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Lactobionic acid



Lactobionic acid[1]
IUPAC name (2R,3R,4R)-2,3,5,6-tetrahydroxy-4-[ [(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]hexanoic acid
Other names Galactosylgluconic acid
Identifiers
CAS number 96-82-2
PubChem 16219560
SMILES O[C@@H]1[C@H](O)[C@@H](O)[C@H](O[C@@]([C@H](O)CO)([H])[C@H](O)[C@@H](O)C(O)=O)O[C@@H]1CO
Properties
Molecular formula C12H22O12
Molar mass 358.29588
Appearance Syrup
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Lactobionic acid, 4-O-β-galactopyranosyl-D-gluconic acid, is a disaccharide formed from gluconic acid and galactose. The carboxylate anion of lactobionic acid is known as lactobionate.

As a sugar acid, lactobionic acid can form salts with mineral cations such as calcium, potassium, sodium and zinc. Calcium lactobionate is a food additive used as a stabilizer. Potassium lactibionate is added to organ preservation solutions such as Viaspan to provide osmotic support and prevent cell swelling. Mineral salts of lactobionic acid are also used for mineral supplementation.

Lactobionic acid is also used in the cosmetics industry as an antioxidant,[2] and in the pharmaceutical industry as a salt form; for example, the antibiotic erythromycin is used as the salt erythromycin lactobionate when intravenously delivered.

References

  1. ^ Merck Index, 11th Edition, 5219
  2. ^ Lactobionic Acid - a Novel Polyhydroxy Bionic Acid for Skincare
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Lactobionic_acid". A list of authors is available in Wikipedia.
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