G0500

D-(+)-Galactosamine hydrochloride

≥99%

• Synonym(s): 2-Amino-2-deoxy-D-galactopyranose hydrochloride, D-Chondrosamine hydrochloride
• Empirical Formula (Hill Notation): C₆H₁₃NO₅ · HCl
• CAS Number: 1772-03-8
• Molecular Weight: 215.63
• Beilstein: 3697825
• EC Number: 217-198-1
• MDL number: MFCD00135830
• PubChem Substance ID: 24894912
• NACRES: NA.25

Properties

• biological source: shark (cartilage)
• Quality Level: 200
• Assay: ≥99%
• form: powder
• technique(s): HPLC: suitable
• impurities: ≤0.5% Glucosamine (HPAE)
• mp: 172-180 °C
• solubility: H₂O: 50 mg/mL, clear to slightly hazy, colorless to very faintly yellow
• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves