Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
The structure was elucidated in this paperNCBI PubMed ID: 33729771Publication DOI: 10.1021/acs.biomac.0c01659Journal NLM ID: 100892849Publisher: Washington, DC: American Chemical Society
Correspondence: Luigi Paduano <lpaduano

unina.it>; Maria M. Corsaro <corsaro

unina.it>
Institutions: Department of Chemical Sciences, University of Naples 'Federico II', Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Naples, Italy, CSGI - Consorzio per lo Sviluppo dei Sistemi a Grande Interfase, Florence, Italy, Department of Chemistry, University of Warwick, Coventry CV4 7AL, U.K, Jülich Centre for Neutron Science, Garching Forschungszentrum, Lichtenbergstrasse 1, D-857478 Garching bei Munchen, Germany
Extracellular polysaccharides are widely produced by bacteria, yeasts, and algae. These polymers are involved in several biological functions, such as bacteria adhesion to surface and biofilm formation, ion sequestering, protection from desiccation, and cryoprotection. The chemical characterization of these polymers is the starting point for obtaining relationships between their structures and their various functions. While this fundamental correlation is well reported and studied for the proteins, for the polysaccharides, this relationship is less intuitive. In this paper, we elucidate the chemical structure and conformational studies of a mannan exopolysaccharide from the permafrost isolated bacterium Psychrobacter arcticus strain 273-4. The mannan from the cold-adapted bacterium was compared with its dephosphorylated derivative and the commercial product from Saccharomyces cerevisiae. Starting from the chemical structure, we explored a new approach to deepen the study of the structure/activity relationship. A pool of physicochemical techniques, ranging from small-angle neutron scattering (SANS) and dynamic and static light scattering (DLS and SLS, respectively) to circular dichroism (CD) and cryo-transmission electron microscopy (cryo-TEM), have been used. Finally, the ice recrystallization inhibition activity of the polysaccharides was explored. The experimental evidence suggests that the mannan exopolysaccharide from P. arcticus bacterium has an efficient interaction with the water molecules, and it is structurally characterized by rigid-rod regions assuming a 14-helix-type conformation.
conformation, structure, extracellular polysaccharide, biological activity, biofilm formation, Psychrobacter arcticus, Saccharomyces cerevisiae
Structure type: polymer chemical repeating unit
Location inside paper: scheme 1, table S1, mannanP.arc_HF
Trivial name: mannan
Compound class: EPS
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_140116,IEDB_141111,IEDB_141793,IEDB_141828,IEDB_141829,IEDB_141830,IEDB_141831,IEDB_141832,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153220,IEDB_153762,IEDB_153763,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_174840,IEDB_76933,IEDB_857732,IEDB_857735,IEDB_983930,IEDB_983931,SB_136,SB_191,SB_192,SB_196,SB_197,SB_198,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, methylation, gel filtration, NMR-2D, GC-MS, sugar analysis, CD, HF hydrolysis, IRI, DLS, surface tension titration, SANS, SLS, cryo-TEM
