Swainsonine

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 alpha-mannosidase and Golgi alpha-mannosidase II (IC50 = 0.2 µM). 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. The inhibition of alpha-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.Formal Name: (1S,2R,8aR)-octahydro-indolizinetriol. CAS Number: 72741-87-8. Synonyms: Tridolgosir. Molecular Formula: C8H15NO3. Formula Weight: 173.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml, PBS (pH 7.2): 0.25 mg/ml. SMILES: O[C@@H]1CN2CCC[C@@H](O)[C@]2([H])[C@@H]1O. InChi Code: 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: FXUAIOOAOAVCGD-WCTZXXKLSA-N.