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Taxonomic group: fungi / Basidiomycota (Phylum: Basidiomycota)
Organ / tissue: spore

The structure was elucidated in this paper
Publication DOI: 10.1016/j.carbpol.2017.03.016
Journal NLM ID: 8307156
Publisher: Elsevier
Correspondence: <lezhi1119

163.com>; Liu Y <aliu-1980

163.com>; Yu H <huazhengyu888

163.com>; Zhou S <zhoushuai

saas.sh.cn>; Zhang Z <zhangzhong

saas.sh.cn>; Wu D <vivian218074

163.com>; Yan M <yanmengqiu

sina.com>; Tang Q <tangqingjiu

saas.sh.cn>; Zhang J <syja16

saas.sh.cn>
Institutions: Institute of Edible Fungi, Shanghai Academy of Agricultural Sciences, Key Laboratory of Edible Fungi Resources and Utilization (South), Ministry of Agriculture, National Engineering Research Center of Edible Fungi, National R&D Center for Edible Fungi Processing, Shanghai, China, College of Food Science and Technology, Shanghai Ocean University, Shanghai, China, School of Life Sciences,Fudan University, Shanghai, China

A water soluble β-glucan (GLSWA-I) with a weight average molecular weight ~1.57 × 105 g/mol, isolated from the aqueous extract of the broken cellular wall Ganoderma lucidum spores, was purified by anion-exchange and gel-permeation chromatography. The immunological activity test in vivo showed that GLSWA-I could significantly promote dinitrochlorobenzene (DNCB) induced delayed-type ear swelling in mice. Based on the monosaccharides composition analysis, methylation analysis, IR, 1D and 2D NMR spectroscopy, the repeating unit of polysaccharide GLSWA-I was elucidated as follows:

structure, β-glucan, spores, immunological activity, Ganoderma lucidum

Structure type: structural motif or average structure ; 157000
Location inside paper: GLSWA-I, Table 2, abstract, p. 343
Trivial name: polysaccharide GLSWA-I
Compound class: glucan
Contained glycoepitopes: IEDB_135614,IEDB_1397514,IEDB_141806,IEDB_142488,IEDB_146664,IEDB_153543,IEDB_158555,IEDB_161166,IEDB_241101,IEDB_558869,IEDB_857743,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, GC-MS, acid hydrolysis, HPAEC, HPSEC, acetylation, TOCSY, methylation analysis, trifluoroacetic acid solvolysis, HMBC, COSY, NOESY, HSQC, FT-IR, reduction with NaBH4
Biological activity: GLSWA-I glucan significantly promotes DNCB induced delayed-type ear swelling in mice
Comments, role: the details of 13C NMR referencing were unclear from the areticle (erroneous reference 4.29 was reported); unlike reported, CSDB staff suggested that the DSS signal was taken for 1.6 ppm.

Related record ID(s): 49632, 50049
NCBI Taxonomy refs (TaxIDs): 5315
Reference(s) to other database(s): GTC:G51565UI
Show glycosyltransferases

NMR conditions: in D2O / DSS at 343 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
6,6,6,6,4,3,3,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,6	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6,6,4	bDGlcp	103.18	73.50	85.35	68.76	74.26	68.49
6,6,6,6,6,4	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6,6,6	bDGlcp	103.18	73.50	76.27	79.66	74.26	60.85
6,6,6,6	bDGlcp	103.18	73.50	79.53	76.27	75.26	69.26
6,6,6,4	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6	bDGlcp	103.18	73.50	79.53	76.27	75.26	69.26
6,6	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26
6	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26
	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
6,6,6,6,4,3,3,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72-3.90
6,6,6,6,4,3,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72-3.90
6,6,6,6,4,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72-3.90
6,6,6,6,4,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72-3.90
6,6,6,6,4,6	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70-3.88
6,6,6,6,4	bDGlcp	4.70	3.37	3.72	3.50	3.71	3.90-4.25
6,6,6,6,6,4	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70-3.88
6,6,6,6,6	bDGlcp	4.51	3.37	3.43	3.71	3.71	3.80-3.94
6,6,6,6	bDGlcp	4.51	3.50	3.63	3.49	3.63	3.85-4.17
6,6,6,4	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70-3.88
6,6,6	bDGlcp	4.51	3.50	3.63	3.49	3.63	3.85-4.17
6,6	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85-4.17
6	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85-4.17
	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85-4.17


