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Swainsonine

(Synonyms: 八倾吲嗪三醇,Tridolgosir) 目录号 : GC13876

Inhibitor of N-linked glycoside hydrolases

Swainsonine Chemical Structure

Cas No.:72741-87-8

规格 价格 库存 购买数量
500µg
¥761.00
现货
1mg
¥1,428.00
现货
5mg
¥5,916.00
现货
10mg
¥10,342.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

Swainsonine is an indolizidine alkaloid naturally found in certain plants including locoweed that inhibits N-linked glycoside hydrolases, preventing the processing of asparagine-linked glycoproteins. It reversibly inhibits lysosomal α-mannosidase and Golgi α-mannosidase II (IC50 = 0.2 μM).[1] Swainsonine is used to study the role of N-linked glycosylation in cellular processes and has been shown to have antiproliferative and antimetastatic effects on cancer cells in culture and in mice.[2],[3],[4] The inhibition of α-mannosidase activity in lysosomes produces an accumulation of partially-processed oligosaccharides and glycoproteins, giving rise to lysosomal storage disease. Swainsonine toxicity in herbivores results in a condition known as locoism, characterized by hyperactivity, aggression, stiff and clumsy gait, low head carriage, salivation, seizures, and apparent blindness, culminating in increased miscoordination, weakness and death.

Reference:
[1]. Tulsiana, D.R.P., Broquist, H.P., and Touster, O. Marked differences in the swainsonine inhibition of rat liver lysosomal α-D-Mannosidase, Rat Liver Golgi Mannosidase II, and Jack Bean α-D-Mannosidase. Archives of Biochemistry and Biophysics 236, 427-434 (1985).
[2]. Dennis, J.W., Koch, K., Yousefi, S., et al. Growth inhibition of human melanoma tumor xenografts in athymic nude mice by swainsonine. Cancer Research 50, 1867-1872 (1990).
[3]. Reddy, B.V.V.G., and Kalraiya, R.D. Sialilated β1,6 branched N-oligosaccharides modulate adhesion, chemotaxis, and motility of melanoma cells: Effect on invasion and spontaneous metastasis properties. Biochimica et Biophysica Acta 1760, 1393-1402 (2006).
[4]. Sun, J.Y., Zhu, M.Z., Wang, S.W., et al. Inhibition of the growth of human gastric carcinoma in vivo and in vitro by swainsonine. Phytomedicine 14, 353-359 (2007).

Chemical Properties

Cas No. 72741-87-8 SDF
别名 八倾吲嗪三醇,Tridolgosir
化学名 (1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol
Canonical SMILES O[C@H]1[C@@H]([C@@H]2O)N(CCC2)C[C@H]1O
分子式 C8H15NO3 分子量 173.21
溶解度 10mg/mL in ethanol, or in DMSO, or in DMF 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 5.7733 mL 28.8667 mL 57.7334 mL
5 mM 1.1547 mL 5.7733 mL 11.5467 mL
10 mM 0.5773 mL 2.8867 mL 5.7733 mL
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