Stachyose

Stachyose
IUPAC name

(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)- 3,4-Dihydroxy-2,5-bis(hydroxymethyl) oxolan-2-yl]oxy-6-[ [(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[ [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6- (hydroxymethyl)oxan-2-yl]oxymethyl] oxan-2-yl]oxymethyl]oxane-3,4,5-triol
Other names

β-D-Fructofuranosyl-O-α-D
 -galactopyranosyl-(1→6)-O-α-D
 -galactopyranosyl-(1→6)-α- D-glucopyranoside
Identifiers
CAS number 470-55-3
PubChem 91455
EC number 207-427-3
Jmol-3D images Image 1
Properties
Molecular formula C24H42O21
Molar mass 666.578 g/mol
Exact mass 666.221858
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Stachyose is a tetrasaccharide consisting of two α-D-galactose units, one α-D-glucose unit, and one β-D-fructose unit sequentially linked as gal(α1→6)gal(α1→6)glc(α1↔2β)fru. Stachyose is naturally found in numerous vegetables (e.g. green beans, soybeans and other beans) and plants.

Stachyose is less sweet than sucrose, at about 28% on a weight basis. It is mainly used as a bulk sweetener or for its functional oligosaccharide properties.[1] Stachyose is not completely digestible by humans and delivers 1.5 to 2.4 kcal/g (6 to 10 kJ/g).

References

  1. ^ Nakakuki, T. (2002). "Present status and future of functional oligosaccharide development in Japan". Pure and Applied Chemistry 74 (7): 1245–1251. doi:10.1351/pac200274071245. http://www.iupac.org/publications/pac/2002/pdf/7407x1245.pdf. 

External links