D-PSICOSE

Description

D-Psicose, also widely known as D-allulose, is a natural but rare monosaccharide. It is a ketohexose that has the same empirical formula as common monosaccharides such as glucose and fructose. It is epimeric with fructose at the 3-position. Its enantiomer, L-psicose1, is unknown in nature but has been synthesized.
Known as early as 1915 as D-pseudofructose, German chemists H. Ohle and F. Just determined its structure in 1935 and renamed it D-psicose. In 1942, F. W. Zerban at the New York Sugar Trade Laboratory (New York City) and Louis Sattler at Brooklyn College (NY) isolated it from commercial cane molasses. At the time, it was deemed to be unfermentable and therefore of little practical value.
The physical state of D-psicose is variously reported in the literature as a viscous liquid or a white crystalline solid with a melting point of 58 °C or 109 °C. These discrepancies are probably attributable to the difficulty of crystallizing the compound. At ≈1.0 kg/L, it is extremely soluble in water. (Glucose dissolves at ≈900 g/L, fructose at ≈4 kg/L.)
D-Psicose is 70% as sweet as sucrose (table sugar), but it has only ≈10% of the nutritional energy (calorie) value. As a result, it is under development as a replacement for sucrose and artificial sweeteners. It was originally produced from corn; but this year, food-ingredient startup Bonumose (Charlottesville, VA) and drug-services company Novasep (Lyon, France) teamed up to manufacture D-psicose and fellow low-calorie sugar D-tagatose2 from cellulose, starch, or their derivatives via an enzymatic process.
1. CAS Registry No. 16354-64-6. 2. CAS Registry No. 87-81-0.

Chemical properties

Clear colorless to yellow liquid or powder

The Uses of D-PSICOSE

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.

What are the applications of Application

D-Psicose is a C3 epimer of L-fructose

Definition

ChEBI: The D-enantiomer of psicose.

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.