Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Host organism: Ipomoea pes-caprae
Organ / tissue: mycelium
The structure was elucidated in this paperNCBI PubMed ID: 25627692Publication DOI: 10.1007/s10126-015-9611-6Journal NLM ID: 100892712Correspondence: Mao WJ <wenjunmqd
hotmail.com>
Institutions: Key Laboratory ofMarine Drugs, Ministry of Education, Institute of Marine Drugs and Foods, Ocean University of China, Qingdao, China
Marine fungi are recognized as an abundant source of extracellular polysaccharides with novel structures. Mangrove fungi constitute the second largest ecological group of the marine fungi, and many of them are new or inadequately described species and may produce extracellular polysaccharides with novel functions and structures that could be explored as a source of useful polymers. The mangrove-associated fungus Fusarium oxysporum produces an extracellular polysaccharide, Fw-1, when grown in potato dextrose-agar medium. The homogeneous Fw-1 was isolated from the fermented broth by a combination of ethanol precipitation, ion-exchange, and gel filtration chromatography. Chemical and spectroscopic analyses, including one- and two-dimensional nuclear magnetic resonance spectroscopies showed that Fw-1 consisted of galactose, glucose, and mannose in a molar ratio of 1.33:1.33:1.00, and its molecular weight was about 61.2 kDa. The structure of Fw-1 contains a backbone of (1 → 6)-linked β-D-galactofuranose residues with multiple side chains. The branches consist of terminal α-D-glucopyranose residues, or short chains containing (1 → 2)-linked α-D-glucopyranose, (1 → 2)-linked β-D-mannopyranose, and terminal β-D-mannopyranose residues. The side chains are connected to C-2 of galactofuranose residues of backbone. The antioxidant activity of Fw-1 was evaluated with the scavenging abilities on hydroxyl, superoxide, and 1,1-diphenyl-2-picrylhydrazyl radicals in vitro, and the results indicated that Fw-1 possessed good antioxidant activity, especially the scavenging ability on hydroxyl radicals. The investigation demonstrated that Fw-1 is a novel galactofuranose-containing polysaccharide with different structural characteristics from extracellular polysaccharides from other marine microorganisms and could be a potential source of antioxidant.
characterization, extracellular polysaccharide, preparation, Antioxidant activity, Fusarium oxysporum, mangrove-associated fungus
Structure type: structural motif or average structure ; n=16, 61200
Location inside paper: Fig. 4, table 2, Fw-1
Compound class: EPS
Contained glycoepitopes: IEDB_133966,IEDB_136095,IEDB_137472,IEDB_137485,IEDB_142488,IEDB_144983,IEDB_144995,IEDB_144998,IEDB_146664,IEDB_149176,IEDB_152206,IEDB_190606,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_72
Methods: 13C NMR, 1H NMR, GC-MS, anion-exchange chromatography, FTIR, HPLC, acetylation, TOCSY, methylation analysis, dialysis, antioxidant activities, HPGPC, HMBC, ethanol precipitation, HMQC, centrifugation, COSY, NOESY, Lowry method, phenol-sulfuric acid method, TFA hydrolysis, colomn chromatography, carbazole-sulfuric acid method, Harkomori's method
Biological activity: exhibits good antioxidant activity in vitro; scavenging ability of Fw-1 on hydroxyl radicals at 10.0 mg/mL was up to 90.2 %; EC50 1.1 mg/mL; the scavenging ability of Fw-1 on superoxide radicals was 50.2 % at 2.0 mg/mL and up to 89.2 % at 10.0 mg/mL. EC50 2.0 mg/mL; The scavenging ability of Fw-1 on DPPH radicals was up to 88.2 % at 10.0 mg/mL, and its EC50 value was 2.1 mg/mL
NCBI Taxonomy refs (TaxIDs): 5507Reference(s) to other database(s): GTC:G90164DU
