Item № 10007974
CAS № 195513-96-3
Purity ≥98%
5 mg $74.00 $0.00
10 mg $141.00 $0.00
50 mg $592.00 $0.00
100 mg $992.00 $0.00

Pricing updated 2016-04-29. Prices are subject to change without notice.

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  • Synthetic Ligand of FKBP

FK-506 is a potent immunosuppressant that forms a high affinity complex (Ki = 0.2 nM) with FK-506 binding protein 12 (FKBP12). This complex inhibits the activity of the calcium/calmodulin-dependent protein phosphatase, calcineurin, leading to disruption of T-cell activation.1 Synthetic ligand of FKBP (SLF) is a cell-permeable analog of FK-506 that binds tightly to FKBP but lacks the ability to inhibit calcineurin.2 By itself, SLF does not exhibit a significant cellular response. However, homodimers of SLF or heterodimers with another protein ligand, provide a method to promote the dimerization of ligand-specific fusion proteins to induce signaling events within a cellular environment.2,3 For example, SLF monomers connected with a 10-atom linker activates Fas signaling via Fas-FKBP fusion proteins with an EC50 of 6 nM.3

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Technical Information
Formal Name (1R)-1-(3-aminophenyl)-3-(3,4-dimethoxyphenyl)propyl ester-1-(3,3-dimethyl-1,2-dioxopentyl)-2S-piperidinecarboxylic acid
CAS Number 195513-96-3
  • Synthetic Ligand of FKBP
Molecular Formula C30H40N2O6
Formula Weight 524.7
Purity ≥98%
Formulation A solution in ethanol
λmax 205, 232, 281 nm
SMILES COc1cc(CCC(OC(=O)[C@@H]2CCCCN2C(=O)C(=O)C(C)(C)CC)c2cccc(N)c2)ccc1OC
InChI Code 1S/C30H40N2O6/c1-6-30(2,3)27(33)28(34)32-17-8-7-12-23(32)29(35)38-24(21-10-9-11-22(31)19-21)15-13-20-14-16-25(36-4)26(18-20)37-5/h9-11,14,16,18-19,23-24H,6-8,12-13,15,17,31H2,1-5H3/t23-,24+/m0/s1

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 As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

1. Dumont, F.J. FK506, An immunosuppressant targeting calcineurin function. Curr Med Chem 7 731-748 (2000).

2. Braun, P.D., Barglow, K.T., Lin, Y., et al. A bifunctional molecule that displays context-dependent cellular activity. J Am Chem Soc 125 7575-7580 (2003).

3. Amara, J.F., Clackson, T., Rivera, V.M., et al. A versatile synthetic dimerizer for the regulation of protein-protein interactions. Proc Natl Acad Sci USA 94 10618-10623 (1997).

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