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Ascomycin

Immunomycin, FK520
Immunosuppressant
Cat #: A-800
Alternative Name Immunomycin, FK520
Lyophilized Powder yes
  • Bioassay Tested
  • Origin Streptomyces hygroscopicus var. subspascomyceticus.
    Source Natural
    MW: 792
    Purity: >99%
    Effective concentration 10-100 nM.
    Structure
    Chemical name (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)- 17-ethyl-1,14-dihydroxy-12-[(1E)-1-[(1S,3S,4S)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene- 2,3,10,16-tetrone.
    Molecular formula C43H69NO12.
    CAS No.: 104987-12-4, 11011-38-4.
    Activity Ascomycin is an immunosuppressant antifungal antibiotic1,2. It also inhibits calcineurin (PP-2B) activity3.
    References-Activity
    1. Arai, T. et al. (1962) J. Antibiot. (Tokyo) 15, 231.
    2. Morisaki, M. and Arai, T. (1992) J. Antibiot. (Tokyo) 45, 126.
    3. Meadows, R.P. et al. (1993) Biochemistry 32, 754.
    Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.
    Solubility DMSO, methanol or ethanol. Centrifuge all product preparations before use (10000 x g 5 min).
    Storage of solutions Up to four weeks at 4°C or three months at -20°C.
    Our bioassay
    • Alomone Labs Ascomycin inhibits the proliferation of Jurkat cells.
      Alomone Labs Ascomycin inhibits the proliferation of Jurkat cells.
      Cells were treated with different concentrations of Ascomycin (#A-800) for 4 days. The number of living cells was measured by XTT and normalized to the control (100%) and plotted against the drug concentration.
    References - Scientific background
    1. Arai, T. et al. (1962) J. Antibiot. (Tokyo) 15, 231.
    2. Morisaki, M. and Arai, T. (1992) J. Antibiot. (Tokyo) 45, 126.
    3. Meadows, R.P. et al. (1993) Biochemistry 32, 754.
    4. Kawai, M. et al. (1998) Bioorg. Med. Chem. Lett8, 935.
    5. Plath, K.E. et al. (2003) Clin. Exp. Allergy 33, 342.
    6. Paul, C. et al. (2000) Expert Opin. Investig. Drugs 9, 69.
    7. Griffiths, C.E. (2001) Br. J. Dermatol144, 679.
    8. Wellington, K. and Jarvis, B. (2002) Drugs 62, 817.
    9. Quatresooz, P. et al. (2003) Rev. Med. Liege 58, 168.
    Scientific background

    Ascomycin (FK520) is a structurally complex macrolide with immunosuppressant activity. It is an ethyl analog of the known immune suppressant FK506 (Tacrolimus).1,2 Ascomycin acts by binding to a class of cytosolic proteins, the immunophilins, especially macrophilin-12 (FKBP-12). The immunophilin-FK520 complex inhibits calcineurin, a type 2B phosphatase (PP2B).3

    Ascomycin suppresses the production of Th1 and Th2 cytokines in T lymphocytes, and preferentially inhibits the activation of mast cells (principal cells of the allergic response).4 In human basophils, it potently inhibited anti-IgE-induced histamine and cytokine release, and reduced IgE-dependent p38 MAPK activation.5 It seems that Ascomycin inhibits basophil degranulation at the initial phase of allergic skin reactions.6,7 Ascomycin derivatives are currently developed for the clinical treatment of dermatological diseases.8,9

    Last update: 16/08/2020

    Ascomycin (#A-800) is a highly pure, natural, and biologically active compound.

    For research purposes only, not for human use

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    Scientific Background

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