S9263

Swainsonine

solid, ≥99% (HPLC)

• Synonyma: (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol
• Empirický vzorec (Hillův zápis): C₈H₁₅NO₃
• Číslo CAS: 72741-87-8
• Molekulová hmotnost: 173.21
• Beilstein/REAXYS Number: 4175740
• MDL number: MFCD00017554
• UNSPSC Code: 12352210
• PubChem Substance ID: 24899832
• NACRES: NA.32

Vlastnosti

• Název produktu: Swainsonine, synthetic
• biological source: synthetic
• Quality Level: 200
• assay: ≥95% (HPLC)
• form: solid
• solubility: methanol: 5 mg/mL, clear, colorless to light yellow
• storage temp.: −20°C
• SMILES string: 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
• InChI key: FXUAIOOAOAVCGD-DCDLSZRSSA-N

Popis

General description

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.

Biochem/physiol Actions

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.

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves