S9263

Swainsonine

solid, ≥99% (HPLC)

• Sinónimos: (1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol
• Fórmula empírica (notación de Hill): C₈H₁₅NO₃
• Número CAS: 72741-87-8
• Peso molecular: 173.21
• NACRES: NA.32
• PubChem Substance ID: 24899832
• UNSPSC Code: 12352210
• MDL number: MFCD00017554
• Beilstein/REAXYS Number: 4175740

Propiedades

• Nombre del producto: 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

Descripción

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.

Información de seguridad

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