D-Glucosamine-2-sulfate (sodium salt)

• CAT Number: R067112
• CAS Number: 38899-05-7
• Molecular Formula: C6H12NO8S • Na
• Molecular Weight: 281.2
• Purity: ≥95%
• Synonyms: GlcN-2S
• Target: Endogenous Metabolite
• Storage: -20°C
• InChI: InChI=1S/C6H13NO8S.Na/c8-1-3(7-16(13,14)15)5(11)6(12)4(10)2-9;/h1,3-7,9-12H,2H2,(H,13,14,15);/q;+1/p-1/t3-,4+,5+,6+;/m0./s1
• InChIKey: XEWPDPAXIJXJBU-BTVCFUMJSA-M
• SMILES: O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](NS([O-])(=O)=O)C=O.[Na+]

D-Glucosamine-2-sulfate, a sulfate derivative of glucosamine, is derived from chitin and has anti-inflammatory effects. In vitro, it reduces expression of inflammatory markers, including IL-1β, COX-2, IL-6, and TNF-α in IL-1β-activated human chondrosarcoma SW1353 cells at a minimum effective concentration of 1 μM. At the same concentration, it limits expression of matrix metalloproteinase-3 (MMP-3) and a disintegrin and metalloproteinase with thrombospondin motifs 5 (ADAMTS-5), both markers of matrix degradation. Treating human primary chondrocytes with D-glucosamine-2-sulfate stimulates proteoglycan production at a dose of 10 μg/mL and adhesion to fibronectin at a concentration of 50 μM.,

Reference

1.Chiusaroli, R.,Piepoli, T.,Zanelli, T., et al. Experimental pharmacology of glucosamine sulfate. Int. J. Rheumatol. 939265 (2011).