Comments, role: HF hydrolysis of the EPS
Related record ID(s): 10833
NCBI Taxonomy refs (TaxIDs): 259536
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6,6,6,6 aDManp 100.6 71.3 71.7 68.1 72.1 66.7
6,6,6,2 aDManp 101.8 79.7 71.6 68.1 74.5 62.3
6,6,6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
6,6,2,2,3 aDManp 103.5 71.3 71.6 68.2 74.5 62.4
6,6,2,2 aDManp 103.5 70.9 79.2 67.6 72.5 62.4
6,6,2 aDManp 101.8 79.7 71.6 68.1 74.5 62.3
6,6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
6,2 aDManp 103.4 71.3 71.7 68.1 74.4 62.4
6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
aDManp 99.0 72.7 74.6 68.0 70.8 66.7
6,6,6,2,2 12%aDGlcp 104.3 74.4 76.7 70.9 76.1 62.4
6,6,6,2,2 aDManp 103.4 71.3 71.7 68.1 74.4 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6,6,6,6 aDManp 4.79 3.88 3.73 3.59 ? 3.64-3.79
6,6,6,2 aDManp 5.19 4.01 3.81 3.63 3.66 3.64-3.79
6,6,6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.70 3.58-3.89
6,6,2,2,3 aDManp 5.04 3.96 3.75 3.53 3.66 3.64-3.78
6,6,2,2 aDManp 4.93 4.11 3.84 3.72 3.69 3.64-3.79
6,6,2 aDManp 5.19 4.01 3.81 3.63 3.66 3.64-3.79
6,6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.70 3.58-3.89
6,2 aDManp 4.94 3.96 3.70 3.53 3.66 3.64-3.79
6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.70 3.58-3.89
aDManp 4.86 3.46 3.60 3.60 3.41 3.65-3.87
6,6,6,2,2 12%aDGlcp 4.42 3.22 3.38 3.32 3.53 3.64-3.79
6,6,6,2,2 aDManp 4.94 3.96 3.70 3.53 3.66 3.64-3.79
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6,6,6,6 aDManp 100.6/4.79 71.3/3.88 71.7/3.73 68.1/3.59 72.1/? 66.7/3.64-3.79
6,6,6,2 aDManp 101.8/5.19 79.7/4.01 71.6/3.81 68.1/3.63 74.5/3.66 62.3/3.64-3.79
6,6,6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.70 66.9/3.58-3.89
6,6,2,2,3 aDManp 103.5/5.04 71.3/3.96 71.6/3.75 68.2/3.53 74.5/3.66 62.4/3.64-3.78
6,6,2,2 aDManp 103.5/4.93 70.9/4.11 79.2/3.84 67.6/3.72 72.5/3.69 62.4/3.64-3.79
6,6,2 aDManp 101.8/5.19 79.7/4.01 71.6/3.81 68.1/3.63 74.5/3.66 62.3/3.64-3.79
6,6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.70 66.9/3.58-3.89
6,2 aDManp 103.4/4.94 71.3/3.96 71.7/3.70 68.1/3.53 74.4/3.66 62.4/3.64-3.79
6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.70 66.9/3.58-3.89
aDManp 99.0/4.86 72.7/3.46 74.6/3.60 68.0/3.60 70.8/3.41 66.7/3.65-3.87
6,6,6,2,2 12%aDGlcp 104.3/4.42 74.4/3.22 76.7/3.38 70.9/3.32 76.1/3.53 62.4/3.64-3.79
6,6,6,2,2 aDManp 103.4/4.94 71.3/3.96 71.7/3.70 68.1/3.53 74.4/3.66 62.4/3.64-3.79
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
| 6,6,6,6 | aDManp | 4.79 | 3.88 | 3.73 | 3.59 | ? | 3.64 3.79 |
| 6,6,6,2 | aDManp | 5.19 | 4.01 | 3.81 | 3.63 | 3.66 | 3.64 3.79 |
| 6,6,6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.70 | 3.58 3.89 |
| 6,6,2,2,3 | aDManp | 5.04 | 3.96 | 3.75 | 3.53 | 3.66 | 3.64 3.78 |
| 6,6,2,2 | aDManp | 4.93 | 4.11 | 3.84 | 3.72 | 3.69 | 3.64 3.79 |
| 6,6,2 | aDManp | 5.19 | 4.01 | 3.81 | 3.63 | 3.66 | 3.64 3.79 |
| 6,6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.70 | 3.58 3.89 |
| 6,2 | aDManp | 4.94 | 3.96 | 3.70 | 3.53 | 3.66 | 3.64 3.79 |
| 6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.70 | 3.58 3.89 |
| | aDManp | 4.86 | 3.46 | 3.60 | 3.60 | 3.41 | 3.65 3.87 |
| 6,6,6,2,2 | 12%aDGlcp | 4.42 | 3.22 | 3.38 | 3.32 | 3.53 | 3.64 3.79 |
