Taxonomic group: fungi, fungi, bacteria / Ascomycota, Ascomycota, Firmicutes
(Phylum: Ascomycota, Ascomycota, Firmicutes)
The structure was elucidated in this paperPublication DOI: 10.5458/jag.jag.JAG-2017_014Journal NLM ID: 101167786Publisher: Hitotsubashi, Chiyoda-ku: Japanese Society of Applied Glycoscience
Correspondence: Yamamori A <oelab-akira
ohtakakohso.co.jp>
Institutions: Graduate School of Agriculture, Hokkaido University, Sapporo, Japan, Department of Food and Nutrition Sciences, Graduate School of Dairy Science Research, Rakuno Gakuen University, Ebetsu, Japan, General Institute of Ohtakakohso Co., Ltd., Otaru, Japan
A fermented beverage of plant extracts (Super Ohtaka) was prepared from about 50 kinds of fruits and vegetables. This natural fermentation was performed by yeast (Zygosaccharomyces spp. and Pichia spp.) and lactic acid bacteria (Leuconostoc spp.) and resulted in the production of a novel fructopyranose-containing saccharide, which was subsequently isolated using carbon-Celite column chromatography and preparative-HPLC. The structure of the saccharide was determined using MALDI-TOF MS and NMR, and the saccharide was identified as β-D-fructopyranosyl-(2→6)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside. This is the first description of this novel saccharide and its isolation from a natural source.
trisaccharide, structural analysis, pyrano-6-kestose, fructopyranosyl sucrose, fructopyranose, fermented beverage
Structure type: oligomer ; 527 [M+Na]+
Location inside paper: saccharide 1, Table 1, Fig. 1
Contained glycoepitopes: IEDB_142488,IEDB_144998,IEDB_146664,IEDB_164059,IEDB_983931,SB_192
Methods: 1H NMR, HPAEC, MALDI-TOF MS, HPLC, TOCSY, HMBC, COSY, HSQC, 13 C NMR, HCl acid hydrolysis
Comments, role: 13C NMR reference: 1,4-dioxane at 67.4
NCBI Taxonomy refs (TaxIDs): 4953,
4919,
1243Reference(s) to other database(s): GTC:G89304DW
Show glycosyltransferases
NMR conditions: in D2O / (C) at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2 aDGlcp 93.1 71.9 73.4 70.1 73.3 61.1
6 bDFrup 62.2 101.7 69.1 70.4 70.0 65.0
bDFruf 62.0 104.7 77.0 75.2 81.0 63.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2 aDGlcp 5.39 3.58 3.78 3.49 3.84 3.85
6 bDFrup 3.82 - 3.94 3.94 4.02 3.79
bDFruf 3.69-3.74 - 4.22 4.06 4.00 3.81
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2 aDGlcp 93.1/5.39 71.9/3.58 73.4/3.78 70.1/3.49 73.3/3.84 61.1/3.85
6 bDFrup 62.2/3.82 69.1/3.94 70.4/3.94 70.0/4.02 65.0/3.79
bDFruf 62.0/3.69-3.74 77.0/4.22 75.2/4.06 81.0/4.00 63.6/3.81
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 2 | aDGlcp | 5.39 | 3.58 | 3.78 | 3.49 | 3.84 | 3.85 |
| 6 | bDFrup | 3.82 |
| 3.94 | 3.94 | 4.02 | 3.79 |
| | bDFruf | 3.69
3.74 |
| 4.22 | 4.06 | 4.00 | 3.81 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 2 | aDGlcp | 93.1 | 71.9 | 73.4 | 70.1 | 73.3 | 61.1 |
| 6 | bDFrup | 62.2 | 101.7 | 69.1 | 70.4 | 70.0 | 65.0 |
| | bDFruf | 62.0 | 104.7 | 77.0 | 75.2 | 81.0 | 63.6 |
|
There is only one chemically distinct structure:
Found 
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