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Ascomycin

4210 Datasheet / COA / SDS
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4210/1
Ascomycin | CAS No. 104987-12-4 | Protein Ser/Thr Phosphatase Inhibitors
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Description: Calcineurin phosphatase inhibitor; analog of FK 506 (Cat. No. 3631)
Alternative Names: FK 520, FR 900520

Chemical Name: (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-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-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone

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Biological Activity

Analog of FK 506 (Cat. No. 3631); binds to FK 506-binding protein 12 (FKBP12) in order to inhibit calcineurin phosphatase activity (IC50 = 49 nM) and activation of nuclear factor of activated T cells (NFAT). Displays antifungal and immunosuppressive activities.

Technical Data

M.Wt:
792.01
Formula:
C43H69NO12
Solubility:
Soluble to 50 mM in DMSO and to 50 mM in ethanol
Storage:
Store at -20°C
CAS No:
104987-12-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Characterization of methyltransferase and hydroxylase genes involved in the biosynthesis of the immunosuppressants FK506 and FK520.
    Motamedi et al.
    J.Bacteriol., 1996;178:5243
  2. Secretion of FK506/FK520 and rapamycin by Streptomyces inhibits the growth of competing Saccharomyces cerevisiae and Cryptococcus neoformans.
    Arndt et al.
    Microbiology, 1999;145:1989
  3. Genetically engineered analogs of ascomycin for nerve regeneration.
    Revill et al.
    J.Pharmacol.Exp.Ther., 2002;302:1278
  4. FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physicochemical and biological characteristics.
    Hatanaka et al.
    J.Antibiot (Tokyo)., 1988;41:1593

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Tocris Small Molecules

FK 506

3631
19 Citations
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