Tagatose

• D-(- ) -tagatose
• L-( )- tagatose

• (3S, 4S, 5R) -1,3,4,5,6 - pentahydroxy -2-hexanone
• (3R, 4R, 5S) -1,3,4,5,6 - pentahydroxy -2-hexanone

• D-tagatose: 87-81-0
• α -D -tagatose: 512-20-9
• DL -tagatose: 73952-11-1
• L- tagatose: 17598-82-2

White powder

Fixed

134-135 ° C

Soluble in water

Template: Infobox chemical / molecular formula search available

Tagatose is a monosaccharide with six carbon atoms. This sugar is in a group of ketohexoses with the molecular formula C6H12O6. D -tagatose is suitable as a sweetener because - compared with fructose - at a 92 % sweetening only 38 % of calories has.

As with any sugar (except dihydroxyacetone), there are two enantiomeric forms, such as image and mirror image behave.

Occurrence

D -tagatose is found in nature - albeit in small amounts - in some dairy products.

Production and representation

Commercial D -tagatose is produced from lactose. Here, the disaccharide is cleaved first by hydrolysis to glucose and galactose. After separation of the mixture, the galactose is isomerized under alkaline conditions for D-tagatose.

Properties

Behavior in aqueous solution

In aqueous solution, there is an intramolecular ring closure so that an equilibrium between the keto form (less than 1%) and the two ring forms ( furanose form and pyranose form). The position of the equilibrium is dependent on the temperature and also affect the sweetness intensity of the sugar. At 27 ° C, the following equilibrium is established:

• α - pyranose form: 79 % β - pyranose form: 16%
• α - furanose form: 1% β - furanose form: 4%

Use

D -tagatose is used in the following products as a sweetener: 7-Eleven, Diet Pepsi and Thera Sweet.