Thapsigargin
Thapsigargin (CAS 67526-95-8) is a small molecule inhibitor targeting microsomal calcium (Ca2?)-ATPase, thereby disrupting intracellular calcium homeostasis. It effectively inhibits carbachol-induced intracellular Ca2? transient responses with an IC?? of approximately 0.353 nM. Additionally, treatment of MH7A rheumatoid arthritis synovial cells with thapsigargin induces apoptosis in a concentration- and time-dependent manner, significantly reducing cyclin D1 expression at both protein and mRNA levels. Thapsigargin serves as an important experimental tool for investigating calcium signaling, endoplasmic reticulum stress, and mechanisms underlying apoptosis and cell proliferation.
- 1. Xiao Yang, Tangjun Zhou, et al. "Loss of DDRGK1 impairs IRE1α UFMylation in spondyloepiphyseal dysplasia." Int J Biol Sci. 2023 Sep 4;19(15):4709-4725. PMID: 37781516
- 2. Zhenhua Feng, Siyue Tao, et al. "The deubiquitinase UCHL1 negatively controls osteoclastogenesis by regulating TAZ/NFATC1 signalling." Int J Biol Sci. 2023 Apr 24;19(8):2319-2332. PMID: 37215988
- 3. Jiayin Chang, Shihai Yan, et al. "The interaction between Hsp90-mediated unfolded protein response and autophagy contributes to As3+/Se4+ combination-induced apoptosis of acute promyelocytic leukemia cells." Toxicol Appl Pharmacol. 2023 May 15:467:116511. PMID: 37031722
- 4. Nana Yan, Yongqiang Wang, et al. "Stromal Interaction Molecule 1 Promotes the Replication of vvIBDV by Mobilizing Ca2+ in the ER." Viruses. 2022 Jul 13;14(7):1524. PMID: 35891504
- 5. Xinfeng Liu, Lu Wang, et al. "Mel1b and Mel1c melatonin receptors mediate green light-induced secretion of growth hormone in chick adenohypophysis cells via the AC/PKA and ERK1/2 signalling pathways." J Photochem Photobiol B. 2021 Dec;225:112322. PMID: 34736066
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| Physical Appearance | A crystalline solid |
| Storage | Desiccate at -20°C |
| M.Wt | 650.76 |
| Cas No. | 67526-95-8 |
| Formula | C34H50O12 |
| Solubility | ≥39.2 mg/mL in DMSO; ≥24.8 mg/mL in EtOH; ≥4.12 mg/mL in H2O with ultrasonic |
| Chemical Name | (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-(((Z)-2-methylbut-2-enoyl)oxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate |
| SDF | Download SDF |
| Canonical SMILES | O[C@@]([C@H]1OC(CCC)=O)([C@]2(C)O)[C@H](C([C@H]([C@@H]3OC(CCCCCCC)=O)[C@@](C1)(C)OC(C)=O)=C(C)[C@@H]3OC(/C(C)=C\C)=O)OC2=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1,2]: | |
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Cell lines |
NG115-401L neural cell line, isolated rat hepatocytes |
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Preparation method |
The solubility of this compound in DMSO is > 10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
ED50: ～20 nM (NG115-401L neural cell line); ED50 ～80 nM (isolated rat hepatocytes) |
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Applications |
Thapsigargin stimulated a rapid (within 15 s) transient increase in intracellular [Ca2+] in the NG115-401L neural cell line with the ED50 of around 20 nM. In isolated rat hepatocytes, Thapsigargin increased [Ca2+] in a rapid and dose-dependent manner, with an ED50 value of ～80 nM. |
| Animal experiment [3]: | |
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Animal models |
Male C57BL/6 mice with transient middle cerebral artery occlusion (tMCAO) |
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Dosage form |
IC50: 2 to 20 ng, icv injection |
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Application |
Thapsigargin dose-dependently reduced the brain infarct. Thapsigargin (TG) protected mice against ischemia-reperfusion-induced brain injury. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Jackson T R, Patterson S I, Thastrup O, et al. A novel tumour promoter, thapsigargin, transiently increases cytoplasmic free Ca2+ without generation of inositol phosphates in NG115-401L neuronal cells[J]. Biochemical Journal, 1988, 253(1): 81-86. [2]. Thastrup O, Cullen P J, Drbak B K, et al. Thapsigargin, a tumor promoter, discharges intracellular Ca2+ stores by specific inhibition of the endoplasmic reticulum Ca2 (+)-ATPase[J]. Proceedings of the National Academy of Sciences, 1990, 87(7): 2466-2470. [3]. Zhang X, Yuan Y, Jiang L, et al. Endoplasmic reticulum stress induced by tunicamycin and thapsigargin protects against transient ischemic brain injury: Involvement of PARK2-dependent mitophagy[J]. Autophagy, 2014, 10(10): 1801-1813. |
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Quality Control & MSDS
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