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153516

Sigma-Aldrich

Lactobionic acid

97% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H22O12
CAS Number:
96-82-2
Molecular Weight:
358.30
Beilstein:
95054
EC Number:
202-538-3
MDL number:
MFCD00078147
UNSPSC Code:
12352201
PubChem Substance ID:
329750828
NACRES:
NA.25

biological source

synthetic

Assay

97% (TLC)

form

powder or crystals

optical activity

[α]20/D +25°, c = 10 in H2O

color

white

mp

113-118 °C (lit.)

solubility

5%, clear, colorless

storage temp.

room temp

SMILES string

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

InChI key

JYTUSYBCFIZPBE-AMTLMPIISA-N

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Application

Lactobionic acid, an α-hydroxyacid (AHA) with antioxidation activity, is used in the development of cosmeceuticals for skin. Lactobionic acid is used in the development of targeting drug delivery systems, such as microcapsules.

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Barbara A Green et al.
Clinics in dermatology, 27(5), 495-501 (2009-08-22)
The hydroxyacids are represented by the alpha-hydroxyacids, beta-hydroxyacids, polyhydroxy acids, and bionic acids. Together, these ingredients form a class of compounds with unparalleled benefits to the skin and unprecedented usage in the cosmeceutical market in cosmetic and therapeutic formulations alike.
Jing Zhang et al.
Acta biomaterialia, 7(4), 1665-1673 (2010-12-07)
This paper demonstrates a general approach for fabrication of lactobionic chitosan microcapsules using layer-by-layer assembly via click chemistry. Chitosan was selectively modified with either azide (CHI-Az) or alkyne (CHI-Alk) groups. The growth of the CHI-Az/CHI-Alk click multilayer was studied experimentally
Chang-Moon Lee et al.
Magnetic resonance in medicine, 62(6), 1440-1446 (2009-10-28)
Hepatocyte-specific targeting agents are useful for evaluation of the hepatocytic function and the monitoring of disease progress. Superparamagnetic iron oxide nanoparticles (SPION) bearing terminal galactose groups exhibit a high affinity for the asialoglycoprotein receptor on the hepatocyte surface. In this
Saúl Alonso et al.
Bioresource technology, 109, 140-147 (2012-02-09)
The influence of dissolved oxygen availability on cell growth and lactobionic acid production from whey by Pseudomonas taetrolens has been investigated for the first time. Results from pH-shift bioreactor cultivations have shown that high agitation rate schemes stimulated cell growth
Fang Wu et al.
Molecular pharmaceutics, 6(5), 1506-1517 (2009-07-30)
We aim to define the role of Kupffer cells in intrahepatic antigen presentation, using the selective delivery of antigen to Kupffer cells rather than other populations of liver antigen-presenting cells. To achieve this we developed a novel antigen delivery system
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