| 6,6,6,2,2 | aDManp | 4.94 | 3.96 | 3.70 | 3.53 | 3.66 | 3.64 3.79 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
| 6,6,6,6 | aDManp | 100.6 | 71.3 | 71.7 | 68.1 | 72.1 | 66.7 |
| 6,6,6,2 | aDManp | 101.8 | 79.7 | 71.6 | 68.1 | 74.5 | 62.3 |
| 6,6,6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| 6,6,2,2,3 | aDManp | 103.5 | 71.3 | 71.6 | 68.2 | 74.5 | 62.4 |
| 6,6,2,2 | aDManp | 103.5 | 70.9 | 79.2 | 67.6 | 72.5 | 62.4 |
| 6,6,2 | aDManp | 101.8 | 79.7 | 71.6 | 68.1 | 74.5 | 62.3 |
| 6,6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| 6,2 | aDManp | 103.4 | 71.3 | 71.7 | 68.1 | 74.4 | 62.4 |
| 6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| | aDManp | 99.0 | 72.7 | 74.6 | 68.0 | 70.8 | 66.7 |
| 6,6,6,2,2 | 12%aDGlcp | 104.3 | 74.4 | 76.7 | 70.9 | 76.1 | 62.4 |
| 6,6,6,2,2 | aDManp | 103.4 | 71.3 | 71.7 | 68.1 | 74.4 | 62.4 |
|
There is only one chemically distinct structure:
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
The structure was elucidated in this paperNCBI PubMed ID: 33729771Publication DOI: 10.1021/acs.biomac.0c01659Journal NLM ID: 100892849Publisher: Washington, DC: American Chemical Society
Correspondence: Luigi Paduano <lpaduano

unina.it>; Maria M. Corsaro <corsaro

unina.it>
Institutions: Department of Chemical Sciences, University of Naples 'Federico II', Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Naples, Italy, CSGI - Consorzio per lo Sviluppo dei Sistemi a Grande Interfase, Florence, Italy, Department of Chemistry, University of Warwick, Coventry CV4 7AL, U.K, Jülich Centre for Neutron Science, Garching Forschungszentrum, Lichtenbergstrasse 1, D-857478 Garching bei Munchen, Germany
Extracellular polysaccharides are widely produced by bacteria, yeasts, and algae. These polymers are involved in several biological functions, such as bacteria adhesion to surface and biofilm formation, ion sequestering, protection from desiccation, and cryoprotection. The chemical characterization of these polymers is the starting point for obtaining relationships between their structures and their various functions. While this fundamental correlation is well reported and studied for the proteins, for the polysaccharides, this relationship is less intuitive. In this paper, we elucidate the chemical structure and conformational studies of a mannan exopolysaccharide from the permafrost isolated bacterium Psychrobacter arcticus strain 273-4. The mannan from the cold-adapted bacterium was compared with its dephosphorylated derivative and the commercial product from Saccharomyces cerevisiae. Starting from the chemical structure, we explored a new approach to deepen the study of the structure/activity relationship. A pool of physicochemical techniques, ranging from small-angle neutron scattering (SANS) and dynamic and static light scattering (DLS and SLS, respectively) to circular dichroism (CD) and cryo-transmission electron microscopy (cryo-TEM), have been used. Finally, the ice recrystallization inhibition activity of the polysaccharides was explored. The experimental evidence suggests that the mannan exopolysaccharide from P. arcticus bacterium has an efficient interaction with the water molecules, and it is structurally characterized by rigid-rod regions assuming a 14-helix-type conformation.
