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cancer research reagents

Thapsigargin

MSDSSample CoA
 
Source: Thapsia garganica (Plant extract)
Synonyms 
Description: Thapsigargin is a cell-permeable, tumor promoting sesquiterpene lactone. A tight-binding inhibitor of intracellular calcium (SERCA) pumps.
CAS number: 67526-95-8
Merck index: 13, 9342
Molecular weight: 650.8
Structure:

Thapsigargin for sale, image free to copy

 

Molecular Formula: C34H50O12
Canonical 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
Solubility
information:
DMSO, Acetonitril, Ethanol, Methanol, Dichloromethane
Specifications 
Appearance: Clear Colorless Film
Purity: Single stain on TLC
At least 95% by HPLC
λmax: 
Melting point 
SolubilityClear colorless solution at 10mg/ml Acetonitril
Storage-20°C. Protect from light.
Applications 
ClassificationSesquiterpene lactone
SERCA inhibitor
Apoptosis related antibiotic
WarningsIrritating to eyes, respiratory system and skin. May cause sensitization by inhalation. Potentially carcinogenic.
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request
Plant extract. 
No genetically modified organisms are used.
Publications 
 Gonzalez A, Granados MP, Pariente JA, Salido GM.
H2O (2) Mobilizes Ca2+ from Agonist- and Thapsigargin -sensitive and Insensitive Intracellular Stores and Stimulates Glutamate Secretion in Rat Hippocampal Astrocytes.
Neurochem Res. 2006 Jun;31(6):741-50
 O'neill JP, Velalar CN, Lee DI, Zhang B, Nakanishi T, Tang Y, Selaru F, Ross D, Meltzer SJ, Hussain A.
Thapsigargin resistance in human prostate cancer cells.
Cancer. 2006 Jun 12
 Kmonickova E, Canova NK, Farghali H, Holy A, Zidek Z.
Modulator of intracellular Ca(2+), Thapsigargin, interferes with in vitro secretion of cytokines and nitric oxide.
Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2005 Dec;149(2):321-4.
 Feng XQ, You Y, Xiao J, Zou P.
Thapsigargin-induced apoptosis of K562 cells and its mechanism
Zhongguo Shi Yan Xue Ye Xue Za Zhi. 2006 Feb;14(1):25-30.
 Zhang HN, Zhou JG, Qiu QY, Ren JL, Guan YY.
ClC-3 chloride channel prevents apoptosis induced by thapsigargin in PC12 cells.
Apoptosis. 2006 Mar;11(3):327-36
 Yoshida I, Monji A, Tashiro K, Nakamura K, Inoue R, Kanba S.
Depletion of intracellular Ca2+ store itself may be a major factor in thapsigargin-induced ER stress and apoptosis in PC12 cells.
Neurochem Int. 2006 Jun;48(8):696-702.
 Sohoel H, Liljefors T, Ley SV, Oliver SF, Antonello A, Smith MD, Olsen CE, Isaacs JT, Christensen SB.
Total synthesis of two novel subpicomolar sarco/endoplasmatic reticulum Ca2+-ATPase inhibitors designed by an analysis of the binding site of thapsigargin.
J Med Chem. 2005 Nov 3;48(22):7005-11.

Thapsigargin is extracted from Thapsia garganica

Thapsia garganica



Thapsigargin on Wikipedia
SERCA:

Sarcoplasmic Reticulum Calcium-Transporting ATPases
These proteins transport Ca+
2 cations from the cytoplasma into the sarcoplasmatic reticular vessicles. They occur in muscle cells and are active in muscle relax.

Clinical perspectives

Thapsigargin was mentioned as a possible drug in chemotherapy of prostate cancer

Prostate-Specific Antigen-Activated Thapsigargin Prodrug as Targeted Therapy for Prostate Cancer

 



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