G5668

Sigma-Aldrich

GW1929 hydrate

>98% (HPLC), solid

Synonym(s):
N-(2-Benzoylphenyl)-O-[2-(methyl-2-pyridinylamino)ethyl]-L-tyrosine hydrate
Empirical Formula (Hill Notation):
C30H29N3O4 · xH2O
Molecular Weight:
495.57 (anhydrous basis)
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

>98% (HPLC)

form

solid

solubility

DMSO: 20 mg/mL

originator

GlaxoSmithKline

SMILES string

[H]O[H].CN(CCOc1ccc(C[C@H](Nc2ccccc2C(=O)c3ccccc3)C(O)=O)cc1)c4ccccn4

InChI

1S/C30H29N3O4.H2O/c1-33(28-13-7-8-18-31-28)19-20-37-24-16-14-22(15-17-24)21-27(30(35)36)32-26-12-6-5-11-25(26)29(34)23-9-3-2-4-10-23;/h2-18,27,32H,19-21H2,1H3,(H,35,36);1H2/t27-;/m0./s1

InChI key

XSITZVFUXCLFMK-YCBFMBTMSA-N

Gene Information

human ... PPARG(5468)

Application

GW1929 has been used as a peroxisome proliferator-activated receptor γ (PPARγ) ligand:
  • to study its effects on plant homeodomain finger protein 16 (Phf16) and patatin-like phospholipase domain containing 3 (Pnpla3) expression involved in adipogenesis
  • to study its effects on complement component 3 (C3) gene expression in human hepatoma cells
  • to activate PPARγ in human breast cancer cells

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

GW1929 is a non-thiazolidinedione and is involved in cell growth inhibition and regulating gene expression. It exhibits neuroprotective effects against global cerebral ischemic-reperfusion injury by DNA fragmentation and minimizing the inflammation. GW1929 participates in the inhibition of α7 N-acetylcholine receptor expression and promoter activity. It also influences the early growth response-1 (Egr-1) protein expression.
GW1929 is a high affinity agonist of PPAR-γ.

Legal Information

Sold for research purposes only, pursuant to an agreement with Glaxo­Smith­Kline

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Seo-Hyuk Chang et al.
Journal of cellular biochemistry, 120(3), 3599-3610 (2018-10-03)
Adipocyte differentiation is controlled by multiple signaling pathways. To identify new adipogenic factors, C3H10T1/2 adipocytes were treated with previously known antiadipogenic phytochemicals (resveratrol, butein, sulfuretin, and fisetin) for 24 hours. Commonly regulated genes were then identified by transcriptional profiling analysis. Three...
Swei Sunny Hahn et al.
Cellular signalling, 26(4), 730-739 (2014-01-15)
Studies demonstrated that peroxisome proliferator-activated receptor gamma (PPARγ) ligands reduce nicotine-induced non small cell lung carcinoma (NSCLC) cell growth through inhibition of nicotinic acetylcholine receptor (nAChR) mediated signaling pathways. However, the mechanisms by which PPARγ ligands inhibited nAChR expression remain...
Ravinder K Kaundal et al.
Behavioural brain research, 216(2), 606-612 (2010-09-14)
Transient global cerebral ischemia results in acute neurodegeneration in selective brain areas. Global cerebral ischemic-reperfusion (IR) injury induced selective hippocampal damage results into various neurobehavioral deficits including spatial memory and learning deficiencies. In this study, we have investigated the protective...
Vladimir S Shavva et al.
European journal of cell biology, 97(3), 204-215 (2018-03-20)
C3 is an acute phase protein, and thus its plasma concentration increases quickly and drastically during the onset of inflammation. Insulin plays a complex role in inflammation. Elevated level of plasma C3 was shown to correlate with heightened fasting insulin...
Secreted Factors from Adipose Tissue Reprogram Tumor Lipid Metabolism and Induce Motility by Modulating PPAR?/ANGPTL4 and FAK.
Blucher, et al.
Molecular Cancer Research, 18, 1849-1862 (2021)

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