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Sun L, Yang Y, Lei P, Li S, Xu H, Wang R, Qiu Y, Zhang W
Structure characterization, antioxidant and emulsifying capacities of exopolysaccharide derived from Pantoea alhagi NX-11
Carbohydrate Polymers 261 (2021)
117872
|
-4)-b-D-GlcpA-(1-2)-a-D-Galp-(1-3)-b-D-Glcp-(1-3)-b-D-GlcpN-(1-3)-a-D-Galp-(1-3)-a-D-GlcpN-(1- |
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Pantoea alhagi NX-11
(Ancestor NCBI TaxID 1891675,
species name lookup)
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
The structure was elucidated in this paperPublication DOI: 10.1016/j.carbpol.2021.117872Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: ruiwang2013
njtech.edu.cn
Institutions: State Key Laboratory of Materials-Oriented Chemical Engineering, College of Food Science and Light Industry, Nanjing Tech University, Nanjing, 211816, China, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing, 211816, China, College of Light Industry and Food Engineering, Nanjing Forestry University, Nanjing, 210037, China, Hubei Sanning Chemical Industry CO., Ltd, Yichang, 443200, China
Pantoea alhagi exopolysaccharides (PAPS) have been shown to enhance crop resistance to abiotic stress. However, physicochemical properties and structure of PAPS have not yet been analyzed. In this study, two PAPSs, named PAPS1 and PAPS2, were isolated and purified from the P. alhagi NX-11. The results showed PAPS1 and PAPS2 were composed of glucose, galactose, glucuronic acid, glucosamine and mannose with average molecular weight of 1.326×106 Da and 1.959×106 Da, respectively. Moreover, the structure of PAPS1 and PAPS2 was investigated by FT-IR and NMR analysis. PAPS1 was identified to have the backbone structure of →4)-β-D-GlcpA-(1→2)-α-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-GlcpN- (1→3)-α-D-Galp-(1→3)-β-D-Galp-(1→. PAPS2 had the backbone structure of →4)-β-D-GlcpA-(1→2)-α-D-Galp-(1→3)-β-D-Glcp-(1→3)-β-D-GlcpN-(1→3)-α-D-Galp-(1→3)-α-D-GlcpN-(1→. In addition, PAPS1 and PAPS2 had moderate antioxidant and emulsifying capacities. Overall, the structure analysis of PAPS may point out the direction for the subsequent study of PAPS-mediated microbial and plant interactions, and further exploration of the application of PAPS.
exopolysaccharides, structure characterization, antioxidant and emulsifying capacities, Pantoea alhagi NX-11
Structure type: polymer chemical repeating unit ; 1959000
Location inside paper: abstract, table 2, Fig. 5B, PAPS2
Compound class: EPS
Contained glycoepitopes: IEDB_115136,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_423153,IEDB_983931,SB_192,SB_7
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, FTIR, composition analysis, HPLC, UV, statistical analysis, fermentation, HPGPC, SEM, antioxidant activity assay, emulsifying activity determination, extraciton, MALLS-RI
Comments, role: Published 13C NMR spectrum is erroneous (spectrum in Fig. 4B contradicts the structure); the structure is subject to check.
