S9263

Swainsonine

solid, ≥99% (HPLC)

• Synonyme(s) : (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol
• Formule empirique (notation de Hill): C₈H₁₅NO₃
• Numéro CAS: 72741-87-8
• Poids moléculaire : 173.21
• Beilstein: 4175740
• Numéro MDL: MFCD00017554
• Code UNSPSC : 12352210
• ID de substance PubChem : 24899832
• Nomenclature NACRES : NA.32

Propriétés

• Nom du produit: Swainsonine, synthetic
• Source biologique: synthetic
• Niveau de qualité: 200
• Essai: ≥95% (HPLC)
• Forme: solid
• Solubilité: methanol: 5 mg/mL, clear, colorless to light yellow
• Température de stockage: −20°C
• Chaîne SMILES: O[C@@H]1CCCN2C[C@@H](O)[C@@H](O)C12
• 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
• Clé InChI: FXUAIOOAOAVCGD-DCDLSZRSSA-N

Description

Description générale

Swainsonine is produced by endophytes, plant and insect pathogens. It is synthesized from the pipecolic acid and mevalonic acid. Swainsonine is a water-soluble indole alkaloid.

Application

Swainsonine has been used:

• to test its effect on neural stem cell proliferation
• to inhibit α-mannosidase in TC-1 tumor cells
• to inhibit β1,6-branching synthesis in hepatocellular carcinoma (HCC) cells

Swainsonine is a potent inhibitor of various α-mannosidases, especially of α-mannosidase II. It inhibits glycoprotein processing and also acts as immune modulator.

Actions biochimiques/physiologiques

Swainsonine is an inhibitor of α-mannosidase in endoplasmic reticulum and Golgi apparatus. It also activates the natural killer cells. Swainsonine elicits neurologic toxicity and its exposure impairs learning and memory resulting in cognitive deficit. It inhibits hepatocellular carcinoma and sensitizes them to respond to anti-cancer drug paclitaxel.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves