1,6-dichlorofructose

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of 1,6-dichloro-1,6-dideoxy-D-fructose
General
Surname 1,6-dichlorofructose
other names
  • (3 S , 4 S , 5 S ) -1,6-dichloro-3,4,5-trihydroxyhexan-2-one ( IUPAC )
  • 1,6-dichloro-1,6-dideoxy-D-fructose
  • 1,6-dideoxy-1,6-dichloro-D-fructose
  • DCDF
  • 4V097WM1A8
  • UNII-4V097WM1A8
Molecular formula C 6 H 10 C 12 O 4
External identifiers / databases
CAS number 69414-08-0
PubChem 3081555
Wikidata Q27260536
properties
Molar mass 217.042 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,6-dichlorofructose (more precisely: 1,6-dichloro-1,6-dideoxyfructose , DCDF) is a chemical compound from the group of carbohydrates .

properties

1,6-dichlorofructose is a chlorinated fructose derivative and therefore a monosaccharide . It inhibits glyceraldehyde-3-phosphate dehydrogenase (GAPDH) and has been studied as an oral contraceptive in human spermatocytes . The hydrolysis of the chlorination in the course of the biotransformation is dependent on glutathione .

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ W. Bone, AR Jones, C. Morin, E. Nieschlag, TG Cooper: Susceptibility of glycolytic enzyme activity and motility of spermatozoa from rat, mouse, and human to inhibition by proven and putative chlorinated antifertility compounds in vitro. In: Journal of andrology. Volume 22, Number 3, 2001 May-Jun, pp. 464-470, PMID 11330647 .
  3. ^ HM Hughes, GM Powell, DJ Snodin, JW Daniel, A. Crawford, JK Sanders, CG Curtis: Glutathione-dependent dechlorination of 1,6-dichloro-1,6-dideoxyfructose. In: The Biochemical journal. Volume 259, Number 2, April 1989, pp. 537-543, PMID 2719664 , PMC 1138541 (free full text).