TUG 891

Potent and selective FFA4 (GPR120) agonist CAS# 1374516-07-0

TUG 891

Catalog No. BCC6235----Order now to get a substantial discount!

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Quality Control of TUG 891

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Chemical structure

TUG 891

3D structure

Chemical Properties of TUG 891

Cas No. 1374516-07-0 SDF Download SDF
PubChem ID 57522038 Appearance Powder
Formula C23H21FO3 M.Wt 364.41
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : ≥ 180 mg/mL (493.95 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 3-[4-[[5-fluoro-2-(4-methylphenyl)phenyl]methoxy]phenyl]propanoic acid
SMILES CC1=CC=C(C=C1)C2=C(C=C(C=C2)F)COC3=CC=C(C=C3)CCC(=O)O
Standard InChIKey LPGBXHWIQNZEJB-UHFFFAOYSA-N
Standard InChI InChI=1S/C23H21FO3/c1-16-2-7-18(8-3-16)22-12-9-20(24)14-19(22)15-27-21-10-4-17(5-11-21)6-13-23(25)26/h2-5,7-12,14H,6,13,15H2,1H3,(H,25,26)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of TUG 891

DescriptionPotent FFA4 (GPR120) agonist (pEC50 values are 7.36 and 7.77 for human and mouse GPR120 respectively). Selective for GPR120 over free fatty acid receptors (pEC50 = 4.19 for FFA1; displays no activity at FFA2 or FFA3). Cell permeable.

TUG 891 Dilution Calculator

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TUG 891 Molarity Calculator

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Preparing Stock Solutions of TUG 891

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7442 mL 13.7208 mL 27.4416 mL 54.8832 mL 68.604 mL
5 mM 0.5488 mL 2.7442 mL 5.4883 mL 10.9766 mL 13.7208 mL
10 mM 0.2744 mL 1.3721 mL 2.7442 mL 5.4883 mL 6.8604 mL
50 mM 0.0549 mL 0.2744 mL 0.5488 mL 1.0977 mL 1.3721 mL
100 mM 0.0274 mL 0.1372 mL 0.2744 mL 0.5488 mL 0.686 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on TUG 891

TUG-891 is a potent and selective agonist of the long chain free fatty acid (LCFA) receptor 4.

In Vitro:TUG-891 displays similar signaling properties to the LCFA α-linolenic acid at human FFA4, including stimulation of Ca2+ mobilization, β-arrestin-1 and β-arrestin-2 recruitment, and extracellular signal-regulated kinase phosphorylation. Activation of human FFA4 by TUG-891 also results in rapid phosphorylation and internalization of the receptor[1].

References:
[1]. Hudson BD, et al. The pharmacology of TUG-891, a potent and selective agonist of the free fatty acid receptor 4 (FFA4/GPR120), demonstrates both potential opportunity and possible challenges to therapeutic agonism. Mol Pharmacol. 2013 Nov;84(5):710-25.

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References on TUG 891

The pharmacology of TUG-891, a potent and selective agonist of the free fatty acid receptor 4 (FFA4/GPR120), demonstrates both potential opportunity and possible challenges to therapeutic agonism.[Pubmed:23979972]

Mol Pharmacol. 2013 Nov;84(5):710-25.

TUG-891 [3-(4-((4-fluoro-4'-methyl-[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoic acid] was recently described as a potent and selective agonist for the long chain free fatty acid (LCFA) receptor 4 (FFA4; previously G protein-coupled receptor 120, or GPR120). Herein, we have used TUG-891 to further define the function of FFA4 and used this compound in proof of principle studies to indicate the therapeutic potential of this receptor. TUG-891 displayed similar signaling properties to the LCFA alpha-linolenic acid at human FFA4 across various assay end points, including stimulation of Ca(2)(+) mobilization, beta-arrestin-1 and beta-arrestin-2 recruitment, and extracellular signal-regulated kinase phosphorylation. Activation of human FFA4 by TUG-891 also resulted in rapid phosphorylation and internalization of the receptor. While these latter events were associated with desensitization of the FFA4 signaling response, removal of TUG-891 allowed both rapid recycling of FFA4 back to the cell surface and resensitization of the FFA4 Ca(2)(+) signaling response. TUG-891 was also a potent agonist of mouse FFA4, but it showed only limited selectivity over mouse FFA1, complicating its use in vivo in this species. Pharmacologic dissection of responses to TUG-891 in model murine cell systems indicated that activation of FFA4 was able to mimic many potentially beneficial therapeutic properties previously reported for LCFAs, including stimulating glucagon-like peptide-1 secretion from enteroendocrine cells, enhancing glucose uptake in 3T3-L1 adipocytes, and inhibiting release of proinflammatory mediators from RAW264.7 macrophages, which suggests promise for FFA4 as a therapeutic target for type 2 diabetes and obesity. Together, these results demonstrate both potential but also significant challenges that still need to be overcome to therapeutically target FFA4.

Discovery of a potent and selective GPR120 agonist.[Pubmed:22519963]

J Med Chem. 2012 May 10;55(9):4511-5.

GPR120 is a receptor of unsaturated long-chain fatty acids reported to mediate GLP-1 secretion, insulin sensitization, anti-inflammatory, and anti-obesity effects and is therefore emerging as a new potential target for treatment of type 2 diabetes and metabolic diseases. Further investigation is however hindered by the lack of suitable receptor modulators. Screening of FFA1 ligands provided a lead with moderate activity on GPR120 and moderate selectivity over FFA1. Optimization led to the discovery of the first potent and selective GPR120 agonist.

Description

TUG-891is a potent and selective agonist for the long chain free fatty acid (LCFA) receptor 4 (FFA4/GPR120).

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