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F4522-01 FK-506 (Fujimycin, Tacrolimus) CAS: 104987-11-3

Specifications
References
CAS Number
104987-11-3
Grade
Highly Purified
Molecular Formula
C44H69NO12
Molecular Weight
804.02
EU Commodity Code
38220090
UN DOT Shipping
UN2811 PGIII
Shipping Temp
Blue Ice
Storage Temp
-20°C
Advagraf; FR 900506; Fujimycin; L 679934; Prograf; Protopic; TacroBell; Tacrolimus; Tsukubaenolide; (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-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone

FK-506 is a potent immunosuppressant and in vitro T cell proliferation blocker. It has been shown to disrupt calcineurin (also known as CaN or phosphatase 2B)-mediated signal transduction in T lymphocytes. The compound interacts with its FK506-binding protein-12 (FKBP12). The resulting complex, in turn, interferes with calcineurin substrate interaction.

Synonyms
Advagraf; FR 900506; Fujimycin; L 679934; Prograf; Protopic; TacroBell; Tacrolimus; Tsukubaenolide; (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-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
CAS No
104987-11-3
Molecular Formula
C44H69NO12
Molecular Weight
804.02
Appearance
Off-white to white powder
Purity
≥99% (HPLC, TLC)
Solubility
Soluble in DMSO at 100mg/ml; soluble in ethanol at 100mg/ml; very poorly soluble in water; maximum solubility in plain water is estimated to be about 10uM; buffers, serum, or other additives may increase or decrease the aqueous solubility.
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C. Stable for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
References
1. McCall, E., et al. "Effects of FK-506 on contraction and Ca2+ transients in rat cardiac myocytes." Circ. Res. 79:1110-1121 (1996). 2. Rokaw, M.D., et al. "FK-506 and rapamycin but not cyclosporin inhibit aldosterone-stimulated sodium transport in A6 cells." Am. J. Physiol. 271:C194-202 (1996). 3. Rokaw, M.D., et al. "Rapamycin inhibits protein kinase C activity and stimulates Na+ transport in A6 cells." J. Biol. Chem. 271:32468-32473 (1996). 4. Dumont, F.J. "FK506, an immunosuppressant targeting calcineurin function." Curr. Med. Chem. 7:731-748 (2000).
USBio References
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