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SML1845

Thapsigargin

Name: Thapsigargin
Brand: SIGMA

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:

67526-95-8

Molecular Weight:

650.75

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

DMSO solution

Quality level:

200

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Product Name

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

biological source

(Thapsia garganica L seeds)

Quality Level

200

assay

≥98% (HPLC)

form

DMSO solution

concentration

10 mM in DMSO

shipped in

dry ice

storage temp.

−20°C

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

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Bioactive Small Molecules

Application

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

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. 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.

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.

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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Certificates of Analysis (COA)

Lot/Batch Number

0000478150

0000440277

0000284597

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Thapsigargin blocks the induction of long-term potentiation in rat hippocampal slices

<BIG>Harvey J and Collingridge GL</BIG>

Neuroscience Letters, 197-200 (1992)

Partial inactivation of cardiac 14-3-3 protein in vivo elicits endoplasmic reticulum stress (ERS) and activates ERS-initiated apoptosis in ERS-induced mice

Cellular Physiology and Biochemistry, 167-178 (2010)

Thapsigargin inhibits the sarcoplasmic or endoplasmic reticulum Ca-ATPase family of calcium pumps.

J Lytton et al.

The Journal of biological chemistry, 266(26), 17067-17071 (1991-09-15)

The role of ATP-dependent calcium uptake into intracellular storage compartments is an essential feature of hormonally induced calcium signaling. Thapsigargin, a non-phorboid tumor promoter, increasingly is being used to manipulate calcium stores because it induces a hormone-like elevation of cytosolic

Novel vasocontractile role of the P2Y₁₄ receptor: characterization of its signalling in porcine isolated pancreatic arteries.

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

Drug action of thapsigargin on the Ca2+ pump protein of sarcoplasmic reticulum.

Y Kijima et al.

The Journal of biological chemistry, 266(34), 22912-22918 (1991-12-05)

Thapsigargin is found to be a potent inhibitor of the intracellular Ca2+ pump proteins from skeletal muscle sarcoplasmic reticulum (SR), cardiac SR, and brain microsomes. For skeletal muscle SR, the molar ratio of thapsigargin to Ca2+ pump protein for complete

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Global Trade Item Number

SKU	GTIN
SML1845-4MG	04061832276694

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