S9263

Swainsonine

solid, ≥99% (HPLC)

• Sinonimo/i: (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol
• Formula empirica (notazione di Hill): C₈H₁₅NO₃
• Numero CAS: 72741-87-8
• Peso molecolare: 173.21
• Beilstein: 4175740
• Numero MDL: MFCD00017554
• Codice UNSPSC: 12352210
• ID PubChem: 24899832
• NACRES: NA.32

Proprietà

• product name: Swainsonine, synthetic
• Origine biologica: synthetic
• Livello qualitativo: 200
• Saggio: ≥99% (HPLC)
• Forma fisica: solid
• Solubilità: methanol: 5 mg/mL, clear, colorless to light yellow
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; FXUAIOOAOAVCGD-DCDLSZRSSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves