342500

FK-506, Streptomyces sp.

Immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2.

• Synonym(s): FK-506, Streptomyces sp., Tacrolimus
• Empirical Formula (Hill Notation): C₄₄H₆₉NO₁₂
• CAS Number: 104987-11-3
• Molecular Weight: 804.02
• MDL number: MFCD00869853
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• description: RTECS - KD4200000
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated
• color: off-white
• solubility: DMSO: 10 mg/mL; methanol: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: N21[C@@H](CCCC2)C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](\C=C(\C[C@@H](C[C@@H]([C@H]4O[C@]([C@@H](C[C@@H]4OC)C)(C(=O)C1=O)O)OC)C)/C)CC=C)O)C)\C(=C\C3C[C@H]([C@@H](CC3)O)OC)\C.O
• InChI: 1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30?,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
• InChI key: NWJQLQGQZSIBAF-HZXKVGIDSA-N

Description

General description

Immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 binding protein, thereby reversing its effects on sarcoplasmic reticulum Ca²⁺ release. Inhibits the Ca²⁺-dependent phosphatase, Protein Phosphatase 2B (Calcineurin; Cat. No. 539568), as well as Na⁺,K⁺-ATPase in nephron segments. Also shown to inhibit aldosterone-induced synthesis of G_iα-3 protein.

Immunosuppressant that blocks T-cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 Binding Protein, thereby reversing its effects on sarcoplamic reticulum Ca²⁺ release. Shown to inhibit the Ca²⁺-dependent phosphatase, Calcineurin (Cat. No. 539565), as well as Na⁺-K⁺-ATPase in nephron segments. Also shown to inhibit aldosterone-induced synthesis of Giα-3 protein.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Immunosuppressant that blocks T cell proliferation

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Toxic (F)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Asano, K., et al. 1996. In Vivo 10, 537.
McCall, E., et al. 1996. Circ. Res. 79, 1110.
Raufman, J.P., et al. 1996. J. Biol. Chem. 271, 19877.
Rokaw, M.D., et al. 1996. Am. J. Physiol. 271, C194.

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H319,H361f,H373
• pcodes: P202 - P260 - P264 - P280 - P301 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 2 - STOT RE 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3