Related record ID(s): 10945
NCBI Taxonomy refs (TaxIDs): 1891675
Show glycosyltransferases
NMR conditions: in D2O at 298(H) K
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3,3,2 bDGlcpA 4.69 3.54 3.91 3.71 4.07 -
3,3,3,3 aDGalp 4.66 3.83 4.19 3.64 3.44 3.76-3.88
3,3,3 bDGlcp 4.98 3.44 3.68 4.36 3.73 3.65-3.72
3,3 bDGlcpN 4.45 3.65 3.66 3.55 3.42 3.65-3.75
3 aDGalp 5.41 4.14 3.68 3.74 3.64 3.75-3.91
aDGlcpN 5.29 3.90 3.88 3.64 3.54 3.65-3.76
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,3,3,2 | bDGlcpA | 4.69 | 3.54 | 3.91 | 3.71 | 4.07 |
|
| 3,3,3,3 | aDGalp | 4.66 | 3.83 | 4.19 | 3.64 | 3.44 | 3.76
3.88 |
| 3,3,3 | bDGlcp | 4.98 | 3.44 | 3.68 | 4.36 | 3.73 | 3.65
3.72 |
| 3,3 | bDGlcpN | 4.45 | 3.65 | 3.66 | 3.55 | 3.42 | 3.65
3.75 |
| 3 | aDGalp | 5.41 | 4.14 | 3.68 | 3.74 | 3.64 | 3.75
3.91 |
| | aDGlcpN | 5.29 | 3.90 | 3.88 | 3.64 | 3.54 | 3.65
3.76 |
|
There is only one chemically distinct structure:
Expand this record
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Sun L, Yang Y, Lei P, Li S, Xu H, Wang R, Qiu Y, Zhang W
Structure characterization, antioxidant and emulsifying capacities of exopolysaccharide derived from Pantoea alhagi NX-11
Carbohydrate Polymers 261 (2021)
117872
|
-4)-b-D-GlcpA-(1-2)-a-D-Galp-(1-3)-b-D-Galp-(1-3)-b-D-GlcpN-(1-3)-a-D-Galp-(1-3)-b-D-Sugp-(1-
Sug = Glc or Gal (unclear) |
Show graphically |
Pantoea alhagi NX-11
(Ancestor NCBI TaxID 1891675,
species name lookup)
Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
The structure was elucidated in this paperPublication DOI: 10.1016/j.carbpol.2021.117872Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: ruiwang2013
njtech.edu.cn
Institutions: State Key Laboratory of Materials-Oriented Chemical Engineering, College of Food Science and Light Industry, Nanjing Tech University, Nanjing, 211816, China, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing, 211816, China, College of Light Industry and Food Engineering, Nanjing Forestry University, Nanjing, 210037, China, Hubei Sanning Chemical Industry CO., Ltd, Yichang, 443200, China
Pantoea alhagi exopolysaccharides (PAPS) have been shown to enhance crop resistance to abiotic stress. However, physicochemical properties and structure of PAPS have not yet been analyzed. In this study, two PAPSs, named PAPS1 and PAPS2, were isolated and purified from the P. alhagi NX-11. The results showed PAPS1 and PAPS2 were composed of glucose, galactose, glucuronic acid, glucosamine and mannose with average molecular weight of 1.326×106 Da and 1.959×106 Da, respectively. Moreover, the structure of PAPS1 and PAPS2 was investigated by FT-IR and NMR analysis. PAPS1 was identified to have the backbone structure of →4)-β-D-GlcpA-(1→2)-α-D-Galp-(1→3)-β-D-Galp-(1→3)-β-D-GlcpN- (1→3)-α-D-Galp-(1→3)-β-D-Galp-(1→. PAPS2 had the backbone structure of →4)-β-D-GlcpA-(1→2)-α-D-Galp-(1→3)-β-D-Glcp-(1→3)-β-D-GlcpN-(1→3)-α-D-Galp-(1→3)-α-D-GlcpN-(1→. In addition, PAPS1 and PAPS2 had moderate antioxidant and emulsifying capacities. Overall, the structure analysis of PAPS may point out the direction for the subsequent study of PAPS-mediated microbial and plant interactions, and further exploration of the application of PAPS.
exopolysaccharides, structure characterization, antioxidant and emulsifying capacities, Pantoea alhagi NX-11
Structure type: polymer chemical repeating unit ; 1326000
Location inside paper: abstract, table 2, Fig. 5A, PAPS1
Compound class: EPS
Contained glycoepitopes: IEDB_115013,IEDB_115136,IEDB_130645,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_141807,IEDB_149558,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_423153,IEDB_918314,SB_165,SB_166,SB_187,SB_195,SB_7,SB_87,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, FTIR, composition analysis, HPLC, UV, statistical analysis, fermentation, HPGPC, SEM, antioxidant activity assay, emulsifying activity determination, extraciton, MALLS-RI
Comments, role: A residue at the right end could not be annotated due to errors in the publication (it is identified as Glc or as Gal in different sections of the article). Published 13C NMR spectrum is erroneous (spectrum in Fig. 4B contradicts the structure); the structure is subject to check.
