218775
Castanospermine, Castanospermum australe
Plant alkaloid inhibitor of several β-glucosidases and α-glucosidases, including those involved in N-linked processing of glycoproteins.
Synonym(s):
Castanospermine, Castanospermum australe, (1S,6S,7R,8aR)-Tetrahydroxyoctahydroindolizine
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About This Item
Empirical Formula (Hill Notation):
C8H15NO4
CAS Number:
Molecular Weight:
189.21
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic)
description
Merck USA index - 14, 1896
Quality Level
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
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 Glu3Man7-9(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
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.
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)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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