Stereochemistry | ABSOLUTE |
Molecular Formula | C6H12O6 |
Molecular Weight | 180.1559 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@@H]1O[C@@](O)(CO)[C@H](O)[C@H]1O
InChI
InChIKey=RFSUNEUAIZKAJO-AZGQCCRYSA-N
InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m0/s1
Fructose, or fruit sugar, is a simple ketonic monosaccharide found in many plants, where it is often bonded to glucose to form the disaccharide sucrose. In nature, fructose is produced as D-enantiomer. D-Fructose is one of the three dietary monosaccharides, along with glucose and galactose, that are absorbed directly into the bloodstream. L-fructose is an enantiomer of D-fructose. L-fructose does not occur naturally and can be produced synthetically from the racemic mixture of D- and L-fructose. L-fructose was investigated as a non-caloric sweetener; however it was detected that digestibility of L-fructose is 10% lower than D-fructose, and L-fructose did not found significant commercial application.
CNS Activity
Originator
Approval Year
Sourcing
PubMed
Sample Use Guides
Twenty healthy volunteers were randomized into two groups: group A received 300 mL of 22.5% glucose and group B received 300 mL of 22.5% fructose. The solution was consumed after 8 hours of overnight fasting, the repeated with the opposite solution after a 1 week washout period. At each intervention venous blood was collected at 0, 0.5, 1, 2 and 3 hours, ad blood-pressure was recorded at 0, 1, 2, and 3 hours.
Route of Administration:
Oral
Nerve terminals were prepared from rat forebrains and purified synaptosomes were exposed to [U14C]fructose or [U14C]glucose for 10 minutes leading to the selective labeling of glutamate over aspartate and GABA, and Alanine. [U-14C]Fructose shoed a preference for labeling glutamate more strongly, and aspartate and GABA less strongly, than did [U-14C]glucose. Thus, the distribution of label between glutamate, aspartate, and GABA was significantly different in synaptosomes exposed to [U-14C]fructose or [U-14C]glucose, as reflected in an aspartate/glutamate labeling ratio of 0.07 and 0.53 and a GABA/glutamate labeling ratio of 0.03 and 0.36 for [U14C]fructose- and [U14C]glucose-exposed synaptosomes respectively. The increased labeling of glutamate indicates increased uptake of fructose into nerve terminals and oxidative fructose metabolism in these structures.