forms on earth. These organisms have developed a wide range of adaptations that involve the cell wall of the microorganism. In particular, bacteria enhance the synthesis of unsaturated fatty acids of membrane lipids to maintain the membrane fluidity, but very little is known about the adaptational changes in the structure of the lipopolysaccharides (LPSs), the main constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. The aim of this study was to investigate the chemical structure of these LPSs for insight into the temperature-adaptation mechanism. For this objective, the cold-adapted Psychromonas arctica bacterium, which lives in the arctic sea-water near Spitzbergen (Svalbard islands, Arctic) was cultivated at 4 degrees C. The lipooligosaccharides (LOSs) were isolated and analysed by means of chemical analysis and electrospray ionisation high-resolution Fourier transform mass spectrometry. The LOS was then degraded either by mild hydrazinolysis (O-deacylation) or with hot 4 M KOH (N-deacylation). Both products were investigated in detail by using (1)H and (13)C NMR spectroscopy and mass spectrometry. The core consists of a mixture of species that differ because of the presence of nonstoichiometric D-fructose and/or D-galacturonic acid units
NMR spectroscopy, structure elucidation, lipooligosaccharides, microorganisms, Psychromonas arctica
Structure type: oligomer13C NMR data: Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 100.9 69.6 72.8 70.0 ? ? 0,6,6,5,3,0 %aDGalpA 95.7 71.3 69.6 70.7 72.7 ? 0,6,6,5,3 P 0,6,6,5,4,4 %bDFruf 0,6,6,5,4 bDGlcp 104.3 73.4 75.0 69.2 75.1 59.9 0,6,6,5 aXLDmanHepp 97.5 78.1 72.8 77.1 73.7 ? ? 0,6,6,4 P 0,6,6 aXKdop ? ? 35.4 67.6 71.5 71.3 ? ? 0,6,4 P 0,6 bDGlcpN 101.1 54.8 73.1 75.5 74.2 61.1 0 aDGlcpN 92.5 53.9 71.2 69.5 71.5 68.1 P 1H NMR data: Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 5.13 3.81 4.22 4.39 ? - 0,6,6,5,3,0 %aDGalpA 5.49 3.68 3.79 4.18 4.33 - 0,6,6,5,3 P 0,6,6,5,4,4 %bDFruf 0,6,6,5,4 bDGlcp 4.35 3.18 3.38 3.30 3.21 3.56-3.78 0,6,6,5 aXLDmanHepp 5.18 4.28 4.48 3.96 3.68 ? ? 0,6,6,4 P 0,6,6 aXKdop - - 1.95-2.15 4.31 4.11 3.69 ? ? 0,6,4 P 0,6 bDGlcpN 4.55 3.67 3.59 3.46 3.66 3.70 0 aDGlcpN 5.23 3.78 3.67 3.43 3.89 4.05-4.07 P 1H/13C HSQC data: Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 0,6,6,5,2,3 P 0,6,6,5,2 aDGalpA 100.9/5.13 69.6/3.81 72.8/4.22 70.0/4.39 ?/? 0,6,6,5,3,0 %aDGalpA 95.7/5.49 71.3/3.68 69.6/3.79 70.7/4.18 72.7/4.33 0,6,6,5,3 P 0,6,6,5,4,4 %bDFruf 0,6,6,5,4 bDGlcp 104.3/4.35 73.4/3.18 75.0/3.38 69.2/3.30 75.1/3.21 59.9/3.56-3.78 0,6,6,5 aXLDmanHepp 97.5/5.18 78.1/4.28 72.8/4.48 77.1/3.96 73.7/3.68 ?/? ?/? 0,6,6,4 P 0,6,6 aXKdop 35.4/1.95-2.15 67.6/4.31 71.5/4.11 71.3/3.69 ?/? ?/? 0,6,4 P 0,6 bDGlcpN 101.1/4.55 54.8/3.67 73.1/3.59 75.5/3.46 74.2/3.66 61.1/3.70 0 aDGlcpN 92.5/5.23 53.9/3.78 71.2/3.67 69.5/3.43 71.5/3.89 68.1/4.05-4.07 P
1H NMR data:
|
13C NMR data:
|
The spectrum also has 9 signals at unknown positions (not plotted). |
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