Tacrolimus
Tacrolimus is a calcineurin inhibitor that exhibits immunosuppressive, anti-fibrotic, anti-inflammatory, and anti-allergic activities. Clinically, tacrolimus is used to treat atopic dermatitis and conjunctivitis. In vivo, tacrolimus inhibits synthesis of type I collagen polypeptides and the interaction between LARP6 and FKBP3, suppressing the development of alcohol-induced liver fibrosis. In animal models of OVA-induced allergy, tacrolimus decreases allergic symptoms and levels of IgE, eosinophils, IL-5, and GATA-3.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18974446
| Cas No. |
104987-11-3 |
|---|---|
| Purity |
≥98% |
| Formula |
C44H69NO12 |
| Formula Wt. |
804.02 |
| Chemical Name |
3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R, 26aS)5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-(2-(4-hydroxy-3-methoxycyclohexyl)-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-5,19-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone |
| Synonym |
FK-506; Fujimycin; Prograf; Protopic; CCRIS 7124. |
| Melting Point |
126-130°C |
| Solubility |
Soluble in DMSO (20 mg/ml), ethanol (30 mg/ml), acetone, ethyl acetate, diethyl ether or chloroform. |
| Appearance |
White Crystal Powder |
Carr WW. Topical calcineurin inhibitors for atopic dermatitis: review and treatment recommendations. Paediatr Drugs. 2013 Aug;15(4):303-10. PMID: 23549982.
Manojlovic Z, Blackmon J, Stefanovic B. Tacrolimus (FK506) prevents early stages of ethanol induced hepatic fibrosis by targeting LARP6 dependent mechanism of collagen synthesis. PLoS One. 2013 Jun 3;8(6):e65897. PMID: 23755290.
Grigoriu S, Bond R, Cossio P, et al. The molecular mechanism of substrate engagement and immunosuppressant inhibition of calcineurin. PLoS Biol. 2013;11(2):e1001492. PMID: 23468591.
Shin JH, Park HR, Kim SW, et al. The effect of topical FK506 (tacrolimus) in a mouse model of allergic rhinitis. Am J Rhinol Allergy. 2012 Mar-Apr;26(2):e71-5. PMID: 22487280.
Izumi S, Nozaki Y, Komori T, et al. Substrate-dependent inhibition of organic anion transporting polypeptide 1B1: comparative analysis with prototypical probe substrates estradiol-17beta-glucuronide, estrone-3-sulfate, and sulfobromophthalein. Drug Metab Dispos. 2013 Oct;41(10):1859-1866. PMID: 23920221.
