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FMOC-L-Leucine

Cayman Chemical Item Number 10004888

FMOC-Leu; NPC 15199; NSC 334290 (CAS 35661-60-0)

FMOC-L-Leucine (CAS 35661-60-0)

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Description

Peroxisome proliferator-activated receptor γ (PPARγ) isoforms heterodimerize with retinoic X receptors to modulate gene expression related to adipocyte differentiation, fatty acid uptake and storage, and glucose metabolis.1 Natural agonists of PPARγ include fatty acids (e.g., linoleic acid and 15-deoxy-Δ12,14-prostaglandin J2), while thiazolidinediones (e.g., rosiglitazone and pioglitazone) are potent synthetic agonists.2,3 FMOC-L-leucine is a partial agonist of PPARγ.4,2 It activates PPARγ with a lower potency (Ki = 15 µM versus 0.035 µM) but a similar maximal efficacy compared to rosiglitazone.4 FMOC-L-leucine improves insulin resistance in normal, diet-induced glucose-intolerant and in diabetic db/db mice, yet has reduced adipogenic activity.4 As a result, it is classified as a selective PPARγ modulator (SPPARM), capable of producing insulin-sensitizing effects while minimizing side effects associated with full agonists.2

1 Heikkinen, S., Auwerx, J., and Argmann, C.A. PPARγ in human and mouse physiology. Biochim Biophys Acta 1771(8) 999-1013 (2007).

2 Villacorta, L., Schopfer, F.J., Zhang, J., et al. PPARγ and its ligands: Therapeutic implications in cardiovascular disease. Clin Sci 116 205-218 (2009).

3 Zieleniak, A., Wójcik, M., and Wozniak, L.A. Structure and physiological functions of the human peroxisome proliferator-activated receptor γ. Arch Immunol Ther Exp 56 331-345 (2008).

4 Rocchi, S., Picard, F., Vamecq, J., et al. A unique PPARγ ligand with potent insulin-sensitizing yet weak adipogenic activity. Mol Cell 8 737-747 (2001).

Synonyms
  • FMOC-Leu
  • NPC 15199
  • NSC 334290
Formal Name N-​[(9H-​fluoren-​9-​ylmethoxy)carbonyl]-​L-​leucine
CAS Number 35661-60-0
Molecular Formula C21H23NO4
Formula Weight 353.4
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage Room temperature
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC(C)​C[C@H]​(NC(=O)​OCC1c2ccccc2c2ccccc12)​C(=O)​O

Background Reading

Heikkinen, S., Auwerx, J., and Argmann, C.A. PPARγ in human and mouse physiology. Biochim Biophys Acta 1771(8) 999-1013 (2007).

Rocchi, S., Picard, F., Vamecq, J., et al. A unique PPARγ ligand with potent insulin-sensitizing yet weak adipogenic activity. Mol Cell 8 737-747 (2001).

Villacorta, L., Schopfer, F.J., Zhang, J., et al. PPARγ and its ligands: Therapeutic implications in cardiovascular disease. Clin Sci 116 205-218 (2009).

Zieleniak, A., Wójcik, M., and Wozniak, L.A. Structure and physiological functions of the human peroxisome proliferator-activated receptor γ. Arch Immunol Ther Exp 56 331-345 (2008).

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Size Price Quantity Subtotal
25 g $15.00 $0.00
50 g $29.00 $0.00
100 g $54.00 $0.00
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Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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