Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Organ / tissue: fruiting body
The structure was elucidated in this paperNCBI PubMed ID: 29168868Publication DOI: 10.1039/c7fo01147dJournal NLM ID: 101549033Publisher: Cambridge: Royal Society of Chemistry
Correspondence: Song L <tsly
jnu.edu.cn>; Yu R <tyrm
jnu.edu.cn>
Institutions: Department of Pharmacology, College of Pharmacy, Jinan University, Huangpu, China, Biotechnological Institute of Chinese Materia Medica, Jinan University, Huangpu, China, College of Chemistry and Pharmaceutical Engineering, Hebei University of Science and Technology, Shijiazhuan, China
A new polysaccharide (CMPB90-1) was isolated from cultured Cordyceps militaris by alkaline extraction. The chemical structure of CMPB90-1 was determined by analysis of physicochemical and spectral data. The backbone of CMPB90-1 is composed of (1→6)-linked α-D-glucopyranosyl and (1→3)-linked α-D-glucopyranosyl residues, with branching at O-6, which consists of (1→4)-linked β-D-mannopyranosyl and (1→6)-linked α-D-glucopyranosyl residues, respectively. β-D-Galactopyranosyl residues is the terminal unit. In vitro immunomodulatory assay revealed that CMPB90-1 promoted proliferation of splenic lymphocytes, enhanced cytotoxicity of NK cells and promoted lymphocyte secretion of the cytokine interleukin-2. Besides, CMPB90-1 upregulated T-cell subpopulation, strengthened phagocytosis function of macrophages and induced their M1 polarization. The mechanism of the effects might be due to the activation of TLR2, MAPK and NF-κB pathways. The results proposed that CMPB90-1 can be researched and developed as a new functional food.
NMR, Structure determination, Immunostimulatory activity, Cordyceps
Structure type: polymer chemical repeating unit ; 5800
Location inside paper: Fig. 4, table 2, CMPD90-1
Compound class: cell wall polysaccharide, polysaccharide, glucogalactomannan, glucomannogalactan
Contained glycoepitopes: IEDB_134623,IEDB_136044,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_158538,IEDB_190606,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, ELISA, FTIR, GPC, HPAEC-PAD, optical rotation measurement, chromatography, statistical analysis, DEAE, dialysis, determination of NO production, cytokine production, flow cytometry, cytotoxicity assay, phenol-sulfuric acid assay, HMBC, centrifugation, phagocytosis assay, splenocyte proliferation assay, TFA hydrolysis, Bradford methods, western blot assay
Biological activity: significantly promotes the proliferation of lymphosytes(31.2-500 μg/mL); enhances the killing activity of nK cells from splenocytes in vitro in concentration-dependent manner; increases IL-2 levels in dose-dependent manner; increases the percentage of CD4+ lymphocytes; increases phagocytosis of TAW 264.7 cells in dose-dependent manner; stimulates NO production; the secretion level of TNF-α in RAW264.7 cells is close to 1500 pg/ml at the dose of 500 μg/mL; enhances the phosphorylation of NF-κB
Related record ID(s): 50819
NCBI Taxonomy refs (TaxIDs): 73501Reference(s) to other database(s): GTC:G48359CG