Related record ID(s): 9773
NCBI Taxonomy refs (TaxIDs): 1891675
Show glycosyltransferases
NMR conditions: in D2O at 298(H) K
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3,3,2 bDGlcpA 4.68 3.54 3.91 3.72 4.05 -
3,3,3,3 aDGalp 4.69 3.77 4.17 3.65 3.44 3.55-3.74
3,3,3 bDGalp 5.04 3.73 4.08 3.71 3.43 3.46-3.62
3,3 bDGlcpN 4.44 3.64 3.66 3.54 3.41 3.75-3.90
3 aDGalp 5.40 4.14 3.72 3.83 3.66 3.47-3.75
bDSugp 4.95 3.37 3.67 4.35 3.76 3.62-3.75
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,3,3,2 | bDGlcpA | 4.68 | 3.54 | 3.91 | 3.72 | 4.05 |
|
| 3,3,3,3 | aDGalp | 4.69 | 3.77 | 4.17 | 3.65 | 3.44 | 3.55
3.74 |
| 3,3,3 | bDGalp | 5.04 | 3.73 | 4.08 | 3.71 | 3.43 | 3.46
3.62 |
| 3,3 | bDGlcpN | 4.44 | 3.64 | 3.66 | 3.54 | 3.41 | 3.75
3.90 |
| 3 | aDGalp | 5.40 | 4.14 | 3.72 | 3.83 | 3.66 | 3.47
3.75 |
| | bDSugp | 4.95 | 3.37 | 3.67 | 4.35 | 3.76 | 3.62
3.75 |
|
There is only one chemically distinct structure:
Expand this record
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Zhang S, Li Y, Li Z, Liu W, Zhang H, Ohizumi Y, Nakajima A, Xu J, Guo Y
Structure, anti-tumor activity, and potential anti-tumor mechanism of a fungus polysaccharide from Fomes officinalis
Carbohydrate Polymers 295 (2022)
119794
|
b-D-Glcp-(1-3)-+
|
b-D-Glcp-(1-3)-+ | b-D-Glcp-(1-6)-a-D-Glcp-(1-6)-+
| | |
-6)-b-D-Glcp-(1-6)-b-D-Glcp-(1-3)-b-D-Galp-(1-3)-b-D-Galp-(1-3)-b-D-Glcp-(1-4)-b-D-Manp-(1- |
Show graphically |
Fomes officinalis
(Ancestor NCBI TaxID 40441,
species name lookup)
Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: fruiting bodies
The structure was elucidated in this paperNCBI PubMed ID: 35988992Publication DOI: 10.1016/j.carbpol.2022.119794Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: J. Xu <xujing611
nankai.edu.cn>; Y. Guo <victgyq
nankai.edu.cn>
Institutions: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300350, People's Republic of China, Tianjin International Joint Academy of Biomedicine, Tianjin 300457, People's Republic of China, Kansei Fukushi Research Institute, Tohoku Fukushi University, 6-149-1 Kunimigaoka, Aoba-ku, Sendai 989-3201, Japan, Department of Applied Biology and Food Sciences, Faculty of Agriculture and Life Science, Hirosaki University, 3 Bunkyo-cho, Hirosaki 036-8561, Japan, Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou, Hainan 571158, People's Republic of China
In our ongoing process of discovering bioactive macromolecules, a homogeneous polysaccharide (FOP80-1) was first purified from Fomes officinalis. FOP80-1 with molecular weight of 4560 Da was mainly composed of →3)-d-Galp-(1→, →4)-β-d-Manp-(1→, →6)-α-d-Glcp-(1→, →3,6)-d-Glcp-(1→, and t--d-Glcp. Besides the structure features, the anti-tumor activity and potential mechanism of FOP80-1 were also investigated. The cellular and zebrafish experiments revealed that FOP80-1 inhibited tumor proliferation, invasion, and metastasis by increasing ROS, arresting cell cycle, inducing apoptosis, and suppressing angiogenesis. Corresponding to the inhibition of angiogenesis, the surface plasmon resonance (SPR) experiments revealed that FOP80-1 had good affinity with VEGF, a crucial protein to regulate angiogenesis. Molecular docking indicated that FOP80-1 could interact with the protein VEGF.
