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)^[1]^[2]^[3] is chlorinated derivative of the sugar fructose. It is one of the two components believed to comprise the disaccharide sucralose,^[4] 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).^[5]

^ Hough, L. (1993), Khan, Riaz (ed.), "High-intensity, low-calorie sweeteners", Low-Calorie Foods and Food Ingredients, Boston, MA: Springer US, pp. 138–164, doi:10.1007/978-1-4615-3114-2_7, ISBN 978-1-4615-3114-2, retrieved 2022-11-24
^ PubChem. "1,6-Dichloro-1,6-dideoxyfructose". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-24.
^ "1,6-dichloro-1,6-dideoxyfructose | C6H10Cl2O4 | ChemSpider". www.chemspider.com. Retrieved 2022-11-24.
^ Labare, M. P.; Alexander, M. (1994-10-01). "Microbial cometabolism of sucralose, a chlorinated disaccharide, in environmental samples". Applied Microbiology and Biotechnology. 42 (1): 173–178. doi:10.1007/BF00170242. ISSN 1432-0614. PMID 7765816. S2CID 20916443.
^ 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.