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Merck
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Key Documents

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153516

Sigma-Aldrich

Lactobionic acid

97% (TLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C12H22O12
Número de CAS:
96-82-2
Peso molecular:
358.30
Beilstein/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

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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.
Kimberley A Stannard et al.
Cancer letters, 299(2), 95-110 (2010-09-10)
High level galectin-1 expression results in cancer cell evasion of the immune response, increased tumour survival and aggressive metastases. Using a galectin-1 polyclonal antibody, high levels of galectin-1 protein were shown to be expressed by breast cancer cells established from
Maryam Enteshari et al.
Foods (Basel, Switzerland), 9(6) (2020-06-18)
The simultaneous production of lactulose (LAU), lactobionic acid (LBA), and organic acids from sweet and acid whey permeate (SWP and AWP) via catalytic synthesis (5% Ru/C) was studied in a continuous stirred-tank reactor. At selected conditions (60 °C, 60 bar
K M Kamruzzaman Selim et al.
Journal of materials science. Materials in medicine, 20(9), 1945-1953 (2009-04-15)
In the current study, beta-galactose-carrying lactobionic acid (LA) was conjugated on the surface of mercaptoacetic acid-coated cadmium sulfide nanoparticles (CSNPs) to ensure specific recognition of liver cells (hepatocytes) and to enhance biocompatibility. Maltotrionic acid-coated CSNPs (MCSNPs) were also prepared for
Xuejiao Zhang et al.
Journal of pharmaceutical sciences, 102(1), 145-153 (2012-11-08)
Mixed copolymer nanoparticles (NPs) self-assembled from β-cyclodextrin-grafted hyperbranched polyglycerol (HPG-g-CD) and lactobionic acid (LA)-grafted hyperbranched polyglycerol (HPG-g-LA) were applied as carriers for a hydrophobic antitumor drug, paclitaxel (PTX), achieving hepatocellular carcinoma-targeted delivery. The resulting NPs exhibited high drug loading capacity
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