angiogenesis, zebrafish, VEGF, anti-tumor mechanism, HepG2 cells, Fomes officinalis Ames, fungus polysaccharides
Structure type: structural motif or average structure ; 4560
Location inside paper: Fig. 3, table 2, FOP80-1
Trivial name: polysaccharide fraction FOP80-1
Contained glycoepitopes: IEDB_136044,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_141806,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_241101,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_7,SB_72,SB_88
Methods: 13C NMR, 1H NMR, methylation, GC-MS, sugar analysis, MD simulations, FTIR, HPLC, UV, statistical analysis, SPR, antitumor activity assay, ion exchange chromatography, MALLS-RI, apoptosis assays, Congo red test, hot water extraction, ROS measurement
3D data: 3D data
NCBI Taxonomy refs (TaxIDs): 40441
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,3,3,3,6,3 bDGlcp 102.8 73.2 75.6 69.6 74.5 60.8
4,3,3,3,6 bDGlcp 102.8 73.0 84.2 69.5 74.5 68.8
4,3,3,3,3 bDGlcp 102.8 73.2 75.6 69.6 74.5 60.8
4,3,3,3 bDGlcp 102.8 73.0 84.2 69.5 74.5 68.8
4,3,3 bDGalp 102.9 73.2 78.6 69.5 73.5 60.1
4,3 bDGalp 102.9 73.2 78.6 69.5 73.5 60.1
4,6,6 bDGlcp 102.8 73.2 75.6 69.6 74.5 60.8
4,6 aDGlcp 97.9 71.6 75.6 69.8 71.0 66.8
4 bDGlcp 102.8 73.0 84.2 69.5 74.5 68.8
bDManp 102.0 71.6 74.8 73.3 77.8 62.5
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,3,3,3,6,3 bDGlcp 4.44 3.25 3.42 3.33 3.56 3.66-3.83
4,3,3,3,6 bDGlcp 4.45 3.44 3.68 3.40 3.56 3.78-4.13
4,3,3,3,3 bDGlcp 4.44 3.25 3.42 3.33 3.56 3.66-3.83
4,3,3,3 bDGlcp 4.45 3.44 3.68 3.40 3.56 3.78-4.13
4,3,3 bDGalp 4.69 3.23 3.59 3.93 3.69 3.73
4,3 bDGalp 4.69 3.23 3.59 3.93 3.69 3.73
4,6,6 bDGlcp 4.44 3.25 3.42 3.33 3.56 3.66-3.83
4,6 aDGlcp 4.92 3.77 3.71 3.93 4.02 3.64-3.83
4 bDGlcp 4.45 3.44 3.68 3.40 3.56 3.78-4.13
bDManp 5.02 4.00 3.81 3.72 3.75 3.58
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,3,3,3,6,3 bDGlcp 102.8/4.44 73.2/3.25 75.6/3.42 69.6/3.33 74.5/3.56 60.8/3.66-3.83
4,3,3,3,6 bDGlcp 102.8/4.45 73.0/3.44 84.2/3.68 69.5/3.40 74.5/3.56 68.8/3.78-4.13
