586006

Thapsigargin

≥97% (TLC), liquid, endoplasmic reticular Ca2+-ATPase inhibitor, Calbiochem^®

• Sinonimo/i: InSolution Thapsigargin, (3 S,3a R,4 S,6 S,6a R,7 S,8 S,9b S)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-((Z)-2-methylbut-2-enoyloxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate, (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-((Z)-2-methylbut-2-enoyloxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate
• Formula empirica (notazione di Hill): C₃₄H₅₀O₁₂
• Numero CAS: 67526-95-8
• Peso molecolare: 650.75
• Numero MDL: MFCD00083511
• Codice UNSPSC: 12352200
• NACRES: NA.77

Proprietà

• Nome del prodotto: Thapsigargin, InSolution, ≥97%, tumor-promoting sesquiterpene lactone
• Livello qualitativo: 100
• Saggio: ≥97% (TLC)
• Stato: liquid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• Condizioni di spedizione: dry ice
• Temperatura di conservazione: −70°C
• Stringa SMILE: O1[C@@H]2[C@]([C@H](C[C@@]([C@H]3[C@@H]([C@H](C(=C32)C)OC(=O)\C(=C/C)\C)OC(=O)CCCCCCC)(OC(=O)C)C)OC(=O)CCC)([C@@](C1=O)(O)C)O
• InChI: 1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1; IXFPJGBNCFXKPI-FSIHEZPISA-N

Descrizione

Descrizione generale

A cell-permeable tumor-promoting sesquiterpene lactone that releases Ca²⁺ by inhibiting endoplasmic reticular Ca²⁺-ATPase (IC₅₀ = 4 - 13 nM). Does not increase inositol phosphates and has no significant effect on protein kinase C. Increases Ca²⁺-dependent Na⁺ influx in human platelets in a dose-dependent manner. Activates apoptosis in rat thymocytes and induces apoptosis in human hepatoma cells.Specifically inhibits the fusion of autophagosomes with lysosomes, and induces autophagy.

Azioni biochim/fisiol

Cell permeable: yes

Reversible: no

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Irritant (B)

Stato fisico

A 10 mM (2 mg/307 µL) solution of Thapsigargin (Cat. No. 586005) in DMSO.

Altre note

Won, J.G. and Orth, D.N. 1995. Endocrinology136, 5399.Tepel, M., et al. 1994. Biochim. Biophys. Acta1220, 248.Begum, N., et al. 1993. J. Biol. Chem.268, 3352.Low, A.M., et al. 1993. Eur. J. Pharmacol.230, 53.Tsukamoto, A. and Karneko, Y. 1993. Cell. Biol. Int.17, 969.Wong, W.L., et al. 1993. Biochem. J.289, 71.Glennon, M.C., et al. 1992. J. Biol. Chem.267, 25568.Xu, Y., et al. 1992. J. Neurochem.59, 2224.Mason, M.J., et al. 1991. J. Biol. Chem.266, 20856.Thastrup, O., et al. 1990. Proc. Natl. Acad. Sci. USA87, 2466.

Note legali

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informazioni sulla sicurezza

• Pittogrammi: GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H334
• Consigli di prudenza: P261 - P284 - P501
• Classi di pericolo: Resp. Sens. 1
• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): 188.6 °F - closed cup - (Dimethylsulfoxide)
• Punto d’infiammabilità (°C): 87 °C - closed cup - (Dimethylsulfoxide)