CSDB: Search results

Taxonomic group: fungi / Basidiomycota (Phylum: Basidiomycota)

The structure was elucidated in this paper
Publication DOI: 10.1016/j.fochx.2022.100421
Journal NLM ID: 101751436
Publisher: Elsevier
Correspondence: M. Cai <caiming

zjut.edu.cn>
Institutions: State Key Laboratory for Managing Biotic and Chemical Threats to the Quality and Safety of Agro-products, Zhejiang Provincial Key Laboratory of Fruit and Vegetables Postharvest and Processing Technology, Ministry of Agriculture and Rural Affairs Key Laboratory of Post-Harvest Handling of Fruits, Institute of Food Science, Zhejiang Academy of Agricultural Sciences, Hangzhou 310021, People's Republic of China, Department of Food Science and Technology, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, People's Republic of China, Key Laboratory of Food Macromolecular Resources Processing Technology Research (Zhejiang University of Technology), China National Light Industry, People's Republic of China

This study explored the structure characteristics of an oligosaccharide from Ganoderma lucidum (GLO) and its regulatory functions on intestinal flora fermentation in vitro. GLO was extracted by ultrasonic-assisted enzymatic hydrolysis, and purified with a dextran gel column. Digestion properties and intestinal flora regulation effects of GLO were investigated by both simulation models. Results showed that GLO was a chain-like homogeneous oligosaccharide, composed of →6)-β-D-Glcp-(1→, →4)-α-D-Glcp-(1→, β-D-Glcp-(1→, α-D-Manp-(1→. Its structure could not be easily degraded by digestion in the mouth, gastric and small intestine. Accordingly, they can be utilized by the intestinal flora in large intestine. By evaluating the gas, short chain fatty acids, pH and flora abundance in vitro fermentation, it indicated that GLO had good regulatory effects on intestinal flora. Accordingly, GLO might be a potential prebiotic applied in functional foods.

in vitro fermentation, Ganoderma lucidum oligosaccharide, intestinal flora, regulatory function, structure characteristic

Structure type: oligomer ; 1280
Location inside paper: table S1, Fig. 2,GLO
Trivial name: water soluble oligosacharide (GLO)
Contained glycoepitopes: IEDB_130701,IEDB_135614,IEDB_140629,IEDB_141806,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_241101,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72

Methods: 13C NMR, 1H NMR, composition analysis, HPLC, statistical analysis, DEPT-135, intestinal fermentation in vitro, ultrasound-assisted enzymatic extraction, simulated digestion
Comments, role: Proposed structural of GLO (m + n = 4); NMR temperature was not specified; published erroneous NMR chemical shifts of C1 #_aDManp (92.0), C1 (95.9) of terminal bDGlcp(1-, and subspectra of -6)bDGlcp(1- (C1 (97.8), С3 (69.6), C6 (65.7)) were removed by CSDB staff.

NCBI Taxonomy refs (TaxIDs): 5315
Show glycosyltransferases

NMR conditions: in D2O [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
1,6,6,4,4,6	bDGlcp
1,6	bDGlcp
1,6,6,4,4,6,6	bDGlcp	?	74.1	76.2	74.7	73.2	65.7
1,6,6,4,4	bDGlcp
1,6,6,4	aDGlcp	99.8	71.9	76.2	77.6	69.6	60.6
1,6,6	aDGlcp
1	bDGlcp
	aDManp	?	69.4	73.2	71.9	69.8	60.9


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
1,6,6,4,4,6	bDGlcp	4.93	3.53	3.69	3.88	3.44	3.73-3.93
1,6	bDGlcp	4.93	3.53	3.69	3.88	3.44	3.73-3.93
1,6,6,4,4,6,6	bDGlcp	4.61	3.23	3.72	3.57	3.63	3.88-3.91
1,6,6,4,4	bDGlcp
1,6,6,4	aDGlcp	5.36	3.53	3.73	3.59	3.38	3.70-3.74
1,6,6	aDGlcp
1	bDGlcp
	aDManp	5.19	3.54	3.93	3.54	3.69	3.79-3.82


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
1,6,6,4,4,6	bDGlcp	NMR TSV error 2: unequal length of 13C and 1H datasets
1,6	bDGlcp	NMR TSV error 2: unequal length of 13C and 1H datasets
1,6,6,4,4,6,6	bDGlcp	?/4.61	74.1/3.23	76.2/3.72	74.7/3.57	73.2/3.63	65.7/3.88-3.91
1,6,6,4,4	bDGlcp
1,6,6,4	aDGlcp	99.8/5.36	71.9/3.53	76.2/3.73	77.6/3.59	69.6/3.38	60.6/3.70-3.74
1,6,6	aDGlcp
1	bDGlcp
	aDManp	?/5.19	69.4/3.54	73.2/3.93	71.9/3.54	69.8/3.69	60.9/3.79-3.82

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
1,6,6,4,4,6	bDGlcp	4.93	3.53	3.69	3.88	3.44	3.73 3.93
1,6	bDGlcp	4.93	3.53	3.69	3.88	3.44	3.73 3.93
1,6,6,4,4,6,6	bDGlcp	4.61	3.23	3.72	3.57	3.63	3.88 3.91
1,6,6,4,4	bDGlcp
1,6,6,4	aDGlcp	5.36	3.53	3.73	3.59	3.38	3.70 3.74
1,6,6	aDGlcp
1	bDGlcp
	aDManp	5.19	3.54	3.93	3.54	3.69	3.79 3.82

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
1,6,6,4,4,6	bDGlcp
1,6	bDGlcp
1,6,6,4,4,6,6	bDGlcp	?	74.1	76.2	74.7	73.2	65.7
1,6,6,4,4	bDGlcp
1,6,6,4	aDGlcp	99.8	71.9	76.2	77.6	69.6	60.6
1,6,6	aDGlcp
1	bDGlcp
	aDManp	?	69.4	73.2	71.9	69.8	60.9

The spectrum also has 2 signals at unknown positions (not plotted).

There is only one chemically distinct structure:

OC[C@H]1O[C@H](O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO[C@H]6O[C@H](CO)[C@@H](O[C@H]7O[C@H](CO)[C@@H](O[C@@H]8O[C@H](CO[C@@H]9O[C@H](CO[C@@H]%10O[C@H](CO[C@@H]%11O[C@H](CO[C@@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)[C@@H](O)[C@H](O)[C@H]%11O)[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]7O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize

Warning = sub-repeat ending at bDGlcp: unknown unit count was assumed to be 3
Warning = sub-repeat ending at bDGlcp: unknown unit count was assumed to be 3