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Thapsigargin

SKU
T-1014
  • CAS:67526-95-8
  • Formula:C34H50O12
  • MW:650.8 Da
  • Appearance:White to off-white lyophilized powder
  • Purity:≥95% (HPLC)

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SDS
CofA
Product Name Qty
Thapsigargin
10 mg
$484.50
Thapsigargin
1 mg
$69.36
Thapsigargin
5 mg
$290.70
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Description

Thapsigargin is a sesquiterpene lactone that is known to inhibit sarcoplasmic/endoplasmic reticulum Ca2+ ATPase (SERCA). Through the inhibition of SERCA, thapsigargin promotes the release and eventual depletion of intracellular calcium reserves, leading in turn to calcium influx.

Thapsigargin's ability to regulate calcium influx has been shown to affect several physiological functions. This lactone is known to induce apoptosis by disrupting the ordinary organization of cytoskeletal structures.

Applications

Thapsigargin has played a large role in recent cancer research. Thapsigargin has been shown to be a weak promoter of skin tumors in mice. Intriguingly, however, researchers have also discovered potential uses for it in cancer treatment due to its ability to induce apoptosis. Using specific peptides, thapsigargin can be targeted to individual tumor sites. Studies have also been conducted into thapsigargin's ability to sensitize tumors.

 

More Information
Alternate Name/Synonyms
Thaps; TG
SKU
T-1014
CAS #
67526-95-8
Chemical Name
[(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate
Chemical Formula
C34H50O12
Molecular Weight
650.8 Da
Appearance
White to off-white lyophilized powder
Purity
≥95% (HPLC)
Solubility
Clear and colorless solution at 10 mg/mL of CH3CN
Melting Point
N/A
Preparation
N/A
Storage Temp
-20°C, desiccated
THERAPEUTIC AREA
Oncological Disorders
USE
Thapsigargin is a tumor promoter and induces the release of intracellular stored calcium without hydrolysis of inositolphospholipids via inhibition of the sarco/endoplasmic reticulum Ca2+-ATPase. It blocks the transient increase in intracellular Ca2+ induced by angiostatin and endostatin, and induces apoptosis by disrupting intracellular free Ca2+ levels; incorporated into chemotherapeutic prodrug formulations. It may be used to distinguish between discrete intracellular Ca2+ pools. Thapsigargin-induced tumor promotion and down regulation of the EGF receptor is independent of protein kinase C activation.
Merck Index
Merck Index: 13.9342
MDL NUMBER
MFCD00083511
CHEMACX
X1096797-0
INCHI
IXFPJGBNCFXKPI-FSIHEZPISA-N
SMILES
CCCCCCCC(=O)OC1C2C(=C(C1OC(=O)C(=CC)C)C)C3C(C(CC2(C)OC(=O)C)OC(=O)CCC)(C(C(=O)O3)(C)O)O
UN #'S
UN 2811
PACKING GROUP
II
Handling
Use only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
msds 1
T-1014, Thapsigargin,SDS, diamond format.pdf
Certificate of Analysis 1
T-1014, H1380D.pdf
Certificate of Analysis 2
T-1014, H1380C.pdf
Certificate of Analysis 3
T-1014, H1380B.pdf
GHS PICTOGRAMS
Handling Use only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
UN #'S UN 2811
Packing Group II
Citations Methods to analyze subcellular localization and intracellular trafficking of Claudin-16
Disease-associated mutations affect intracellular traffic and paracellular Mg2+ transport function of Claudin-16
Epac mediates PACAP-dependent long-term depression in the hippocampus
Bedeutung des p53-Signalwegs für Apoptoseaktivierung und Zellzyklusarrestregulation durch das p14 ARF Tumorsuppressorgen
Effect on Hep-1cell Calcium Homeostasis after Aa#946;25-35 Injury
Store-operated calcium entry is present in HL-1 cardiomyocytes and contributes to resting calcium
Involvement of the endoplasmic reticulum in drug-induced renal toxicity
RGS2 regulates urotensin II-induced intracellular Ca2+ elevation and contraction in glomerular mesangial cells
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