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1,6-Dichloro-1,6-dideoxyfructose

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.

1,6-Dichloro-1,6-dideoxyfructose
Names
IUPAC name
(3S,4S,5S)-1,6-dichloro-3,4,5-trihydroxyhexan-2-one
Identifiers
  • 69414-08-0
3D model (JSmol)
  • Interactive image
ChemSpider
  • 2339136
  • 3081555
UNII
  • 4V097WM1A8
  • DTXSID50219569
  • 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
  • C([C@H]([C@H]([C@@H](C(=O)CCl)O)O)O)Cl
Properties
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).

Metabolism edit

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]

References edit

  1. ^ 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
  2. ^ PubChem. "1,6-Dichloro-1,6-dideoxyfructose". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-24.
  3. ^ "1,6-dichloro-1,6-dideoxyfructose | C6H10Cl2O4 | ChemSpider". www.chemspider.com. Retrieved 2022-11-24.
  4. ^ 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.
  5. ^ 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.

dichloro, dideoxyfructose, this, article, needs, additional, citations, verification, please, help, improve, this, article, adding, citations, reliable, sources, unsourced, material, challenged, removed, find, sources, news, newspapers, books, scholar, jstor, . This article needs additional citations for verification Please help improve this article by adding citations to reliable sources Unsourced material may be challenged and removed Find sources 1 6 Dichloro 1 6 dideoxyfructose news newspapers books scholar JSTOR February 2021 Learn how and when to remove this message 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 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 s1Key MLQSSVPAOPJIFW UYFOZJQFSA N SMILES C C H C H C H C O CCl O O O Cl Properties Chemical formula C 6H 10Cl 2O 4 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 referencesMetabolism editIn 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 References edit 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 Retrieved from https en wikipedia org w index php title 1 6 Dichloro 1 6 dideoxyfructose amp oldid 1198510843, wikipedia, wiki, book, books, library,

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