Show glycosyltransferases
NMR conditions: in D2O at 296 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6,6,6,2 aDGlcp 99.5 72.6 73.1 71.0 73.8 62.1
6,6,6 bDGalf 107.8 88.1 76.9 83.9 71.0 70.8
6,6,2,2,2 bDManp 102.4 72.6 72.4 72.6 71.9 62.6
6,6,2,2 bDManp 101.3 78.0 68.3 71.2 73.5 62.4
6,6,2 aDGlcp 99.6 77.0 73.1 71.0 72.6 62.3
6,6 bDGalf 107.8 88.1 76.9 83.9 71.0 70.8
6,2,2 bDManp 101.8 71.9 72.4 71.1 73.6 62.3
6,2 aDGlcp 99.6 77.0 73.1 71.0 72.6 62.3
6 bDGalf 107.8 88.1 76.9 83.9 71.0 70.8
2 aDGlcp 99.5 72.6 73.1 71.0 73.8 62.1
bDGalf 107.8 88.1 76.9 83.9 71.0 70.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6,6,6,2 aDGlcp 5.10 3.59 3.77 3.47 3.79 3.73-3.91
6,6,6 bDGalf 5.20 4.21 4.26 4.05 4.02 3.69-3.94
6,6,2,2,2 bDManp 4.91 4.18 3.73 3.61 3.45 3.79-3.90
6,6,2,2 bDManp 4.75 4.24 3.68 3.95 3.76 3.45-3.96
6,6,2 aDGlcp 5.09 3.69 3.81 3.45 3.76 3.79-4.12
6,6 bDGalf 5.20 4.21 4.26 4.05 4.02 3.69-3.94
6,2,2 bDManp 4.65 4.02 3.73 3.96 3.80 3.47-3.86
6,2 aDGlcp 5.09 3.69 3.81 3.45 3.76 3.79-4.12
6 bDGalf 5.20 4.21 4.26 4.05 4.02 3.69-3.94
2 aDGlcp 5.10 3.59 3.77 3.47 3.79 3.73-3.91
bDGalf 5.20 4.21 4.26 4.05 4.02 3.69-3.94
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6,6,6,2 aDGlcp 99.5/5.10 72.6/3.59 73.1/3.77 71.0/3.47 73.8/3.79 62.1/3.73-3.91
6,6,6 bDGalf 107.8/5.20 88.1/4.21 76.9/4.26 83.9/4.05 71.0/4.02 70.8/3.69-3.94
6,6,2,2,2 bDManp 102.4/4.91 72.6/4.18 72.4/3.73 72.6/3.61 71.9/3.45 62.6/3.79-3.90
6,6,2,2 bDManp 101.3/4.75 78.0/4.24 68.3/3.68 71.2/3.95 73.5/3.76 62.4/3.45-3.96
6,6,2 aDGlcp 99.6/5.09 77.0/3.69 73.1/3.81 71.0/3.45 72.6/3.76 62.3/3.79-4.12
6,6 bDGalf 107.8/5.20 88.1/4.21 76.9/4.26 83.9/4.05 71.0/4.02 70.8/3.69-3.94
6,2,2 bDManp 101.8/4.65 71.9/4.02 72.4/3.73 71.1/3.96 73.6/3.80 62.3/3.47-3.86
6,2 aDGlcp 99.6/5.09 77.0/3.69 73.1/3.81 71.0/3.45 72.6/3.76 62.3/3.79-4.12
6 bDGalf 107.8/5.20 88.1/4.21 76.9/4.26 83.9/4.05 71.0/4.02 70.8/3.69-3.94
2 aDGlcp 99.5/5.10 72.6/3.59 73.1/3.77 71.0/3.47 73.8/3.79 62.1/3.73-3.91
bDGalf 107.8/5.20 88.1/4.21 76.9/4.26 83.9/4.05 71.0/4.02 70.8/3.69-3.94
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 6,6,6,2 | aDGlcp | 5.10 | 3.59 | 3.77 | 3.47 | 3.79 | 3.73
3.91 |
| 6,6,6 | bDGalf | 5.20 | 4.21 | 4.26 | 4.05 | 4.02 | 3.69
3.94 |
| 6,6,2,2,2 | bDManp | 4.91 | 4.18 | 3.73 | 3.61 | 3.45 | 3.79
3.90 |
| 6,6,2,2 | bDManp | 4.75 | 4.24 | 3.68 | 3.95 | 3.76 | 3.45
3.96 |
| 6,6,2 | aDGlcp | 5.09 | 3.69 | 3.81 | 3.45 | 3.76 | 3.79
4.12 |
| 6,6 | bDGalf | 5.20 | 4.21 | 4.26 | 4.05 | 4.02 | 3.69
3.94 |
| 6,2,2 | bDManp | 4.65 | 4.02 | 3.73 | 3.96 | 3.80 | 3.47
3.86 |
| 6,2 | aDGlcp | 5.09 | 3.69 | 3.81 | 3.45 | 3.76 | 3.79
4.12 |
| 6 | bDGalf | 5.20 | 4.21 | 4.26 | 4.05 | 4.02 | 3.69
3.94 |
| 2 | aDGlcp | 5.10 | 3.59 | 3.77 | 3.47 | 3.79 | 3.73
3.91 |
| | bDGalf | 5.20 | 4.21 | 4.26 | 4.05 | 4.02 | 3.69
3.94 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 6,6,6,2 | aDGlcp | 99.5 | 72.6 | 73.1 | 71.0 | 73.8 | 62.1 |
| 6,6,6 | bDGalf | 107.8 | 88.1 | 76.9 | 83.9 | 71.0 | 70.8 |
| 6,6,2,2,2 | bDManp | 102.4 | 72.6 | 72.4 | 72.6 | 71.9 | 62.6 |
| 6,6,2,2 | bDManp | 101.3 | 78.0 | 68.3 | 71.2 | 73.5 | 62.4 |
| 6,6,2 | aDGlcp | 99.6 | 77.0 | 73.1 | 71.0 | 72.6 | 62.3 |
| 6,6 | bDGalf | 107.8 | 88.1 | 76.9 | 83.9 | 71.0 | 70.8 |
| 6,2,2 | bDManp | 101.8 | 71.9 | 72.4 | 71.1 | 73.6 | 62.3 |
| 6,2 | aDGlcp | 99.6 | 77.0 | 73.1 | 71.0 | 72.6 | 62.3 |
| 6 | bDGalf | 107.8 | 88.1 | 76.9 | 83.9 | 71.0 | 70.8 |
| 2 | aDGlcp | 99.5 | 72.6 | 73.1 | 71.0 | 73.8 | 62.1 |
| | bDGalf | 107.8 | 88.1 | 76.9 | 83.9 | 71.0 | 70.8 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
