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Key Documents

G1639

Sigma-Aldrich

D-(+)-Galactosamine hydrochloride

BioReagent, suitable for cell culture

Synonym(s):

2-Amino-2-deoxy-D-galactopyranose hydrochloride, D-Chondrosamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
Beilstein:
3697825
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.75

biological source

fish cartilage (shark)

product line

BioReagent

Assay

≥99%

technique(s)

cell culture | mammalian: suitable

impurities

Glucosamine, essentially free

solubility

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

shipped in

ambient

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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Application

D-(+)-Galactosamine hydrochloride has been used to:
  • induce livery injury
  • inflammatory liver injury
  • acute liver failure (ALF) in mice

Biochem/physiol Actions

Galactosamine (D-GalN) is synthesized from galactose and is potential hepatotoxic agent. D-GalN in combination with lipopolysaccharide leads to the development of lethal liver injury and hepatic failure. It sensitizes cells to the toxic effects of the cytokine in particular the tumor necrosis factor(TNF).

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

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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GABA, gamma-Aminobutyric Acid, Protects Against Severe Liver Injury
Hata T, et al.
The Journal of Surgical Research, 236, 172-183 (2019)
Yao Wang et al.
Journal of inflammation research, 14, 1473-1485 (2021-04-23)
The glycolysis pathway of M1 macrophages is a key factor affecting the inflammatory response. The aim of this article is to investigate the role of histone deacetylase 6 (HDAC6) in the M1 macrophage glycolysis pathway during acute liver failure (ALF).
D-galactosamine lethality model: scope and limitations
Silverstein R
Journal of endotoxin research, 10(3), 147-162 (2004)
Catalpol protects mice against Lipopolysaccharide/D-galactosamine-induced acute liver injury through inhibiting inflammatory and oxidative response
Zhang H, et al.
Testing, 9(3), 3887-3887 (2018)
The protective effect of the natural compound hesperetin against fulminant hepatitis in vivo and in vitro
Bai X, et al.
British Journal of Pharmacology, 174(1), 41-56 (2017)

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