Thapsigargin (high purity)

CHF 65.00
In stock
AG-CN2-0003-M0011 mgCHF 65.00
AG-CN2-0003-M0055 mgCHF 260.00
AG-CN2-0003-M01010 mgCHF 420.00
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Product Details
Product Type Chemical
Properties
Formula

C34H50O12

MW 650.8
Merck Index 14: 9272
CAS 67526-95-8
Source/Host Chemicals Isolated from Thapsia garganica.
Purity Chemicals ≥98% (HPLC)
Appearance Colorless to white amorphous powder.
Solubility Soluble in DMSO or 100% ethanol.
Other Product Data

Preparation of 1 mM stock solution: Dissolve 0.65 mg thapsigargin in 1 ml solvent.

InChi Key IXFPJGBNCFXKPI-FSIHEZPISA-N
Smiles O=C1O[C@@]2([H])C3=C(C)[C@H](OC(/C(C)=C\C)=O)[C@@H](OC(CCCCCCC)=O)[C@]3([H])[C@@](C)(OC(C)=O)C[C@H](OC(CCC)=O)[C@]2(O)[C@@]1(O)C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Intracellular Ca2+ signaling probe [1]. 
  • Specific and sensitive inhibitor of SERCA [2]. 
  • Non-TPA/PMA tumor promoter [3]. 
  • Histamine release inducer [4]. 
  • Apoptosis inducer [5, 6, 7, 8]. 
  • Mitochondrial dysfunction inducer [6, 8]. 
  • NOS modulator [9]. 
  • Angiogenesis inhibitor [10]. 
  • Stimulator of arachidonic acid metabolism in macrophages [11]. 
  • Autophagy inducer [12, 13].
  • TRAIL sensitizer [14].
  • Inducer of ER-stress in the brain.
Product References
  1. A tool coming of age: thapsigargin as an inhibitor of sarco-endoplasmic reticulum Ca(2+)-ATPases: M. Treiman, et al.; Trends Pharmacol. Sci. 19,131 (1998)
  2. Inhibition of the sarcoplasmic reticulum Ca2+ transport ATPase by thapsigargin at subnanomolar concentrations: Y. Sagara, & G. Inesi; J. Biol. Chem. 266, 13503 (1991)
  3. Thapsigargin, a histamine secretagogue, is a non-12-O-tetradecanoylphorbol-13-acetate (TPA) type tumor promoter in two-stage mouse skin carcinogenesis: H. Hakii, et al., J. Cancer. Res. Clin. Oncol. 111, 177 (1986)
  4. On the mechanism of histamine release induced by thapsigargin from Thapsia garganica L: S.A. Patkar, et al.; Agents Actions 9, 53 (1979)
  5. Thapsigargin, a Ca(2+)-ATPase inhibitor, depletes the intracellular Ca2+ pool and induces apoptosis in human hepatoma cells: A. Tsukamoto & Y. Kaneko; Cell Biol. Int. 17, 969 (1993)
  6. Thapsigargin induces mitochondrial dysfunction and apoptosis in the mastocytoma P815 cell line and in mouse thymocytes: J.P. Beaver & P. Waring; Cell Death Differ. 3, 415 (1996)
  7. Thapsigargin induces a calmodulin/calcineurin-dependent apoptotic cascade responsible for the death of prostatic cancer cells: B. Tombal, et al.; Prostate 43, 303 (2000)
  8. Thapsigargin induces biphasic fragmentation of mitochondria through calcium-mediated mitochondrial fission and apoptosis: J.R. Hom, et al.; J. Cell Physiol. 212, 498 (2007)
  9. Thapsigargin, a Ca(2+)-ATPase inhibitor, relaxes rat aorta via nitric oxide formation: H. Moritoki, et al.; Life Sci. 54, PL153 (1994)
  10. Thapsigargin inhibits angiogenesis in the rat isolated aorta: studies on the role of intracellular calcium pools: N. Shukla, et al.; Cardiovasc. Res. 49, 681 (2001)
  11. Stimulation of arachidonic acid metabolism in rat peritoneal macrophages by thapsigargin, a non-(12-O-tetradecanoylphorbol-13-acetate) (TPA)-type tumor promoter: K. Ohuchi, et al.; Cancer Res. Clin. Oncol. 113, 319 (1987)
  12. Regulation of autophagy by the inositol trisphosphate receptor: A. Criollo, et al.; Cell Death Differ. 14, 1029 (2007)
  13. AMPK-independent induction of autophagy by cytosolic Ca2+ increase: A. Grotemeier, et al.; Cell. Signal. 22, 914 (2010)
  14. Novel HTS strategy identifies TRAIL-sensitizing compounds acting specifically through the Caspase-8 apoptotic axis: D. Finlay, et al.;PLoS One 5, e13375 (2010)
  15. Glucose starvation induces cell death in K-ras-transformed cells by interfering with the hexosamine biosynthesis pathway and activating the unfolded protein response: R. Palorini, et al.; Cell Death Dis. 4, e732 (2013)
  16. Development of an Enhanced Phenotypic Screen of Cytotoxic T-Lymphocyte Lytic Granule Exocytosis Suitable for Use with Synthetic Compound and Natural Product Collections: Z. Zhao, et al.; J. Biomol. Screen 21, 556 (2016)
  17. Inactivation of prosurvival Bcl-2 proteins activates Bax/Bak through the outer mitochondrial membrane: K.L. O'Neill, et al.; Genes Dev. 30, 973 (2016)
  18. Disulfide bond disrupting agents activate the unfolded protein response in EGFR- and HER2-positive breast tumor cells: R.B. Ferreira, et al.; Oncotarget 8, 28971 (2017)
  19. Unbiased proteomic screening identifies a novel role for the E3 ubiquitin ligase Nedd4-2 in translational suppression during ER stress: D.E. Eagleman, et al.; J. Neurochem. ahead of print (2020)
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