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G3335

Item № 17593
CAS № 36099-95-3
Purity ≥98%
product image
                (CAS 36099-95-3)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     10 mg $25.00 0.00
     25 mg $53.00 0.00
     50 mg $79.00 0.00
     100 mg $150.00 0.00

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

Description

Peroxisome proliferator-activated receptor γ (PPARγ) is a nuclear receptor with key roles in adipocyte differentiation and glucose homeostasis.1,2 G3335 is a cell-permeable dipeptide that potently antagonizes PPARγ (Kd = 8.34 µM).3 It reversibly and competitively blocks activation of PPARγ by rosiglitazone (IC50 = 8-32 µM).3 G3335 is active in vivo, abolishing the protective effects of rosiglitazone in experimental spinal cord injury in rats.4 G3335 has also been used to evaluate the role of PPARγ in neurotoxicity studies.5,6

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Technical Information
Formal Name
L-tryptophyl-L-glutamic acid
CAS Number
36099-95-3
Molecular Formula
C16H19N3O5
Formula Weight
333.3
Purity
≥98%
Formulation
A crystalline solid
λmax
218, 278, 288 nm
SMILES
OC(CC[C@@H](C(O)=O)NC([C@@H](N)CC1=CNC2=C1C=CC=C2)=O)=O
InChI Code
InChI=1S/C16H19N3O5/c17-11(7-9-8-18-12-4-2-1-3-10(9)12)15(22)19-13(16(23)24)5-6-14(20)21/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1
InChI Key
PWIQCLSQVQBOQV-AAEUAGOBSA-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. Heikkinen, S., Auwerx, J., and Argmann, C.A. PPARγ in human and mouse physiology Biochimica et Biophysica Acta 1771(8), 999-1013 (2007).

2. Michalik, L., Auwerx, J., Berger, J.P., et al. International union of pharmacology. LXI. Peroxisome proliferator-activated receptors Pharmacological Reviews 58, 726-741 (2006).

3. Ye, F., Zhang, Z.S., Luo, H.B., et al. The dipeptide H-Trp-Glu-OH shows highly antagonistic activity against PPARγ: Bioassay with molecular modeling simulation ChemBioChem 7, 74-82 (2006).

4. Meng, Q.Q., Liang, X.J., Wang, P., et al. Rosiglitazone enhances the proliferation of neural progenitor cells and inhibits inflammation response after spinal cord injury Neuroscience Letters 503, 191-195 (2011).

5. Di Cesare Mannelli, L., Zanardelli, M., Micheli, L., et al. PPAR-γ impairment alters peroxisome functionality in primary astrocyte cell cultures Biomed.Res.Int. 2014, 1-12 (2014).

6. Zanardelli, M., Micheli, L., Cinci, L., et al. Oxaliplatin neurotoxicity involves peroxisome alterations. PPARγ agonism as preventive pharmacological approach PLoS One 9(7), 1-15 (2014).

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