Sulfoquinovose

Sulfoquinovose, also known as 6-sulfoquinovose and 6-deoxy-6-sulfo-D-glucopyranose, is a monosaccharide sugar that is found as a building block in the sulfolipid sulfoquinovosyl diacylglycerol (SQDG).[2] Sulfoquinovose is a sulfonic acid derivative of glucose, the sulfonic acid group is introduced into the sugar by the enzyme UDP-sulfoquinovose synthase (SQD1). Sulfoquinovose is degraded through a metabolic process termed sulfoglycolysis. The half-life for mutarotation of sulfoquinovose at pD 7.5 and 26C is 299 minutes.[3]

Sulfoquinovose

Names
IUPAC name 6-Deoxy-6-sulfo-D-glucopyranose
Identifiers
CAS Number	3458-06-8
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL77198
ChemSpider	9055808
PubChem CID	10880539
CompTox Dashboard (EPA)	DTXSID90956082
InChI InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/t2-,3-,4+,5-,6?/m1/s1
SMILES O=S(=O)(O)C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O
Properties
Chemical formula	C6H12O8S
Molar mass	244.21 g·mol^−1
Melting point	132–138 °C (270–280 °F; 405–411 K) (dec.)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Sulfolipid
• Sulfoglycolysis

References

1. http://www.mcat.de/cms/index.php?option=com_virtuemart&view=productdetails&virtuemart_product_id=3867&virtuemart_category_id=3&lang=de
2. Goddard-Borger, ED; Williams, SJ (20 February 2017). "Sulfoquinovose in the biosphere: occurrence, metabolism and functions". The Biochemical Journal. 474 (5): 827–849. doi:10.1042/BCJ20160508. PMID 28219973.
3. Abayakoon, Palika; Lingford, James P.; Jin, Yi; Bengt, Christopher; Davies, Gideon J.; Yao, Shenggen; Goddard-Borger, Ethan D.; Williams, Spencer J. (2018-04-16). "Discovery and characterization of a sulfoquinovose mutarotase using kinetic analysis at equilibrium by exchange spectroscopy". The Biochemical Journal. 475 (7): 1371–1383. doi:10.1042/BCJ20170947. ISSN 1470-8728. PMC 5902678. PMID 29535276.