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L2398

Sigma-Aldrich

Lactobionic acid

≥97% (TLC), cell impermeant agent

Synonyme(s) :

4-O-β-D-Galactopyranosyl-D-gluconic acid

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About This Item

Formule empirique (notation de Hill):
C12H22O12
Numéro CAS:
Poids moléculaire :
358.30
Numéro Beilstein :
95054
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic (organic

Organic)

Pureté

≥97% (TLC)

Forme

powder

Couleur

white

Pf

113-118 °C (lit.)

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

room temp

Chaîne SMILES 

OC[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

InChI

1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1

Clé InChI

JYTUSYBCFIZPBE-AMTLMPIISA-N

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Description générale

Lactobionic acid, a derivative of lactose, is an aldonic acid obtained from gluconic acid and galactose. It is a potential chelating agent, preservative and a prebiotic.

Application

Cell impermeant agent used for organ preservation
Lactobionic acid has been used as a control for the chemical characterization of the lactobionic acid produced by Zymomonas mobilis.

Actions biochimiques/physiologiques

Lactobionic acid has a role as an antioxidant and stabilizer-gelling agent. It is used as an ingredient in foods and pharmaceutical products.
Reported to inhibit production of hydroxyl radicals. Cryptic inhibitor of matrix metalloproteinases (MMP). Resistant to dietary metabolism but stimulates intestinal calcium absorption in rat.

Autres remarques

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Lactobionic acid: a high value-added lactose derivative for food and pharmaceutical applications
International dairy journal, 26(2), 103-111 (2012)
Lactobionic acid produced by Zymomonas mobilis: alternative to prepare targeted nanoparticles
Valle TA, et al.
Pharmaceutica Analytica Acta, 4, 1-5 (2013)
J H Southard et al.
Annual review of medicine, 46, 235-247 (1995-01-01)
Organ preservation is the supply line for organ transplantation. Currently, the liver, pancreas, and kidney can be successfully preserved for up to two days by flushing the organs with the University of Wisconsin (UW) organ preservation solution and storing them
R Brommage et al.
The Journal of nutrition, 123(12), 2186-2194 (1993-12-01)
Lactulose is a disaccharide analogue of lactose that is resistant to metabolism in the small intestine but not in the large intestine. The effects of lactulose and other sugars on intestinal Ca absorption were determined from the decrease in the
G A Upadhya et al.
Hepatology (Baltimore, Md.), 31(5), 1115-1122 (2000-05-05)
UW solution and HTK solution are both used for cold preservation of liver allografts. Although they are about equally effective, their compositions are very different, and they were formulated using different rationales. The authors recently showed an important role for

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