CAS 72741-87-8
:Swainsonine
Description:
Swainsonine is a naturally occurring alkaloid with the chemical formula C₁₃H₁₇N₃O₃ and a CAS number of 72741-87-8. It is primarily derived from certain plant species, particularly those in the genus Swainsona, and is known for its role as an inhibitor of glycosidases, enzymes that catalyze the hydrolysis of glycosidic bonds in carbohydrates. This inhibition can lead to the accumulation of complex carbohydrates within cells, which may have implications for both plant and animal physiology. Swainsonine is particularly noted for its toxic effects in livestock, causing a condition known as "locoweed poisoning" when animals consume plants containing this compound. The substance is a white crystalline solid at room temperature and is soluble in water and organic solvents. Its structural features include a piperidine ring, which contributes to its biological activity. Research into swainsonine has also highlighted its potential applications in cancer therapy and as a tool for studying glycosylation processes in cells.
Formula:C8H15NO3
InChI:InChI=1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7-,8-/m1/s1
InChI key:InChIKey=FXUAIOOAOAVCGD-WCTZXXKLSA-N
SMILES:O[C@H]1[C@@]2(N(C[C@H]1O)CCC[C@H]2O)[H]
Synonyms:- (1S,2R,8R,8aR)-Octahydro-1,2,8-indolizinetriol
- (1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol
- (8R,8aR)-octahydroindolizine-1,2,8-triol
- 1,2,8-Indolizinetriol, octahydro-, (1S,2R,8R,8aR)-
- 1,2,8-Indolizinetriol, octahydro-, [1S-(1α,2α,8β,8aβ)]-
- <span class="text-smallcaps">D</span>-Swainsonine
- Swainsonine
- Swainsonine From Rhizoctonia*Leguminicola
- Swainsonine Synthetic
- Swainsonine, Swainsona canescens
- Tridolgosir
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Found 9 products.
Swainsonine (Synthetic)
CAS:Controlled Product<p>Applications Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of a-mannosidase at concentrations of 5-10mM. At acid pH, swainsonine resembles an intermediate in the hydrolysis of mannosidases.Swainsonine completely inhibits mammalian Golgi a-mannosidase II (a-3/6-mannosidase in the glycoprotein processing pathway) and mammalian lysosomal a-mannosidase (acid mannosidase). At higher concentrations, swainsonine also inhibits mammalian cytosolic a-mannosidase. It has been shown to inhibit growth of transformed fibroblasts in soft agar and to enhance the antiproliferative effects of INF on murine lymphoreticular tumor cells in vitro. It also blocks the expression of b1-6 branched complex-type oligosaccharides and shun<br>References J. Biol. Chem., 258, 7578-7585 (1983), Methods Enzymol., 98, 135 (1983), EMBO Journal, 3, 551-556 (1984), Mol. Cell. Biol., 5, 3467-3475 (1985), Int. J. Cancer, 44, 685 (1989),Melanoma Res., 1, 43 (1991), Bonay, P., & Fresno, M.: Glycobiology, 9(5), 423-433 (1999), Klein, J-LD, et al.: Br. J. of Cancer, 80(1/2), 87-95 (1999)<br></p>Formula:C8H15NO3Color and Shape:Off White SolidMolecular weight:173.21Swainsonine
CAS:<p>Potent and specific inhibitor of α-mannosidase II with IC50 in submicromolar range. It inhibits three α-mannosidase II isoforms; MAN2A1 in Golgi apparatus, MAN2B1 in lysosomes and MAN2C1 in endoplasmatic reticulum. The compound reduces tumour growth and metastasis in mice by increasing the mannose content in N-linked glycans and directing the cell towards apoptosis.</p>Formula:C8H15NO3Purity:Min. 98%Color and Shape:White PowderMolecular weight:173.21 g/molSwainsonine
CAS:Swainsonine (Tridolgosir) is an alkaloid isolated from Astragalus membranaceus and is a potent and reversible inhibitor of alpha-mannosidase. swainsonine has antitumour activity and induces apoptosis and cell cycle arrest in the G2/M phase.Formula:C8H15NO3Purity:98%Color and Shape:Lyophilized PowderMolecular weight:173.21