Show glycosyltransferases
NMR conditions: in D2O
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,6,6,4 bDGalp 105.01 72.62 76.02 71.34 75.82 62.43
3,6,6 bDManp 102.84 69.56 70.65 85.09 76.27 66.25
3,6 aDGlcp 101.83 76.18 85.24 70.53 76.26 66.35
3 aDGlcp 98.31 73.05 75.17 69.52 74.87 69.91
6,6,6,6 bDGalp 105.01 72.62 76.02 71.34 75.82 62.43
6,6,6 aDGlcp 98.31 73.05 75.17 69.52 74.87 69.91
6,6 aDGlcp 98.31 73.05 75.17 69.52 74.87 69.91
6 aDGlcp 98.31 73.05 75.17 69.52 74.87 69.91
aDGlcp 101.83 76.18 85.24 70.53 76.26 66.35
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,6,6,4 bDGalp 4.85 3.64 3.95 3.54 3.31 3.48
3,6,6 bDManp 4.53 3.63 3.82 3.67 3.83 3.81
3,6 aDGlcp 5.08 3.75 3.73 3.75 3.57 3.88
3 aDGlcp 5.00 3.87 3.45 3.34 3.63 3.98
6,6,6,6 bDGalp 4.85 3.64 3.95 3.54 3.31 3.48
6,6,6 aDGlcp 5.00 3.87 3.45 3.34 3.63 3.98
6,6 aDGlcp 5.00 3.87 3.45 3.34 3.63 3.98
6 aDGlcp 5.00 3.87 3.45 3.34 3.63 3.98
aDGlcp 5.08 3.75 3.73 3.75 3.57 3.88
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,6,6,4 bDGalp 105.01/4.85 72.62/3.64 76.02/3.95 71.34/3.54 75.82/3.31 62.43/3.48
3,6,6 bDManp 102.84/4.53 69.56/3.63 70.65/3.82 85.09/3.67 76.27/3.83 66.25/3.81
3,6 aDGlcp 101.83/5.08 76.18/3.75 85.24/3.73 70.53/3.75 76.26/3.57 66.35/3.88
3 aDGlcp 98.31/5.00 73.05/3.87 75.17/3.45 69.52/3.34 74.87/3.63 69.91/3.98
6,6,6,6 bDGalp 105.01/4.85 72.62/3.64 76.02/3.95 71.34/3.54 75.82/3.31 62.43/3.48
6,6,6 aDGlcp 98.31/5.00 73.05/3.87 75.17/3.45 69.52/3.34 74.87/3.63 69.91/3.98
6,6 aDGlcp 98.31/5.00 73.05/3.87 75.17/3.45 69.52/3.34 74.87/3.63 69.91/3.98
6 aDGlcp 98.31/5.00 73.05/3.87 75.17/3.45 69.52/3.34 74.87/3.63 69.91/3.98
aDGlcp 101.83/5.08 76.18/3.75 85.24/3.73 70.53/3.75 76.26/3.57 66.35/3.88
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,6,6,4 | bDGalp | 4.85 | 3.64 | 3.95 | 3.54 | 3.31 | 3.48 |
| 3,6,6 | bDManp | 4.53 | 3.63 | 3.82 | 3.67 | 3.83 | 3.81 |
| 3,6 | aDGlcp | 5.08 | 3.75 | 3.73 | 3.75 | 3.57 | 3.88 |
| 3 | aDGlcp | 5.00 | 3.87 | 3.45 | 3.34 | 3.63 | 3.98 |
| 6,6,6,6 | bDGalp | 4.85 | 3.64 | 3.95 | 3.54 | 3.31 | 3.48 |
| 6,6,6 | aDGlcp | 5.00 | 3.87 | 3.45 | 3.34 | 3.63 | 3.98 |
| 6,6 | aDGlcp | 5.00 | 3.87 | 3.45 | 3.34 | 3.63 | 3.98 |
| 6 | aDGlcp | 5.00 | 3.87 | 3.45 | 3.34 | 3.63 | 3.98 |
| | aDGlcp | 5.08 | 3.75 | 3.73 | 3.75 | 3.57 | 3.88 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,6,6,4 | bDGalp | 105.01 | 72.62 | 76.02 | 71.34 | 75.82 | 62.43 |
| 3,6,6 | bDManp | 102.84 | 69.56 | 70.65 | 85.09 | 76.27 | 66.25 |
| 3,6 | aDGlcp | 101.83 | 76.18 | 85.24 | 70.53 | 76.26 | 66.35 |
| 3 | aDGlcp | 98.31 | 73.05 | 75.17 | 69.52 | 74.87 | 69.91 |
| 6,6,6,6 | bDGalp | 105.01 | 72.62 | 76.02 | 71.34 | 75.82 | 62.43 |
| 6,6,6 | aDGlcp | 98.31 | 73.05 | 75.17 | 69.52 | 74.87 | 69.91 |
| 6,6 | aDGlcp | 98.31 | 73.05 | 75.17 | 69.52 | 74.87 | 69.91 |
| 6 | aDGlcp | 98.31 | 73.05 | 75.17 | 69.52 | 74.87 | 69.91 |
| | aDGlcp | 101.83 | 76.18 | 85.24 | 70.53 | 76.26 | 66.35 |
|
There is only one chemically distinct structure:
report error
Found 1 record.
Displayed record 1
