A synthetic FK-506 Binding Protein (FKBP) ligand
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SLF

Item No. 10007974

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(3,3-dimethyl-1,2-dioxopentyl)-(2S)-2-piperidinecarboxylic acid, (1R)-1-(3-aminophenyl)-3-(3,4-dimethoxyphenyl)propyl ester
CAS Number
195513-96-3
Synonyms
  • Synthetic Ligand of FKBP
Molecular Formula
C30H40N2O6
Formula Weight
524.7
Purity
≥98%
Formulation
A 50 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:3): .2 mg/ml
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
InChI=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
InChi Key
IIDSDBBDZNDWCN-BJKOFHAPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $76

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    10 mg

    $145

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    50 mg

    $608

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    100 mg

    $987

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    Product Description

    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.1 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.1,2 For example, SLF monomers connected with a 10-atom linker activates Fas signaling via Fas-FKBP fusion proteins with an EC50 of 6 nM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. 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).

    Product Citations

    Takahashi, D., Moriyama, J., Nakamura, T., et al. AUTACs: Cargo-specific degraders using selective autophagy. Mol. Cell 76(5), 797-810 (2019).