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Thermo Scientific Chemicals
Tacrolimus, 99+%
Tacrolimus, CAS # 104987-11-3, also known as FK-506 or fujimycin, is a macrolide compound that exhibits immunosuppressant, neuroprotective, and neuroregenerative activities and can inhibit T-cell proliferation and activation. | CAS: 104987-11-3 | C44H69NO12
化学物質識別子
CAS104987-11-3
IUPAC Name(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(1E)-1-[(3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-(prop-2-en-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.0⁴,⁹]octacos-18-ene-2,3,10,16-tetrone hydrate
Molecular FormulaC44H71NO13
InChI KeyNWJQLQGQZSIBAF-HZXKVGIDSA-N
SMILESO.CO[C@@H]1CC(CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@H](C[C@@H](C)C\C(C)=C\[C@@H](CC=C)C(=O)C[C@H](O)[C@H]1C)OC
さらに表示
スペックシートInteracts with the immunophilins cyclophilin and FKBP-12.Tacrolimus is used as an immunosuppressive drug that blocks T cell proliferation in vitro. Further, it is used as a research tool in chemically induced dimerization applications.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
General Description
• Tacrolimus is a macrolide isolated from Streptomyces tsukubaensis, that shows immunosuppressant, neuroprotective, and neuroregenerative activities, having the ability to block T-cell proliferation and activation in response to antigenic or mitogenic stimulation
• Tacrolimus interacts with the immunophilins cyclophilin and FKBP-12. Tacrolimus binds to the FKBP-12 protein (FK506 binding protein) and forms a complex with calcium-dependent proteins. This FKBP12-FK506 complex inhibits calcineurin phosphatase activity, resulting in decreased cytokine production, inhibition of T-lymphocyte signal transduction
• Tacrolimus also inhibits the transcription for genes that encode IL-3, IL-4, IL-5, GM-CSF, and TNF, all of which are involved in the early stages of T-cell activation
• This compound can also inhibit the release of pre-formed mediators from skin mast cells and basophils and downregulate the expression of FceRI on Langerhans cells
Application
• Tacrolimus has been studied in vitro to understand its impact on neutrophil production and/or survival • It is applied to suppress the inflammation in ulcerative cells
• It is used as a research tool in chemically induced dimerization applications in biology
• It has been used in in vitro studies to investigate its effect on human monocyte-derived dentritic cells
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RUO – Research Use Only
General References:
- Chapron, B.; Risler, L.; Phillips, B.; Collins, C.; Thummel, K.; Shen, D. Reversible, Time-Dependent Inhibition of CYP3A-Mediated Metabolism of Midazolam and Tacrolimus by Telaprevir in Human Liver Microsomes. J. Pharm. Pharm. Sci. International 2015, 18 (1), 101-111.
- Koenig JM, Matharoo N, Stegner JJ, Schowengerdt KO Jr. Tacrolimus: in vitro effects on myelopoiesis, apoptosis, and CD11b expression. J Heart Lung Transplant. 2005, 24, (9), 1332-1336.
- Tiefenthaler M, Hofer S, Ebner S, Ivarsson L, Neyer S, Herold M, Mayer G, Fritsch P, Heufler C. In vitro treatment of dendritic cells with tacrolimus: impaired T-cell activation and IP-10 expression. Nephrol Dial Transplant. 2004, 19, (3), 553-560.
組成および保存条件
-30°C to -10°C