A non-thiazolidinedione activator of PPARγ
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GW 1929

Item No. 13689

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-benzoylphenyl)-O-[2-(methyl-2-pyridinylamino)ethyl]-L-tyrosine
CAS Number
196808-24-9
Molecular Formula
C30H29N3O4
Formula Weight
495.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 20 mg/ml
λmax
245 nm
SMILES
O=C(C1=CC=CC=C1)C(C=CC=C2)=C2N[C@H](C(O)=O)CC3=CC=C(OCCN(C4=CC=CC=N4)C)C=C3
InChi Code
InChI=1S/C30H29N3O4/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)/t27-/m0/s1
InChi Key
QTQMRBZOBKYXCG-MHZLTWQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
    Explore Obesity & Metabolic Disease Resources

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Peroxisome proliferator-activated receptor (PPAR) γ is a nuclear receptor that, when activated, regulates fatty acid storage and glucose metabolism.1 The best known class of PPARγ ligands are the thiazolidinediones, including troglitazone (Item No. 71750) and rosiglitazone (Item No. 71740).2 GW 1929 is a non-thiazolidinedione activator of PPARγ that binds with a Ki value of 1.4 nM, with greater than 1,000-fold selectivity over other PPAR subtypes.3 It has anti-hyperglycemic and anti-hyperlipidemic activity when given orally in mouse and rat models of type 2 diabetes.3,4 Both in vitro and in vivo effects of GW 1929 on PPARγ greatly exceed those produced by troglitazone.3,4 In addition, GW 1929 has neuroprotective effects in global cerebral ischemic-reperfusion injury that are related to reduced inflammation and apoptotic DNA fragmentation.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, Q., and Li, Y. Roles of PPARs on regulating myocardial energy and lipid homeostasis. J. Mol. Biol. 85(7), 697-706 (2007).

    2. Lehmann, J.M., Moore, L.B., Smith-Oliver, T.A., et al. An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-activated receptor γ (PPARγ). The Journal of Biological Chemisty 270(22), 12953-12956 (1995).

    3. Henke, B.R., Blanchard, S.G., Brackeen, M.F., et al. N-(2-Benzoylphenyl)-L-tyrosine PPARγ agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents. J. Med. Chem. 41(25), 5020-5036 (1998).

    4. Brown, K.K., Henke, B.R., Blanchard, S.G., et al. A novel N-aryl tyrosine activator of peroxisome proliferator-activated receptor-γ reverses the diabetic phenotype of the Zucker diabetic fatty rat. Diabetes 48(7), 1415-1424 (1999).

    5. Kaundal, R.K., and Sharma, S.S. GW1929: A nonthiazolidinedione PPARγ agonist, ameliorates neurological damage in global cerebral ischemic-reperfusion injury through reduction in inflammation and DNA fragmentation. Behav. Brain Res. 216(2), 606-612 (2011).