Sophorose: Difference between revisions

Sophorose
Names
	IUPAC name (2S,3R,4S,5S,6R)-2-(hydroxymethyl)-6-[(2S,3R,4S,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol (alpha-Sophorose)
	Other names 2-O-beta-D-Glucopyranosyl-alpha-D-glucose
Identifiers
CAS Number	534-46-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:1230 ;
ChemSpider	80053 ;
ECHA InfoCard	100.040.072
PubChem CID	88719;
UNII	ZHQ3C30OP1 ;
CompTox Dashboard (EPA)	DTXSID70190649 ;
	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/s1 Key: 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/s1 Key: HIWPGCMGAMJNRG-NCFXGAEVBZ;
	SMILES C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](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 [77 °F], 100 kPa). verify (what is ?) Infobox references

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Revision as of 19:50, 29 April 2021

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.^[1] It is a component of sophorolipids.^[2] It is a product of the caramelization of glucose. ^[3]

^ J.B. Harborne (1963). "Flavonoid sophorosides". Experientia. doi:10.1007/BF02135323.
^ 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.
^ 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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-'''Sophorose''' is a [[disaccharide]]. It is a glucose-derived di-saccharide with an unusual β-1,2 bond. It is a component of [[sophorolipids]].<ref>{{cite book|doi=10.1201/b15250-15|chapter=Sophorolipids|title=Applications of Microbial Engineering|pages=367–407|year=2013|last1=Ribeiro|first1=Isabel|last2=Castro|first2=Matilde|last3=Ribeiro|first3=Maria|isbn=978-1-4665-8577-5}}
+'''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]]''.<ref>{{cite journal |last1=J.B. Harborne |title=Flavonoid sophorosides |journal=Experientia |date=1963 |doi=10.1007/BF02135323}}</ref> It is a component of [[sophorolipids]].<ref>{{cite book|doi=10.1201/b15250-15|chapter=Sophorolipids|title=Applications of Microbial Engineering|pages=367–407|year=2013|last1=Ribeiro|first1=Isabel|last2=Castro|first2=Matilde|last3=Ribeiro|first3=Maria|isbn=978-1-4665-8577-5}}
 </ref> It is a product of the [[caramelization]] of [[glucose]]. <ref>{{cite journal|doi=10.1111/j.1365-2621.1966.tb01905.x|title=The Thermal Degradation of Sugars I. Thermal Polymerization of Glucose|year=1966|last1=Sugisawa|first1=Hirqshi|last2=Edo|first2=Hiroshi|journal=Journal of Food Science|volume=31|issue=4|pages=561}}</ref>