153516
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:
Molecular Weight:
358.30
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
202-538-3
Beilstein/REAXYS Number:
95054
MDL number:
biological source
synthetic
Quality Level
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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.
C Charloux et al.
Free radical biology & medicine, 19(5), 699-704 (1995-11-01)
Superoxide and hydroxyl free radicals are strongly implicated in the deleterious effects of reperfusion of grafted organs. Iron ions are critical in the Fenton-like reaction that generates oxygen-free radicals from H2O2. Using the ADP/Fe2+/H2O2 .OH-generating system, we demonstrated that components
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