A non-agonist PPARγ ligand
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SR 1824

Item No. 11087

Technical Information
Formal Name
(S)-4'-((5-((1-(4-bromophenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid
CAS Number
1338259-06-5
Molecular Formula
C33H29BrN2O3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
252 nm
SMILES
BrC1=CC=C([C@H](C)NC(C2=CC=C(N(CC3=CC=C(C4=CC=CC=C4C(O)=O)C=C3)C(C)=C5C)C5=C2)=O)C=C1
InChi Code
InChI=1S/C33H29BrN2O3/c1-20-22(3)36(19-23-8-10-25(11-9-23)28-6-4-5-7-29(28)33(38)39)31-17-14-26(18-30(20)31)32(37)35-21(2)24-12-15-27(34)16-13-24/h4-18,21H,19H2,1-3H3,(H,35,37)(H,38,39)/t21-/m0/s1
InChi Key
HBMXDCXJXYASGW-NRFANRHFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Peroxisome proliferator-activated receptor γ (PPARγ) is activated by the anti-diabetes drugs known as thiazolidinediones, including rosiglitazone (Item No. 71740) and pioglitazone (Item No. 71745).1 Phosphorylation of PPARγ by cyclin-dependent kinase 5 (Cdk5) causes dysregulation of genes whose expression is altered in obesity, including adiponectin.2 SR 1824 is a non-agonist PPARγ ligand (Ki = 10 nM) which blocks Cdk5-mediated phosphorylation.3 It does not inhibit activation of PPARγ by rosiglitazone (Item No. 71740).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Choi, J.H., Banks, A.S., Estall, J.L., et alAnti-diabetic drugs inhibit obesity-linked phosphorylation of PPARγ by Cdk5. Nature 466(7305), 451-456 (2010).

    3. Choi, J.H., Banks, A.S., Kamenecka, T.M., et alAntidiabetic actions of a non-agonist PPARγ ligand blocking Cdk5-mediated phosphorylation. Nature 477(7365), 477-481 (2011).