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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.

Additional recommended knowledge

Essential Laboratory Skills Guide

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.