4,3,3,3,3 bDGlcp 102.8/4.44 73.2/3.25 75.6/3.42 69.6/3.33 74.5/3.56 60.8/3.66-3.83
4,3,3,3 bDGlcp 102.8/4.45 73.0/3.44 84.2/3.68 69.5/3.40 74.5/3.56 68.8/3.78-4.13
4,3,3 bDGalp 102.9/4.69 73.2/3.23 78.6/3.59 69.5/3.93 73.5/3.69 60.1/3.73
4,3 bDGalp 102.9/4.69 73.2/3.23 78.6/3.59 69.5/3.93 73.5/3.69 60.1/3.73
4,6,6 bDGlcp 102.8/4.44 73.2/3.25 75.6/3.42 69.6/3.33 74.5/3.56 60.8/3.66-3.83
4,6 aDGlcp 97.9/4.92 71.6/3.77 75.6/3.71 69.8/3.93 71.0/4.02 66.8/3.64-3.83
4 bDGlcp 102.8/4.45 73.0/3.44 84.2/3.68 69.5/3.40 74.5/3.56 68.8/3.78-4.13
bDManp 102.0/5.02 71.6/4.00 74.8/3.81 73.3/3.72 77.8/3.75 62.5/3.58
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,3,3,3,6,3 | bDGlcp | 4.44 | 3.25 | 3.42 | 3.33 | 3.56 | 3.66
3.83 |
| 4,3,3,3,6 | bDGlcp | 4.45 | 3.44 | 3.68 | 3.40 | 3.56 | 3.78
4.13 |
| 4,3,3,3,3 | bDGlcp | 4.44 | 3.25 | 3.42 | 3.33 | 3.56 | 3.66
3.83 |
| 4,3,3,3 | bDGlcp | 4.45 | 3.44 | 3.68 | 3.40 | 3.56 | 3.78
4.13 |
| 4,3,3 | bDGalp | 4.69 | 3.23 | 3.59 | 3.93 | 3.69 | 3.73 |
| 4,3 | bDGalp | 4.69 | 3.23 | 3.59 | 3.93 | 3.69 | 3.73 |
| 4,6,6 | bDGlcp | 4.44 | 3.25 | 3.42 | 3.33 | 3.56 | 3.66
3.83 |
| 4,6 | aDGlcp | 4.92 | 3.77 | 3.71 | 3.93 | 4.02 | 3.64
3.83 |
| 4 | bDGlcp | 4.45 | 3.44 | 3.68 | 3.40 | 3.56 | 3.78
4.13 |
| | bDManp | 5.02 | 4.00 | 3.81 | 3.72 | 3.75 | 3.58 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,3,3,3,6,3 | bDGlcp | 102.8 | 73.2 | 75.6 | 69.6 | 74.5 | 60.8 |
| 4,3,3,3,6 | bDGlcp | 102.8 | 73.0 | 84.2 | 69.5 | 74.5 | 68.8 |
| 4,3,3,3,3 | bDGlcp | 102.8 | 73.2 | 75.6 | 69.6 | 74.5 | 60.8 |
| 4,3,3,3 | bDGlcp | 102.8 | 73.0 | 84.2 | 69.5 | 74.5 | 68.8 |
| 4,3,3 | bDGalp | 102.9 | 73.2 | 78.6 | 69.5 | 73.5 | 60.1 |
| 4,3 | bDGalp | 102.9 | 73.2 | 78.6 | 69.5 | 73.5 | 60.1 |
| 4,6,6 | bDGlcp | 102.8 | 73.2 | 75.6 | 69.6 | 74.5 | 60.8 |
| 4,6 | aDGlcp | 97.9 | 71.6 | 75.6 | 69.8 | 71.0 | 66.8 |
| 4 | bDGlcp | 102.8 | 73.0 | 84.2 | 69.5 | 74.5 | 68.8 |
| | bDManp | 102.0 | 71.6 | 74.8 | 73.3 | 77.8 | 62.5 |
|
There is only one chemically distinct structure:
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