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Merck

SML1845

Thapsigargin

From (Thapsia garganica L seeds), ≥98% (HPLC), calcium ion pumps inhibitor, DMSO solution

Synonym(s):

CHEBI:9516, CHEMBL96926, MFCD00083511, UNII-Z96BQ26RZD, Z96BQ26RZD, [(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

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About This Item

Empirical Formula (Hill Notation):
C34H50O12
CAS Number:
Molecular Weight:
650.75
UNSPSC Code:
12352200
NACRES:
NA.77
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Product Name

Thapsigargin Ready Made Solution, ≥98% (HPLC), 10 mM in DMSO

SMILES string

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

InChI key

IXFPJGBNCFXKPI-FSIHEZPISA-N

biological source

(Thapsia garganica L seeds)

assay

≥98% (HPLC)

form

DMSO solution

concentration

10 mM in DMSO

shipped in

dry ice

storage temp.

−20°C

Quality Level

Related Categories

Biochem/physiol Actions

Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues.
Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues. The inhibition of calcium ion pumps causes intracellular increase of calcium ion levels. It was found that thapsigargin at 100 nM concentration effectively inhibited the SR Ca2+- adenosine triphosphatase (ATPase) in cardiac and skeletal muscles. Thapsigargin was also reported to be effective in blocking autophagy by interfering with the autophagosome-lysosome fusion.

Application

Thapsigargin Ready Made Solution has been used as a negative control in in vivo growth and in vitro translation measurements.

Other Notes

Thapsigargin Ready Made Solution is provided at 10 mM concentration in DMSO. The solution can be further diluted with DMSO to a concentration of 2 mM. It is recommended to store Thapsigargin Ready Made Solution in small aliquots at -20 °C.

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup


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Partial inactivation of cardiac 14-3-3 protein in vivo elicits endoplasmic reticulum stress (ERS) and activates ERS-initiated apoptosis in ERS-induced mice
<BIG>Sari FR, et al.</BIG>
Cellular Physiology and Biochemistry, 167-178 (2010)
Thapsigargin blocks the induction of long-term potentiation in rat hippocampal slices
<BIG>Harvey J and Collingridge GL</BIG>
Neuroscience Letters, 197-200 (1992)
M Alsaqati et al.
British journal of pharmacology, 171(3), 701-713 (2013-10-22)
The P2Y₁₄ receptor is the newest member of the P2Y receptor family; it is G(i/o) protein-coupled and is activated by UDP and selectively by UDP-glucose and MRS2690 (2-thiouridine-5'-diphosphoglucose) (7-10-fold more potent than UDP-glucose). This study investigated whether P2Y₁₄ receptors were
The unfolded protein response and cellular stress, Part C. Preface.
P Michael Conn
Methods in enzymology, 491, xix-xix (2011-02-19)
Kevin Shenderov et al.
Journal of immunology (Baltimore, Md. : 1950), 192(5), 2029-2033 (2014-02-04)
The accumulation of improperly folded proteins within the endoplasmic reticulum (ER) generates perturbations known as ER stress that engage the unfolded protein response. ER stress is involved in many inflammatory pathologies that are also associated with the production of the

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