FComEx: D-Tagatose (PC000892)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:15 UTC

Update date

2017-01-19 02:36:40 UTC

FoodComEx ID

PC000892

FoodDB Record

FDB001109

Chemical Information

Name

D-Tagatose

Description

GRAS status for use as a sweetener, humectant, texturiser or stabiliser in food, especies low calorie products D-Tagatose, a rare natural hexoketose, is an isomer of d-galactose. D-Tagatose occurs naturally in Sterculia setigera gum, and it is also found in small quantities in various foods such as sterilized and powdered cow's milk, hot cocoa, and a variety of cheeses, yogurts, and other dairy products. It can be synthesized from D-galactose by isomerization under alkaline conditions in the presence of calcium. D-Tagatose have numerous health benefits, including promotion of weight loss, no glycemic effect, anti-plaque, non-cariogenic, anti-halitosis, prebiotic, and anti-biofilm properties, organ transplants, enhancement of flavor, improvement of pregnancy and fetal development, treatment of obesity, and reduction in symptoms associated with type 2 diabetes, hyperglycemia, anemia, and hemophilia. (PMID: 17492284); Oral tagatose significantly blunts the rise in plasma glucose seen after oral glucose in patients with diabetes mellitus in a dose-dependent manner without significantly affecting insulin levels. The minimal elevation of plasma tagatose levels in normal patients and the adverse gastrointestinal effects seen following larger doses of tagatose support poor absorption of this hexose and suggest that tagatose may act by attenuating glucose absorption in the intestine.; Tagatose is a functional sweetener. It is a naturally occurring monosaccharide, specifically a hexose. It is often found in dairy products, and is very similar in texture to sucrose (table sugar) and is 92% as sweet, but with only 38% of the calories.

CAS Number

87-81-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one	biospider
D-lyxo-2-Hexulose	biospider
D-lyxo-hex-2-ulose	biospider
D-tag	biospider
D-tagatose	biospider
DL-tagatose	biospider
Keto-d-tagatose	biospider
lyxo-2-Hexulose	biospider
Lyxo-hexulose	biospider
TAG	biospider
Tagatose	biospider
Tagatose, d-	biospider

Chemical Formula

C18H36O18

IUPAC name

(3S,4S,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol

InChI Identifier

InChI=1S/3C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6;7-1-3-4(9)5(10)6(11,2-8)12-3;7-1-3(9)5(11)6(12)4(10)2-8/h2*3-5,7-11H,1-2H2;3,5-9,11-12H,1-2H2

InChI Key

JCOXAIPZGMCTBN-UHFFFAOYSA-N

Isomeric SMILES

OCC(O)C(O)C(O)C(=O)CO.OCC1OC(O)(CO)C(O)C1O.OCC1(O)OCC(O)C(O)C1O

Average Molecular Weight

540.4676

Monoisotopic Molecular Weight

540.190164348

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents