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Encyclopedia > Tagatose
Tagatose
IUPAC name (3S,4S,5R)-1,3,4,5,6-Pentahydroxy-hexan-2-one
Identifiers
CAS number 17598-81-1
SMILES OC[C@@H](O)[C@H](O)[C@H](O)C(CO)=O
Properties
Molecular formula C6H12O6
Molar mass 180.16 g/mol
Appearance White solid
Melting point

133-135 °C Image File history File links No higher resolution available. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. ...

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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. The plimsoll symbol as used in shipping In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals exactly). ... A sweetener, usually artificial, that can be used as a direct replacement for sugar in any food or drink, regardless of cooking method. ... Monosaccharides are the simplest form of carbohydrates. ... A hexose is a monosaccharide with six carbon atoms having the chemical formula C6H12O6. ... Flash point N/A Except where noted otherwise, data are given for materials in their standard state (at 25 Â°C, 100 kPa) Infobox disclaimer and references Sucrose (common name: table sugar, also called saccharose) is a disaccharide (glucose + fructose) with the molecular formula C12H22O11. ... This article needs cleanup. ... Etymology: French calorie, from Latin calor (heat), from calere (to be warm). ...


Tagatose is generally recognized as safe (GRAS) by the FAO/WHO and has been since 2001. Generally Recognized as Safe (GRAS) is a United States of America Food and Drug Administration (FDA) designation that a chemical or substance added to food is considered safe by experts, and so is exempted from the usual Federal Food, Drug, and Cosmetic Act (FFDCA) food additive tolerance requirements. ... Possible meanings: Faro Airport (Portugal) Federation of Astrobiology Organizations Financial Aid Office Food and Agriculture Organization This page expands a three-character combination which might be any or all of: an abbreviation, an acronym, an initialism, a word in English, or a word in another language. ... Look up who in Wiktionary, the free dictionary. ...


Since it is metabolized differently from sucrose, tagatose has a minimal effect on blood glucose and insulin levels. Tagatose is also approved as a toothfriendly ingredient. In medicine, blood sugar is glucose in the blood. ... Not to be confused with inulin. ... Toothfriendly products are safe for teeth. ...

Contents

Production

Tagatose is present in only small amounts in dairy products. It can be produced commercially from lactose, which is first hydrolyzed to glucose and galactose. The galactose is isomerized under alkaline conditions to D-tagatose by calcium hydroxide. The resulting mixture can then be purified and solid tagatose produced by crystallization. Lactose is a disaccharide that consists of β-D-galactose and β-D-glucose molecules bonded through a β1-4 glycosidic linkage. ... Hydrolysis is a chemical process in which a molecule is cleaved into two parts by the addition of a molecule of water. ... Glucose (Glc), a monosaccharide (or simple sugar), is an important carbohydrate in biology. ... Galactose (also called brain sugar) is a type of sugar found in dairy products, in sugar beets and other gums and mucilages. ... In chemistry, isomers are molecules with the same chemical formula and often with the same kinds of chemical bonds between atoms, but in which the atoms are arranged differently (analogous to a chemical anagram). ... It has been suggested that Portlandite be merged into this article or section. ...


Development as a sweetener

Gilbert Levin upon learning about chirality, had the idea to search for a left-handed sugar. Cycling through the various left-handed sugars, he was accidentally sent D-tagatose, structurally similar to L-fructose. Even though Levin thought that his answer to a sweetener would be found in a left-handed sugar, it was the right-handed molecular form that proved to be a winner. FDA approved tagatose as a food additive in October 2003. –Gilbert Levin is an American engineer, the founder of Spherix and famous for experiments on Mars soil and the development of tagatose. ... The term chiral (pronounced ) is used to describe an object which is non-superimposable on its mirror image. ...


Marketing

In 1996, MD/Arla Foods acquired the rights to production from Spherix, the American license holder. In the following years, no products were brought to market by MD/Arla Foods and so Spherix brought them before the US Court of Arbitration for showing insufficient interest in bringing the product to market. The companies settled, with MD/Arla Foods agreeing to pay longer term royalties to Spherix and Spherix agreeing to not take further action. Arla Foods is a cooperative based in Ã…rhus Denmark and the largest producer of dairy products in Scandinavia. ...


In March 2006, SweetGredients (a joint venture company of Arla Foods and Nordzucker AG) decided to put the tagatose project ”on hold”. SweetGredients was the only worldwide producer of tagatose. While progress has been made in creating a market for this innovative sweetener, it has not been possible to identify a large enough potential justifying continued investments and SweetGredients has decided to close down the manufacturing of tagatose in Nordstemmen, Germany.


In 2006, the Belgian Company NUTRILAB NV took over the Arla (Sweetgredients) stocks and project and is setting up a production site for D-Tagatose with the brandname Nutrilatose, with an enzymatic process method (different from the already published patents). Damhert N.V., the mothercompany of Nutrilab has released the tagatose based sweetener Tagatesse under it's own brand name, along with some other products (jams and some chocolate based products) based on tagatose in October 2007 in The Benelux and France.


Products using tagatose

  • 7-Eleven's Diet Pepsi flavored Slurpee
  • Miada Chocolite
  • Pasco Light & Tasty Juice
  • Shugr by Swiss Diet
  • SweetFiber by Dr. Murray Natural Living
  • Therasweet by Living Fuel

For other uses, see 7-Eleven (disambiguation). ... Diet Pepsi is a low-calorie carbonated cola. ... In 1967, 7-Eleven licensed the frozen carbonated beverage from the ICEE Company, and began selling the product as the Slurpee. ... Shugr Shugr is a very low calorie (0. ...

External links

  • Wired Article
  • FAO/WHO Recommendation
  • Calorie Control Article
  • MD/Arla Foods settlement with Spherix

  Results from FactBites:
 
TAGATOSE AND DIABETES (2007 words)
The tagatose molecule is a fructose molecule which has a hydroxyl group, and a hydrogen atom in reversed position on the carbon chain at the fourth carbon atom from the end of the chain.
One of the benefits for which tagatose is to be foisted off on diabetics is that it will lower the "glycemic index" of a given amount of glucose in the diet.
The proposed uses of tagatose are as a beneficial "alternate sugar" for diabetics because of the above mentioned improvement in "glycemic index", and as a reduced calorie sugar because of its lessened digestive absorption, and as a flavor enhancer to be used with other low calorie artificial sweeteners.
  More results at FactBites »

 
 

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