FK-506An agent that binds to the immunophilin FKBP2 and inhibits calcineurin

FK-506 (CAS 104987-11-3)

FK-506 | CAS 104987-11-3 is rated 5.0 out of 5 by 1.
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Synonym: Tacrolimus; Fujimycin
Application: An agent that binds to the immunophilin FKBP2 and inhibits calcineurin
CAS Number: 104987-11-3
Purity: ≥98%
Molecular Weight: 804.024
Molecular Formula: C44H69NO12
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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FK-506 is an agent that binds to the immunophilin FKBP12 and inhibits PP2B (calcineurin). FK-506, cyclosporin A (sc-3503), and rapamycin (sc-3504) have been shown to inhibit specific transduction pathways, which results in T lymphocyte activation. The compound can also inhibit cAMP levels in the presence of carbachol (sc-202092). Along with cyclosporin A and rapamycin, FK-506 can bind to immunosuppressant binding proteins with high affinity. FK-506 has been found to show neuroregenerative and neuroprotective actions aside from its immunosuppressant activity. Research indicates that FK-506 can stop T cell proliferation in vitro by blocking the generation of a variety of lymphokines, in particular, interleukin (IL-2).


References

1. Schreiber, S.L. 1991. Science. 251: 283-287. PMID: 1702904
2. McCall, E., et al. 1996. Circ. Res. 79: 1110-1121. PMID: 8943949
3. Asano, K., et al. 1996. In Vivo. 10: 537-545. PMID: 8986461
4. Raufman, J.P., et al. 1996. J. Biol. Chem. 271: 19877-19882. PMID: 8702699
5. Snyder, S.H., et al. 1998. Trends Pharmacol. Sci. 19: 21-26. PMID: 9509898
6. Gold, B.G., et al. 2004. Neurol. Res. 26: 371-380. PMID: 15198862

Physical State :
Solid
Solubility :
Soluble in DMSO (20 mg/ml), ethanol (100 mM), DMSO (≥161 mg/ml) at 25° C, water (0.15 mg/ml) at 25° C, ethanol (≥161 mg/ml) at 25° C, acetone, Chloroform, Ethyl Acetate, Ether, methanol, DMF (~30 mg/ml), and 1:1.5 EtOH:PBS(PH7.2) (~0.15 mg/ml).
Storage :
Store at -20° C
Melting Point :
120-125° C
Boiling Point :
~871.7° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.55
IC50 :
FKBP12: IC50 = 3 nM; IL-1, IL-2 : IC50 = 1 nM; IL-3, IL-4, IL-6: IC50 = 35 nM; GM-CSF, TNFα: IC50 = 10 nM
Ki Data :
FK506-binding protein 1A: Ki= 0.4 nM (human); Serine/threonine protein phosphatase 2B catalytic subunit, alpha isoform: Ki= 35 nM (human)
pK Values :
pKa: 9.97
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
KD4200000
PubChem CID :
445643
Merck Index :
14: 9025
MDL Number :
MFCD00869853
SMILES :
C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](/C=C(/C1)\\C)CC=C)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC

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FK-506  Product Citations

See how others have used FK-506. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 28400912  Xu, S.|Li, L.|Li, M.|Zhang, M.|Ju, M.|Chen, X.|Gu, H.| et al. 2017. Oxid Med Cell Longev. 2017: 5930639.

PMID: # 24675888  Feine, O. et al. 2014. Cell Cycle. 13: 1727-36.

PMID: # 16143253  Koenig, JM. et al. 2005. J. Heart Lung Transplant. 24: 1332-1336.

PMID: # 15799972  Lee, YI. et al. 2005. J. Biol. Chem. 280: 22044-22052.

PMID: # 11523700  Szabo, G. et al. 2001. J. Investig. Med. 49: 442-449.

PMID: # 10071036  Khanna, A. et al. 1999. Transplantation. 67: 614-619.

Citations 1 to 6 of 6 total
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Rated 5 out of 5 by from Lee Lee, et. al. (PubMed ID 15799972) found that FK-506 exhibited inhibitory effects on the dephosphorylation of GSK-3 following KCl-induced Depolarization in SH-SY5Y Cells. -SCBT Publication Review
Date published: 2015-04-28
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