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G0500

Sigma-Aldrich

D-(+)-Galactosamine hydrochloride

≥99% (HPLC)

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Synonym(s):
2-Amino-2-deoxy-D-galactopyranose hydrochloride, D-Chondrosamine hydrochloride
Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
Beilstein/REAXYS Number:
3697825
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

shark (cartilage)

Quality Level

assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

impurities

≤0.5% Glucosamine (HPAE)

color

white to off-white

mp

172-180  °C

solubility

H2O: 50 mg/mL, clear to slightly hazy, colorless to very faintly yellow

storage temp.

room temp

SMILES string

Cl.N[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)CO

InChI

1S/C6H13NO5.ClH/c7-3(1-8)5(11)6(12)4(10)2-9;/h1,3-6,9-12H,2,7H2;1H/t3-,4+,5+,6-;/m0./s1

InChI key

CBOJBBMQJBVCMW-NQZVPSPJSA-N

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General description

D-galactosamine (d-GalN) is a specific hepatotoxic agent metabolized particularly in hepatocytes. It is a 6-carbon amino sugar derived from galactose.

Application

D-(+)-Galactosamine (D-chondrosamine) has been used with lipopolysaccharides (LPS) to induce models of acute hepatic failure (LPS/D-GalN-induced liver injury, hepatitis) for therapeutic research to find new drugs.
D-(+)-Galactosamine hydrochloride has been used:
  • for the surface binding of mannan-binding lectin (MBL) to modified mica surfaces
  • in sterile phosphate buffer saline (PBS) before the intraperitoneal injection
  • in mice for the generation of primary bone marrow-derived macrophages (BMDMs)

Biochem/physiol Actions

Galactosamine (Gal) induces hepatocyte death both by necrosis and apoptosis. It prevents the production of liver RNA via the production of uridine diphosphate hexosamines. D-galactosamine lowers the intracellular pool of uracil nucleotides and thereby prevents the production of RNA and proteins.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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