Castanospermine A glycosidase inhibitor and antiinflammatory agent

Castanospermine (CAS 79831-76-8)

Castanospermine | CAS 79831-76-8 is rated 5.0 out of 5 by 1.
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Synonym: 6-Epicastanospermine
Application: A glycosidase inhibitor and antiinflammatory agent
CAS Number: 79831-76-8
Purity: ≥95%
Molecular Weight: 189.21
Molecular Formula: C8H15NO4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Castanospermine, originally derived from Castanosperum australe has been shown to be a potent inhibitor of almond emulsion β-glucosidase, and also to inhibit fungal β-xylosidase. Other studies show castanospermine to have the capacity to make viral glycopeptides more susceptible to enzyme treatment. Additionally, castanospermine may have the potential ability to inhibit syncytium formation between HIV-infected and CD4-expressing cells and may also interfere with infectivity. It has also been demonstrated that this agent inhibits inflammation at the level of leukocyte extravasation in rat models of experimental adjuvant-induced arthritis and autoimmune encephalomyelitis. Castanospermine is an inhibitor of Glucosidase I, Maltase-glucoamylase, and MANBA.


References

1. Saul, R., et al. 1983. Arch. Biochem. Biophys. 221: 593-597. PMID: 6404222
2. Pan, Y.T., et al. 1983. Biochemistry. 22: 3975-3984. PMID: 6615812
3. Gruters, R.A., et al. 1987. Nature. 330: 74-77. PMID: 2959866
4. Chen, T.M., et al. 1990. J. Nat. Prod. 53: 359-365. PMID: 2380711
5. Bartlett, M.R., et al. 1994. Immunol. Cell Biol. 72: 367-374. PMID: 7835980
6. Kyosseva, S.V., et al. 1995. Arch. Biochem. Biophys. 316: 821-826. PMID: 7864639
7. Ahmed, S.P., et al. 1995. Biochem. Biophys. Res. Commun. 208: 267-273. PMID: 7887939

Physical State :
Solid
Solubility :
Soluble in 1N HCl (20 mg/ml, yielding a clear, colorless to faint yellow solution), and DMSO (75 mM). Insoluble in water.
Storage :
Store at 4° C
Melting Point :
215° C
Boiling Point :
~421.9° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.65
Optical Activity :
α20/D 80°, c = 0.9 in water
pK Values :
pKa: 6.09
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
NM2408333
PubChem CID :
54445
Merck Index :
14: 1896
MDL Number :
MFCD00017555
Beilstein Registry :
3588654
SMILES :
C1CN2C[C@@H]([C@H]([C@@H]([C@H]2[C@H]1O)O)O)O

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Certificate of Analysis

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Castanospermine  Product Citations

See how others have used Castanospermine. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 21575658  Zou, G. et al. 2011. Antiviral Res. 91: 11-9.

PMID: # 19684016  Hayashi, I. et al. 2009. J. Biol. Chem. 284: 27838-27847.

PMID: # 19196713  Zhang, Y. et al. 2009. J. Biol. Chem. 284: 10160-10173.

PMID: # 19054761  Jessop, CE. et al. 2009. J. Biol. Chem. 284: 2194-2202.

PMID: # 18164246  d'Anglemont de Tassigny, A. et al. 2008. Eur. J. Heart Fail. 10: 39-46.

PMID: # 15994763  Whitby, K. et al. 2005. J. Virol. 79: 8698-8706.

Citations 1 to 6 of 6 total

How long are stock solutions stable for and at what storage temperature?

Asked by: chemicalsmg
Thank you for your question. Stock solutions for Castanospermine are stable for for up to 3 months at -20°C.
Answered by: Technical Support
Date published: 2017-01-20
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Rated 5 out of 5 by from In the course of their study In the course of their study, Zhang, et. al. (PubMed ID 19196713) utilized castanospermine to inhibit the formation of monoglucosylated oligosaccharides on class I H chains in various cell lines. -SCBT Publication Review
Date published: 2015-01-21
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