S9263

Swainsonine

solid, ≥99% (HPLC)

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

Propiedades

• Nombre del producto: Swainsonine, synthetic
• origen biológico: synthetic
• Nivel de calidad: 200
• Ensayo: ≥95% (HPLC)
• Formulario: solid
• solubilidad: methanol: 5 mg/mL, clear, colorless to light yellow
• temp. de almacenamiento: −20°C
• cadena SMILES: 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
• Clave InChI: FXUAIOOAOAVCGD-DCDLSZRSSA-N

Descripción

Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves