S9263

Swainsonine

solid, ≥99% (HPLC)

• Synonim(y): (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol
• Wzór empiryczny (zapis Hilla): C₈H₁₅NO₃
• Numer CAS: 72741-87-8
• Masa cząsteczkowa: 173.21
• NACRES: NA.32
• PubChem Substance ID: 24899832
• UNSPSC Code: 12352210
• MDL number: MFCD00017554
• Beilstein/REAXYS Number: 4175740

Właściwości

• Nazwa produktu: Swainsonine, 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

Opis

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

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.

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Informacja o środkach bezpieczeństwa

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