conformation, structure, extracellular polysaccharide, biological activity, biofilm formation, Psychrobacter arcticus, Saccharomyces cerevisiae
Structure type: polymer chemical repeating unit
Location inside paper: abstract, scheme 1, table 1, mannanP.arc
Trivial name: mannan
Compound class: EPS
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_140116,IEDB_141111,IEDB_141793,IEDB_141828,IEDB_141829,IEDB_141830,IEDB_141831,IEDB_141832,IEDB_142488,IEDB_143632,IEDB_144983,IEDB_144996,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153220,IEDB_153762,IEDB_153763,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_174840,IEDB_76933,IEDB_857732,IEDB_857735,IEDB_983930,IEDB_983931,SB_136,SB_191,SB_192,SB_196,SB_197,SB_198,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, methylation, gel filtration, NMR-2D, GC-MS, sugar analysis, CD, HF hydrolysis, IRI, DLS, surface tension titration, SANS, SLS, cryo-TEM
Related record ID(s): 7897
NCBI Taxonomy refs (TaxIDs): 259536
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6,6,6,6 aDManp 100.6 71.3 72.1 68.1 72.1 66.7
6,6,6,2 aDManp 101.8 79.8 71.5 68.1 74.4 62.3
6,6,6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
6,6,2,2,3 aDManp 103.5 71.3 71.6 68.2 74.5 62.4
6,6,2,2 aDManp 103.5 70.9 79.2 67.6 72.5 62.4
6,6,2 aDManp 101.8 79.8 71.5 68.1 74.4 62.3
6,6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
6,2,2,0 aDManp 97.5 71.8 71.3 67.6 ? ?
6,2,2 P
6,2 aDManp 101.8 79.8 71.5 68.1 74.4 62.3
6 aDManp 99.4 80.0 71.4-71.5 67.8 72.1 66.9
aDManp 100.6 71.3 72.1 68.1 72.1 66.7
6,6,6,2,2 12%aDGlcp 102.9 74.0 74.9 71.8 77.5 62.4
6,6,6,2,2 aDManp 103.4 71.3 71.7 68.1 74.4 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6,6,6,6 aDManp 4.79 3.88 3.72 3.59 3.63 3.67-3.84
6,6,6,2 aDManp 5.19 4.01 3.80 3.62 3.66 3.64-3.80
6,6,6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.72 3.57-3.91
6,6,2,2,3 aDManp 5.04 3.96 3.75 3.53 3.66 3.64-3.78
6,6,2,2 aDManp 4.93 4.11 3.85 3.64 3.70 3.64-3.78
6,6,2 aDManp 5.19 4.01 3.80 3.62 3.66 3.64-3.80
6,6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.72 3.57-3.91
6,2,2,0 aDManp 5.34 3.91 3.88 3.68 ? ?
6,2,2 P
6,2 aDManp 5.19 4.01 3.80 3.62 3.66 3.64-3.80
6 aDManp 4.99-5.01 3.91-3.93 3.81-3.83 3.73 3.72 3.57-3.91
aDManp 4.79 3.88 3.72 3.59 3.63 3.67-3.84
6,6,6,2,2 12%aDGlcp 4.36 3.17 3.45 3.69 3.67 3.64-3.78
6,6,6,2,2 aDManp 4.94 3.96 3.70 3.53 3.66 3.64-3.78
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6,6,6,6 aDManp 100.6/4.79 71.3/3.88 72.1/3.72 68.1/3.59 72.1/3.63 66.7/3.67-3.84
6,6,6,2 aDManp 101.8/5.19 79.8/4.01 71.5/3.80 68.1/3.62 74.4/3.66 62.3/3.64-3.80
6,6,6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.72 66.9/3.57-3.91
6,6,2,2,3 aDManp 103.5/5.04 71.3/3.96 71.6/3.75 68.2/3.53 74.5/3.66 62.4/3.64-3.78
6,6,2,2 aDManp 103.5/4.93 70.9/4.11 79.2/3.85 67.6/3.64 72.5/3.70 62.4/3.64-3.78
6,6,2 aDManp 101.8/5.19 79.8/4.01 71.5/3.80 68.1/3.62 74.4/3.66 62.3/3.64-3.80
6,6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.72 66.9/3.57-3.91
6,2,2,0 aDManp 97.5/5.34 71.8/3.91 71.3/3.88 67.6/3.68 ?/? ?/?
6,2,2 P
6,2 aDManp 101.8/5.19 79.8/4.01 71.5/3.80 68.1/3.62 74.4/3.66 62.3/3.64-3.80
6 aDManp 99.4/4.99-5.01 80.0/3.91-3.93 71.4-71.5/3.81-3.83 67.8/3.73 72.1/3.72 66.9/3.57-3.91
aDManp 100.6/4.79 71.3/3.88 72.1/3.72 68.1/3.59 72.1/3.63 66.7/3.67-3.84
6,6,6,2,2 12%aDGlcp 102.9/4.36 74.0/3.17 74.9/3.45 71.8/3.69 77.5/3.67 62.4/3.64-3.78
6,6,6,2,2 aDManp 103.4/4.94 71.3/3.96 71.7/3.70 68.1/3.53 74.4/3.66 62.4/3.64-3.78
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
| 6,6,6,6 | aDManp | 4.79 | 3.88 | 3.72 | 3.59 | 3.63 | 3.67 3.84 |
| 6,6,6,2 | aDManp | 5.19 | 4.01 | 3.80 | 3.62 | 3.66 | 3.64 3.80 |
| 6,6,6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.72 | 3.57 3.91 |
| 6,6,2,2,3 | aDManp | 5.04 | 3.96 | 3.75 | 3.53 | 3.66 | 3.64 3.78 |
| 6,6,2,2 | aDManp | 4.93 | 4.11 | 3.85 | 3.64 | 3.70 | 3.64 3.78 |
| 6,6,2 | aDManp | 5.19 | 4.01 | 3.80 | 3.62 | 3.66 | 3.64 3.80 |
| 6,6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.72 | 3.57 3.91 |
| 6,2,2,0 | aDManp | 5.34 | 3.91 | 3.88 | 3.68 | ? | ? |
| 6,2,2 | P | |
| 6,2 | aDManp | 5.19 | 4.01 | 3.80 | 3.62 | 3.66 | 3.64 3.80 |
| 6 | aDManp | 4.99 5.01 | 3.91 3.93 | 3.81 3.83 | 3.73 | 3.72 | 3.57 3.91 |
| | aDManp | 4.79 | 3.88 | 3.72 | 3.59 | 3.63 | 3.67 3.84 |
| 6,6,6,2,2 | 12%aDGlcp | 4.36 | 3.17 | 3.45 | 3.69 | 3.67 | 3.64 3.78 |
| 6,6,6,2,2 | aDManp | 4.94 | 3.96 | 3.70 | 3.53 | 3.66 | 3.64 3.78 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
| 6,6,6,6 | aDManp | 100.6 | 71.3 | 72.1 | 68.1 | 72.1 | 66.7 |
| 6,6,6,2 | aDManp | 101.8 | 79.8 | 71.5 | 68.1 | 74.4 | 62.3 |
| 6,6,6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| 6,6,2,2,3 | aDManp | 103.5 | 71.3 | 71.6 | 68.2 | 74.5 | 62.4 |
| 6,6,2,2 | aDManp | 103.5 | 70.9 | 79.2 | 67.6 | 72.5 | 62.4 |
| 6,6,2 | aDManp | 101.8 | 79.8 | 71.5 | 68.1 | 74.4 | 62.3 |
| 6,6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| 6,2,2,0 | aDManp | 97.5 | 71.8 | 71.3 | 67.6 | ? | ? |
| 6,2,2 | P | |
| 6,2 | aDManp | 101.8 | 79.8 | 71.5 | 68.1 | 74.4 | 62.3 |
| 6 | aDManp | 99.4 | 80.0 | 71.4 71.5 | 67.8 | 72.1 | 66.9 |
| | aDManp | 100.6 | 71.3 | 72.1 | 68.1 | 72.1 | 66.7 |
| 6,6,6,2,2 | 12%aDGlcp | 102.9 | 74.0 | 74.9 | 71.8 | 77.5 | 62.4 |
| 6,6,6,2,2 | aDManp | 103.4 | 71.3 | 71.7 | 68.1 | 74.4 | 62.4 |
|
 The spectrum also has 2 signals at unknown positions (not plotted). |
There is only one chemically distinct structure: