Lactobionic acid, 97%

Name: Lactobionic acid, 97%
SKU: 167110250

Lactobionic acid, CAS # 96-82-2, is a product of lactose oxidation that can act as an antioxidant or drug delivery carrier. | CAS: 96-82-2 | C12H22O12 | 358.296 g/mol

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100 g

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Catalog number 167110250

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Chemical Identifiers

CAS96-82-2

IUPAC Name(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid

Molecular FormulaC12H22O12

InChI KeyJYTUSYBCFIZPBE-AMTLMPIISA-N

SMILESOC[C@@H](O)[C@@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C(O)=O

Specifications

Specification Sheet

Appearance (Color)White to off-white

Titration with NaOH>=96.0 %

Calcium (Ca)=<500 ppm

Iron (Fe)=<80 ppm

Chloride (Cl)=<400 ppm

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

Lactobionic acid is an aldonic acid generated from lactose oxidation that has antioxidant, chelating, and moisture-retaining properties
Lactobionic acid can chelate metal ions and reduce oxidative damage
Can be used in the synthesis of nanomaterials and drug-delivery nanoparticles
Has been shown to enhance solubility of macrolide antibiotics

Applications

Laboratory studies have show that lactobionic acid application reduced atopic dermatitis in a mouse model of skin disease
Lactobionic acid has been found to inhibit galectin-1 in rats
Has been used in nanotechnology to improve the solubility of chitosan hydrogels or as a nanoparticle conjugate to promote targeting of anti-cancer therapies to tumors

RUO – Research Use Only

General References:

Mukherjee, R.; Yun, J.W. Lactobionic acid reduces body weight gain in diet-induced obese rats by targeted inhibition of galectin-1. Biochem Biophys Res Commun. 2015, 463(4), 1311-6.
Wang, J.; Zhang, Z.; Ai, Y.; Liu, F.; Chen, M.M.; Liu, D. Lactobionic acid-modified thymine-chitosan nanoparticles as potential carriers for methotrexate delivery. Carbohydr Res. 2021, 501, 108275.
Hatano, Y.; Man, M.Q.; Uchida, Y.; Crumrine, D.; Scharschmidt, T.C.; Kim, E.G.; Mauro, T.M.; Feingold, K.R.; Elias, P.M.; Holleran, W.M. Maintenance of an acidic stratum corneum prevents emergence of murine atopic dermatitis. J Invest Dermatol. 2009, 129(7), 1824-35.
Gutiérrez, L.F., Hamoudi, S.; Belkacemi, K. Lactobionic acid: A high value-added lactose derivative for food and pharmaceutical applications. International Dairy Journal. Volume 26, Issue 2. 2012. pp 103-111.