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A rare sugar, 6-deoxy-D-altrose, isolated from a polysaccharide extracted from an edible folk medicinal mushroom (Lactarius akahatsu) was identified using 1H and 13C-NMR including 2D-COSY and 2D-HSQC spectroscopy, and specific rotation. The 6-deoxy-sugar isolated from the acid hydrolysate of the polysaccharide extracted from L. akahatsu was involved in four anomeric isomers (α- and β-pyranose, and α-and β-furanose) in aqueous solution due to mutarotation. Almost all of the signals from the 1D (1H- and 13C-) and 2D (COSY and HSQC)-NMR spectra of the 6-deoxy-sugar agreed with the data from the authentic 6-deoxy-D-altrose. The specific rotation [α]589 of the 6-deoxy-sugar isolated from L. akahatsu was +17.6°. Thus, the 6-deoxy-sugar isolated from Lactarius akahatsu was identified as 6-deoxy-D-altrose.
Figure 1 : 1H- and 13C-NMR spectra of the polysaccharide isolated from L. akahatsu at 70°C.
Figure 2 : 1H and 13C-NMR spectra of 6-deoxy-sugar at 25°C.
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A rare sugar, 6-deoxy-D-altrose, isolated from a polysaccharide extracted from an edible folk medicinal mushroom (Lactarius akahatsu) was identified using 1H and 13C-NMR including 2D-COSY and 2D-HSQC spectroscopy, and specific rotation. The 6-deoxy-sugar isolated from the acid hydrolysate of the polysaccharide extracted from L. akahatsu was involved in four anomeric isomers (α- and β-pyranose, and α-and β-furanose) in aqueous solution due to mutarotation. Almost all of the signals from the 1D (1H- and 13C-) and 2D (COSY and HSQC)-NMR spectra of the 6-deoxy-sugar agreed with the data from the authentic 6-deoxy-D-altrose. The specific rotation [α]589 of the 6-deoxy-sugar isolated from L. akahatsu was +17.6°. Thus, the 6-deoxy-sugar isolated from Lactarius akahatsu was identified as 6-deoxy-D-altrose.
D-Altrose, 6-deoxy-
18546-02-6
[RN]
6-deoxyaltrose
6-Deoxy-L-altrose
Figure 1 : 1H- and 13C-NMR spectra of the polysaccharide isolated from L. akahatsu at 70°C.
Figure 2 : 1H and 13C-NMR spectra of 6-deoxy-sugar at 25°C.
Figure 3 : COSY spectrum of 6-deoxy-sugar isolated from L. akahatsu at 25°C.
Tako et al.Biochemical Compounds 2013 1:5DOI : 10.7243/2052-9341-1-5
Figure 4 : HSQC spectrum of 6-deoxy-sugar isolated from L. akahatsu 25°C
Tako et al.Biochemical Compounds 2013 1:5DOI : 10.7243/2052-9341-1-5
Rare 6-deoxy-D-altrose from the folk medicinal mushroom Lactarius akahatsu
[ - ] Author Affiliations
2. University of the Ryukyus, Health and
Longevity Research Laboratory, Integrated Innovation Research Centre,
Nishihara, Okinawa 903-0213, Japan.
3. Gifu University, Department of Applied Bio-organic Chemistry, Gifu, Gifu 501-1193, Japan.
3. Gifu University, Department of Applied Bio-organic Chemistry, Gifu, Gifu 501-1193, Japan.
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