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FMOC-L-Leucine

Item № 10004888
CAS № 35661-60-0
Purity ≥98%
product image
                (CAS 35661-60-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 g $15.00 0.00
     50 g $29.00 0.00
     100 g $54.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • FMOC-Leu
  • NPC 15199
  • NSC 334290

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 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

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Technical Information
Formal Name
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine
CAS Number
35661-60-0
Synonyms
  • FMOC-Leu
  • NPC 15199
  • NSC 334290
Molecular Formula
C21H23NO4
Formula Weight
353.4
Purity
≥98%
Formulation
A crystalline solid
λmax
206, 265, 289, 300 nm
SMILES
CC(C)C[C@H](NC(=O)OCC1c2ccccc2c2ccccc12)C(=O)O
InChI Code
InChI=1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)
InChI Key
CBPJQFCAFFNICX-UHFFFAOYSA-N

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

Shipping & Storage
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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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. Villacorta, L., Schopfer, F.J., Zhang, J., et al. PPARγ and its ligands: Therapeutic implications in cardiovascular disease Clinical Science 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 Archivum Immunologiae et Therapiae Experimentalis 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 Molecular Cell 8, 737-747 (2001).

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