Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: fruiting body
The structure was elucidated in this paperNCBI PubMed ID: 27910772Publication DOI: 10.1615/IntJMedMushrooms.v18.i9.50Journal NLM ID: 100886202Publisher: New York, NY: Begell House, Inc.
Correspondence: Bao HY <zhangjinsong0313
126.com>
Institutions: National Engineering Research Center of Edible Fungi, Key Laboratory of Applied Mycological Resources and Utilization of the Ministry of Agriculture, Shanghai Key Laboratory of Agricultural Genetics and Breeding, and the Institute of Edible Fungi, Shanghai Academy of Agricultural Sciences, Shanghai, China, College of Chinese Traditional Medicine, Jilin Agricultural University, Jilin Changchun, China, Institut für Laboratoriumsmedizin Klinische Chemie und Pathobiochemie, Campus Virchow Klinikum, Charite-Universitätsmedizin, Berlin, Germany
A water-soluble polysaccharide, designated FVPA2, was isolated from the fruiting bodies of Flammulina velutipes using DEAE Sepharose Fast Flow and gel-permeation chromatography. Its structure was elucidated by monosaccharide composition and methylation analysis, ultraviolet, Fourier transform infrared spectrometry, and nuclear magnetic resonance spectroscopy. Results showed that FVPA2 was a homogeneous heteropolysaccharide containing galactose, fucose, and mannose in a molar ratio of 5:1:1. High-performance liquid chromatography indicated its molecular weight as 3.4*10^4 Da. FVPA2 also has a repeating unit. In vitro immunomodulatory studies showed that RAW264.7 cells were stimulated to secret nitric oxide upon administration of 200-500 µg/mL FVPA2. FVPA2 also stimulated the proliferation of mouse spleen lymphocytes and B lymphocytes.
polysaccharides, purification, immunological activities, medicinal mushrooms, Flammulina velutipes
Structure type: structural motif or average structure ; 34000
Location inside paper: Table 1, fig. 6, FVPA2
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130701,IEDB_134624,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_151528,IEDB_152206,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_742246,IEDB_918313,IEDB_983930,SB_154,SB_163,SB_44,SB_67,SB_7,SB_72,SB_86,SB_87
Methods: 13C NMR, 1H NMR, GC-MS, FTIR, HPSEC-MALLS, HPAEC-PAD, viscosity measurement, acetylation, statistical analysis, TOCSY, methylation analysis, reduction with NaBH4, macrophage activity assay, HMBC, COSY, NOESY, nitric oxide assay, TFA hydrolysis, ymphocyte proliferation assay
Biological activity: FVPA2 at concentrations of 50, 200 and 500 μg/ml induced NO production in RAW264.7 macrophage cells in vitro (see Fig. 5).
Comments, role: published erroneous NMR chemical shifts of #6,3,6_aDGalp C2 (76.07), #6_aDGalp C4 (76.07) and #6,3,2,3,6_aDGalp C4 (76.07) was removed by CSDB staff
NCBI Taxonomy refs (TaxIDs): 38945Reference(s) to other database(s): GTC:G99153QZ
Show glycosyltransferases
NMR conditions: in D2O at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6,3,2,3,6 aDGalp 105.00 70.23 80.17 ? 69.19 63.75
6,3,2,3 aDManp 105.68 75.75 72.15 69.90 71.53 69.90
6,3,2 aLFucp 100.55 74.44 77.60 72.10 71.51 18.29
6,3,6 aDGalp 104.16 ? 72.15 72.15 73.07 63.75
6,3 aDGalp 100.5 80.27 71.50 69.19 72.10 72.21
6 aDGalp 105.00 70.23 80.17 ? 69.19 63.75
aDGalp 104.01 72.73 70.23 73.07 71.51 69.19
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6,3,2,3,6 aDGalp 5.16 3.96 4.04 3.82 3.72 3.81-3.93
6,3,2,3 aDManp 4.57 3.37 3.53 3.69 3.91 3.68-4.02
6,3,2 aLFucp 5.04 3.89 3.68 3.93 4.22 1.277
6,3,6 aDGalp 5.12 3.83 3.92 4.24 3.72 3.82-3.93
6,3 aDGalp 5.10 3.88 4.26 3.72 3.93 4.08-4.11
6 aDGalp 5.16 3.96 4.04 3.82 3.72 3.81-3.93
aDGalp 5.15 4.12 3.97 3.72 4.24 3.73-3.95
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6,3,2,3,6 aDGalp 105.00/5.16 70.23/3.96 80.17/4.04 ?/3.82 69.19/3.72 63.75/3.81-3.93
6,3,2,3 aDManp 105.68/4.57 75.75/3.37 72.15/3.53 69.90/3.69 71.53/3.91 69.90/3.68-4.02
6,3,2 aLFucp 100.55/5.04 74.44/3.89 77.60/3.68 72.10/3.93 71.51/4.22 18.29/1.277
6,3,6 aDGalp 104.16/5.12 ?/3.83 72.15/3.92 72.15/4.24 73.07/3.72 63.75/3.82-3.93
6,3 aDGalp 100.5/5.10 80.27/3.88 71.50/4.26 69.19/3.72 72.10/3.93 72.21/4.08-4.11
6 aDGalp 105.00/5.16 70.23/3.96 80.17/4.04 ?/3.82 69.19/3.72 63.75/3.81-3.93
aDGalp 104.01/5.15 72.73/4.12 70.23/3.97 73.07/3.72 71.51/4.24 69.19/3.73-3.95
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 6,3,2,3,6 | aDGalp | 5.16 | 3.96 | 4.04 | 3.82 | 3.72 | 3.81
3.93 |
| 6,3,2,3 | aDManp | 4.57 | 3.37 | 3.53 | 3.69 | 3.91 | 3.68
4.02 |
| 6,3,2 | aLFucp | 5.04 | 3.89 | 3.68 | 3.93 | 4.22 | 1.277 |
| 6,3,6 | aDGalp | 5.12 | 3.83 | 3.92 | 4.24 | 3.72 | 3.82
3.93 |
| 6,3 | aDGalp | 5.10 | 3.88 | 4.26 | 3.72 | 3.93 | 4.08
4.11 |
| 6 | aDGalp | 5.16 | 3.96 | 4.04 | 3.82 | 3.72 | 3.81
3.93 |
| | aDGalp | 5.15 | 4.12 | 3.97 | 3.72 | 4.24 | 3.73
3.95 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 6,3,2,3,6 | aDGalp | 105.00 | 70.23 | 80.17 | ? | 69.19 | 63.75 |
| 6,3,2,3 | aDManp | 105.68 | 75.75 | 72.15 | 69.90 | 71.53 | 69.90 |
| 6,3,2 | aLFucp | 100.55 | 74.44 | 77.60 | 72.10 | 71.51 | 18.29 |
| 6,3,6 | aDGalp | 104.16 | ? | 72.15 | 72.15 | 73.07 | 63.75 |
| 6,3 | aDGalp | 100.5 | 80.27 | 71.50 | 69.19 | 72.10 | 72.21 |
| 6 | aDGalp | 105.00 | 70.23 | 80.17 | ? | 69.19 | 63.75 |
| | aDGalp | 104.01 | 72.73 | 70.23 | 73.07 | 71.51 | 69.19 |
|
The spectrum also has 3 signals at unknown positions (not plotted). |
There is only one chemically distinct structure:
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