Lipase Inhibitor, THLAn inhibitor of pancreatic and gastric lipase, and an activator of caspase-3.

Lipase Inhibitor, THL (CAS 96829-58-2)

Lipase Inhibitor, THL | CAS 96829-58-2 is rated 5.0 out of 5 by 1.
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Synonym: (-)-Tetrahydrolipstatin; Orlistat
Application: An inhibitor of pancreatic and gastric lipase, and an activator of caspase-3.
CAS Number: 96829-58-2
Purity: ≥98%
Molecular Weight: 495.7
Molecular Formula: C29H53NO5
* Refer to Certificate of Analysis for lot specific data (including water content).
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Lipase Inhibitor, THL (Tetrahydrolipstatin), is a compound that has been shown to rapidly inactivate lipoprotein lipase (LPL). This agent has been found to bind both subunits of LPL, induce tetramerisation, and cause local conformational changes. The exception to lipase inhibition capacities of THL is phospholipase A2, which is not affected by THL. Mechanistic studies suggest that THL inhibits the thioesterase domain of fatty acid synthase (FAS) and as a result halts cell proliferation and causes cell apoptosis. More detailed experiments show that gradually THL affects the retinoblastoma protein pathway and leads to cell-cycle arrest at G1/S boundary. Lipase Inhibitor, THL is an inhibitor of pancreatic and gastric lipase, as well as carboxyl ester lipase (CEL) and diacylglycerol lipase-α (DAGLα). Lipase Inhibitor, THL also activates caspase-3.


References

1. Lookene, A., et al. 1994. Eur. J. Biochem. 222: 395-403. PMID: 8020477
2. Sternby, B., et al. 2002. Clin Nutr. 21: 395-402. PMID: 12381337
3. Kridel, S.J., et al. 2004. Cancer Res. 64: 2070-2075. PMID: 15026345
4. Knowles, L.M., et al. 2004. J. Biol. Chem. 279: 30540-30545. PMID: 15138278

Physical State :
Solid
Solubility :
Soluble in DMSO (19 mg/mL), ethanol (20 mg/mL), and DMF (20 mg/mL).
Storage :
Store at -20° C
Melting Point :
<50° C
Boiling Point :
615.88° C at 760 mmHg (Predicted)
Refractive Index :
n20D 1.47
Optical Activity :
α20/D -35°, c = 1 in chloroform; α20/D°
IC50 :
LDL-associated phospholipase A2: IC50 = 50 nM (human); Sn1-specific diacylglycerol lipase beta: IC50 = 60 nM (human); Cannabinoid CB1 receptor: IC50 = 100 nM (rat); Pancreatic triacylglycerol lipase: IC50 = 600 nM (Sus scrofa); Protein BAT5: IC50 = 30 nM (human); Monoacylglycerol lipase ABHD12: IC50 = 80 nM (human)
Ki Data :
Cannabinoid CB1 receptor: Ki= 2500 nM (human); Cannabinoid CB2 receptor: Ki= >10000 nM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
OH3167600
PubChem CID :
3034010
Merck Index :
14: 6869
MDL Number :
MFCD05662360
Beilstein Registry :
3658031
SMILES :
CCCCCCCCCCC[C@@H](C[C@H]1[C@@H](C(=O)O1)CCCCCC)OC(=O)[C@H](CC(C)C)NC=O

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Certificate of Analysis

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Lipase Inhibitor, THL  Product Citations

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Citations 1 to 1 of 1 total

PMID: # 1544468  Lüthi-Peng, Q. et al. 1992. FEBS Lett. 299: 111-115.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Malvi Malvi, P. et al. (PubMed 25499031) found that Orlistat, an inhibitor of pancreatic and gastric lipase, and an activator of caspase-3, treatment and dietary intervention reversed rapid melanoma progression induced by obesity. -SCBT Publication Review
Date published: 2015-01-03
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