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GW 1929

Item № 13689
CAS № 196808-24-9
Purity ≥98%
product image
                (CAS 196808-24-9)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $29.00 0.00
     5 mg $87.00 0.00
     25 mg $363.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

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

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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
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Yang, Q., and Li, Y. Roles of PPARs on regulating myocardial energy and lipid homeostasis Journal of Molecular Biology 85, 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) J. Biol. Chem. 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 Journal of Medicinal Chemistry 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 Behavioural Brain Research 216(2), 606-612 (2011).

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