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Taxonomic group: fungi / Basidiomycota (Phylum: Basidiomycota)
Organ / tissue: fruiting bodies

The structure was elucidated in this paper
NCBI PubMed ID: 29660454
Publication DOI: 10.1016/j.ijbiomac.2018.04.061
Journal NLM ID: 7909578
Publisher: Butterworth-Heinemann
Correspondence: Zhang AQ <zhanganqiang

zjut.edu.cn>
Institutions: Department of Food science and Technology, Zhejiang University of Technology, Hangzhou, China, Departments of Chemistry and Chemical Biology, Chemical and Biological Engineering, Biological Science and Biomedical Engineering, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, USA

Grifola frondosa is a polypore mushroom, which has been used for many centuries by traditional Chinese and Japanese herbalists as a medicinal mushroom. A water-soluble polysaccharide (code as GFP30-2-a, molecular weight: 2.04×106Da) was isolated from the fruiting bodies of G. frondosa by hot water extraction, ethanol precipitation and chromatography. Its structure was elucidated from its monosaccharide composition, methylation analysis, together with 1D NMR (1H NMR and 13C NMR) and 2D NMR (COSY, TOCSY, HSQC, HMBC and NOESY spectra). GFP30-2-a consists of D-Glc and D-Gal in the molar ratio of 1:0.098 and the structure of the repeating units was identified to be β‑d‑Glcp‑(1→[4)‑α‑d‑Glcp‑(1→4)‑α‑d‑Glcp‑(1]m→4)‑α‑d‑Glcp.

polysaccharide, structural elucidation, purification, Grifola frondosa

Structure type: structural motif or average structure ; 2040000
Location inside paper: p.226, GFP30-2-a, table 2
Compound class: glucogalactan
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_140629,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_420417,IEDB_420418,IEDB_420421,IEDB_857742,IEDB_983931,SB_192,SB_7

Methods: 13C NMR, 1H NMR, GC-MS, HPLC, extraction, DEAE, methylation analysis, precipitation, phenol-sulfuric acid assay, HMBC, COSY, NOESY, FT-IR, TFA hydrolysis, TOCSY HSQC

NCBI Taxonomy refs (TaxIDs): 5627
Show glycosyltransferases

NMR conditions: in D2O at 298 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4	aDGlcp	99.77	71.38	73.18	76.74	72.59	60.44
4,4	aDGlcp	99.77	71.38	73.18	76.74	72.59	60.44
	aDGlcp	91.88	68.47	70.03	76.82	69.95	60.49
4,4,4	aDGalp	98.63	68.91	71.18	71.32	69.03	60.53
4,4,4	bDGlcp	95.66	74.00	76.26	69.59	75.94	60.32


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
4	aDGlcp	5.31	3.48	3.87	3.55	3.62	3.68-3.72
4,4	aDGlcp	5.31	3.48	3.87	3.55	3.62	3.68-3.72
	aDGlcp	5.13	3.46	3.85	3.53	3.60	3.42-3.73
4,4,4	aDGalp	4.87	3.49	3.91	3.63	3.51	3.51-3.57
4,4,4	bDGlcp	4.56	3.18	3.67	3.31	3.38	3.50-3.56


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
4	aDGlcp	99.77/5.31	71.38/3.48	73.18/3.87	76.74/3.55	72.59/3.62	60.44/3.68-3.72
4,4	aDGlcp	99.77/5.31	71.38/3.48	73.18/3.87	76.74/3.55	72.59/3.62	60.44/3.68-3.72
	aDGlcp	91.88/5.13	68.47/3.46	70.03/3.85	76.82/3.53	69.95/3.60	60.49/3.42-3.73
4,4,4	aDGalp	98.63/4.87	68.91/3.49	71.18/3.91	71.32/3.63	69.03/3.51	60.53/3.51-3.57
4,4,4	bDGlcp	95.66/4.56	74.00/3.18	76.26/3.67	69.59/3.31	75.94/3.38	60.32/3.50-3.56

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
4	aDGlcp	5.31	3.48	3.87	3.55	3.62	3.68 3.72
4,4	aDGlcp	5.31	3.48	3.87	3.55	3.62	3.68 3.72
	aDGlcp	5.13	3.46	3.85	3.53	3.60	3.42 3.73
4,4,4	aDGalp	4.87	3.49	3.91	3.63	3.51	3.51 3.57
4,4,4	bDGlcp	4.56	3.18	3.67	3.31	3.38	3.50 3.56

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
4	aDGlcp	99.77	71.38	73.18	76.74	72.59	60.44
4,4	aDGlcp	99.77	71.38	73.18	76.74	72.59	60.44
	aDGlcp	91.88	68.47	70.03	76.82	69.95	60.49
4,4,4	aDGalp	98.63	68.91	71.18	71.32	69.03	60.53
4,4,4	bDGlcp	95.66	74.00	76.26	69.59	75.94	60.32

There is only one chemically distinct structure:

OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize