218775

Castanospermine, Castanospermum australe

Plant alkaloid inhibitor of several β-glucosidases and α-glucosidases, including those involved in N-linked processing of glycoproteins.

• Sinónimos: Castanospermine, Castanospermum australe, (1S,6S,7R,8aR)-Tetrahydroxyoctahydroindolizine
• Fórmula empírica (notación de Hill): C₈H₁₅NO₄
• Número CAS: 79831-76-8
• Peso molecular: 189.21
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00017555
• Assay: ≥98% (TLC)
• Form: solid
• Storage condition: OK to freeze, desiccated (hygroscopic)

Propiedades

• description: Merck USA index - 14, 1896
• Quality Segment: 100
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated (hygroscopic)
• color: white
• solubility: water: 1 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: N21[C@@H]([C@H]([C@@H]([C@H](C2)O)O)O)[C@H](CC1)O
• InChI: 1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1
• InChI key: JDVVGAQPNNXQDW-TVNFTVLESA-N

Descripción

General description

Plant alkaloid inhibitor of several β-glucosidases and α-glucosidases, including those involved in N-linked processing of glycoproteins. Resulting oligosaccharides are primarily Glu₃Man_7-9(GlcNAc)₂. Reduces bFGF induced angiogenesis in mice. Inhibits endothelial cell migration and invasion of basement membrane. Exhibits anti-viral properties. Typically used at 1-10 µg/ml.

Biochem/physiol Actions

Cell permeable: no

Primary Target
β-glucosidases

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Ahmed, S.P., et al. 1995. Biochem. Biophys. Res. Commun. 208, 267.
Pili, R., et al. 1995. Cancer Res.55, 2920.
Walker, B.D., et al. 1987. Proc. Natl. Acad. Sci. USA84, 8120.
Pan, Y.T., et al. 1983. Biochemistry22, 3975.
Saul, R., et al. 1983. Arch. Biochem. Biophys. 221, 593.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable