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Sophorose

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Sophorose
Names
IUPAC name 2-O-β-D-Glucopyranosyl-α-D-glucopyranose
Systematic IUPAC name (2S,3R,4S,5S,6R)-2-(hydroxymethyl)-6-oxyoxane-3,4,5-triol (alpha-Sophorose)
Other names 2-O-beta-D-Glucopyranosyl-alpha-D-glucose
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.040.072 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11+,12+/m1/s1Key: HIWPGCMGAMJNRG-NCFXGAEVSA-N
  • InChI=1/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11+,12+/m1/s1Key: HIWPGCMGAMJNRG-NCFXGAEVBZ
SMILES
  • C(1((((O1)O)O2((((O2)CO)O)O)O)O)O)O
Properties
Chemical formula C12H22O11
Molar mass 342.30 g/mol
Density 1.768 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Sophorose is a disaccharide, a dimer of glucose. It differs from other glucose dimers such as maltose in having an unusual β-1,2 bond. It was isolated in 1938 from pods of Sophora japonica. It is a component of sophorolipids. It is a product of the caramelization of glucose.

References

  1. J.B. Harborne (1963). "Flavonoid sophorosides". Experientia. 19: 7–8. doi:10.1007/BF02135323. PMID 13952724. S2CID 37926298.
  2. Ribeiro, Isabel; Castro, Matilde; Ribeiro, Maria (2013). "Sophorolipids". Applications of Microbial Engineering. pp. 367–407. doi:10.1201/b15250-15. ISBN 978-1-4665-8577-5.
  3. Sugisawa, Hirqshi; Edo, Hiroshi (1966). "The Thermal Degradation of Sugars I. Thermal Polymerization of Glucose". Journal of Food Science. 31 (4): 561. doi:10.1111/j.1365-2621.1966.tb01905.x.


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