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
6,6,6,6,4,3,3,3,3	bDGlcp	102.99/4.74	73.59/3.54	85.12/3.74	68.76/3.50	76.29/3.49	61.37/3.72-3.90
6,6,6,6,4,3,3,3	bDGlcp	102.99/4.74	73.59/3.54	85.12/3.74	68.76/3.50	76.29/3.49	61.37/3.72-3.90
6,6,6,6,4,3,3	bDGlcp	102.99/4.74	73.59/3.54	85.12/3.74	68.76/3.50	76.29/3.49	61.37/3.72-3.90
6,6,6,6,4,3	bDGlcp	102.99/4.74	73.59/3.54	85.12/3.74	68.76/3.50	76.29/3.49	61.37/3.72-3.90
6,6,6,6,4,6	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.40	76.29/3.49	61.48/3.70-3.88
6,6,6,6,4	bDGlcp	103.18/4.70	73.50/3.37	85.35/3.72	68.76/3.50	74.26/3.71	68.49/3.90-4.25
6,6,6,6,6,4	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.40	76.29/3.49	61.48/3.70-3.88
6,6,6,6,6	bDGlcp	103.18/4.51	73.50/3.37	76.27/3.43	79.66/3.71	74.26/3.71	60.85/3.80-3.94
6,6,6,6	bDGlcp	103.18/4.51	73.50/3.50	79.53/3.63	76.27/3.49	75.26/3.63	69.26/3.85-4.17
6,6,6,4	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.40	76.29/3.49	61.48/3.70-3.88
6,6,6	bDGlcp	103.18/4.51	73.50/3.50	79.53/3.63	76.27/3.49	75.26/3.63	69.26/3.85-4.17
6,6	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.45	76.26/3.63	69.26/3.85-4.17
6	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.45	76.26/3.63	69.26/3.85-4.17
	bDGlcp	103.18/4.50	73.65/3.32	76.29/3.49	70.26/3.45	76.26/3.63	69.26/3.85-4.17

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
6,6,6,6,4,3,3,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72 3.90
6,6,6,6,4,3,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72 3.90
6,6,6,6,4,3,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72 3.90
6,6,6,6,4,3	bDGlcp	4.74	3.54	3.74	3.50	3.49	3.72 3.90
6,6,6,6,4,6	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70 3.88
6,6,6,6,4	bDGlcp	4.70	3.37	3.72	3.50	3.71	3.90 4.25
6,6,6,6,6,4	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70 3.88
6,6,6,6,6	bDGlcp	4.51	3.37	3.43	3.71	3.71	3.80 3.94
6,6,6,6	bDGlcp	4.51	3.50	3.63	3.49	3.63	3.85 4.17
6,6,6,4	bDGlcp	4.50	3.32	3.49	3.40	3.49	3.70 3.88
6,6,6	bDGlcp	4.51	3.50	3.63	3.49	3.63	3.85 4.17
6,6	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85 4.17
6	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85 4.17
	bDGlcp	4.50	3.32	3.49	3.45	3.63	3.85 4.17

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
6,6,6,6,4,3,3,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,3	bDGlcp	102.99	73.59	85.12	68.76	76.29	61.37
6,6,6,6,4,6	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6,6,4	bDGlcp	103.18	73.50	85.35	68.76	74.26	68.49
6,6,6,6,6,4	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6,6,6	bDGlcp	103.18	73.50	76.27	79.66	74.26	60.85
6,6,6,6	bDGlcp	103.18	73.50	79.53	76.27	75.26	69.26
6,6,6,4	bDGlcp	103.18	73.65	76.29	70.26	76.29	61.48
6,6,6	bDGlcp	103.18	73.50	79.53	76.27	75.26	69.26
6,6	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26
6	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26
	bDGlcp	103.18	73.65	76.29	70.26	76.26	69.26

There is only one chemically distinct structure:

[*]O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](O[C@@H]4[C@@H](O)[C@H](O[C@@H]5[C@@H](O)[C@H](O[C@@H]6[C@@H](CO[C@@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O)O[C@@H](OC[C@H]7O[C@@H](OC[C@H]8O[C@@H](OC[C@H]9O[C@@H](OC[C@H]%10O[C@@H]([*])[C@H](O)[C@@H](O)[C@@H]%10O)[C@H](O)[C@@H](O)[C@@H]9O)[C@H](O)[C@@H](O)[C@@H]8O)[C@H](O)[C@@H](O)[C@@H]7O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)O[C@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)O[C@H](CO)[C@H]4O)O[C@H](CO)[C@H]3O)O[C@H](CO)[C@H]2O)[C@@H]1O

SVG MW SMILES 3D mol Ionize