Chemical Properties
Clear colorless to yellow liquid or powder
Uses
D-Psicose is a C3 epimer of L-Fructose, which maintains the ability to reduce fat accumulation when added to a diet through inhibition of intestinal α-glucosidase.
Definition
ChEBI: The D-enantiomer of psicose.
Synthesis
General procedure for the synthesis of D-fructose from D-anhydrous glucose: 40 mL of deionized water, 4 g of ternary metal-based hydrotalcite complex catalyst with a molar ratio of Mg:Al:Sn = 3:1:1 were added to a 100 mL three-necked flask, followed by the addition of 10 g of D-glucose anhydrous, and stirred until complete dissolution. The reaction system was placed in a constant temperature water bath and reacted at 90 °C for 3 h under N2 protection. At the end of the reaction, the reaction mixture was concentrated and separated and purified by column chromatography to finally obtain the target product D-fructose in 29.7% yield.
Enzyme inhibitor
This ketohexose (FW = 180.16 g/mol), also known as D-ribo-2-hexulose and reportedly fpound in cane molasses, has epimers of D-psicose are Dfructose, D-sorbose, and L-tagatose. D-Psicose is an alternative substrate for fructokinase. The structural composition of D-psicose at 27°C in D2O is 22% a-pyranose, 24% b-pyranose, 39% a-furanose, and 15% bfuranose. Target(s): ketohexokinase, or hepatic fructokinase; also alternative substrate.
References
[1] Patent: CN104262416, 2016, B. Location in patent: Paragraph 0043; 0044
[2] ACS Catalysis, 2013, vol. 3, # 7, p. 1469 - 1476
[3] Green Chemistry, 2013, vol. 15, # 10, p. 2777 - 2785
