|
SLFExclusive
Cayman Chemical Item Number 10007974
Description
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.3↗,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.3↗
Synonyms Synthetic Ligand of FKBP
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
Molecular Formula C30H40N2O6
Formula Weight 524.7
Formulation A solution in methyl acetate
Purity ≥98%
λmax 205, 232, 281 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES COc1cc(CCC(OC(=O)[C@@H]2CCCCN2C(=O)C(=O)C(C)(C)CC)c2cccc(N)c2)ccc1OC
InCHI Code1S/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 |