1,6-Dichloro-1,6-dideoxyfructose

1,6-Dichloro-1,6-dideoxyfructose
Names
	IUPAC name (3S,4S,5S)-1,6-dichloro-3,4,5-trihydroxyhexan-2-one
Identifiers
CAS Number	69414-08-0;
3D model (JSmol)	Interactive image;
ChemSpider	2339136;
PubChem CID	3081555;
UNII	4V097WM1A8;
CompTox Dashboard (EPA)	DTXSID50219569 ;
	InChI InChI=1S/C6H10Cl2O4/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-6,9,11-12H,1-2H2/t3-,5-,6-/m1/s1 Key: MLQSSVPAOPJIFW-UYFOZJQFSA-N;
	SMILES C([C@H]([C@H]([C@@H](C(=O)CCl)O)O)O)Cl;
Properties
Chemical formula	C6H10Cl2O4
Molar mass	217.04 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,6-Dichloro-1,6-dideoxyfructose (dichlorodideoxyfructose) is chlorinated derivative of the sugar fructose. It is one of the two components believed to comprise the disaccharide sucralose, a commercial sugar substitute.

Metabolism

In mammals, 1,6-dichloro-1,6-dideoxyfructose is metabolized in the liver and erythrocytes by a reaction with glutathione that replaces one of the chlorine atoms, forming 6-chlorofructos-1-yl glutathione (or chlorofructosyl glutathione).[1]

References

Hughes, H M; Powell, G M; Snodin, D J; Daniel, J W; Crawford, A; Sanders, J K; Curtis, C G (15 April 1989). "Glutathione-dependent dechlorination of 1,6-dichloro-1,6-dideoxyfructose". Biochemical Journal. 259 (2): 537–543. doi:10.1042/bj2590537. PMC 1138541. PMID 2719664.

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[1] Hughes, H M; Powell, G M; Snodin, D J; Daniel, J W; Crawford, A; Sanders, J K; Curtis, C G (15 April 1989). "Glutathione-dependent dechlorination of 1,6-dichloro-1,6-dideoxyfructose". Biochemical Journal. 259 (2): 537–543. doi:10.1042/bj2590537. PMC 1138541. PMID 2719664.