S9263

Swainsonin

solid, ≥99% (HPLC)

• Synonym(e): (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidintriol
• Empirische Formel (Hill-System): C₈H₁₅NO₃
• CAS-Nummer: 72741-87-8
• Molekulargewicht: 173.21
• NACRES: NA.32
• PubChem Substance ID: 24899832
• UNSPSC Code: 12352210
• MDL number: MFCD00017554
• Beilstein/REAXYS Number: 4175740

Eigenschaften

• Produktname: Swainsonin, synthetic
• biological source: synthetic
• Quality Segment: 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

Beschreibung

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

Hemmer zahlreicher pflanzlichen und tierischen α-Mannosidasen

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

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.[1]

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves