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ProductsBack/Rapamycin [53123-88-9]
Chemical Structure
Chemical Structure
Chemical Structure

Rapamycin [53123-88-9]

Research Use Only
AG-CN2-0025
AdipoGen Life Sciences
CAS Number53123-88-9
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight914.2
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Rapamycin [53123-88-9]
  • Delivery Days Customer
    10
  • CAS Number
    53123-88-9
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Molecular Formula
    C51H79NO13
  • Molecular Weight
    914.2
  • Scientific Description
    Antibiotic. Antibacterial and antifungal properties [1, 2]. Forms a complex with FKBP12 and inhibits the mammalian target of rapamycin (mTOR). Inhibits the response to interleukin-2 (IL-2), and thereby blocks activation of T and B cells [3, 5, 6, 11]. Potent immunosuppressant [4, 10] used as an alternative to calcineurin inhibitors [12]. Restricts the proliferation of smooth-muscle cells by blocking cell cycle progression at the G1/S transition [7, 13]. Anti-proliferative. Antitumor compound [14, 15]. Apoptosis enhancer. Activator of autophagy both in vitro and in vivo [8, 9]. Anti-HIV and anti-aging compound [16, 17]. Neuroprotective [18]. Suppressor for self-renewal and vascular differentiation potential in hemangioma stem cells [19]. mTORC1 inhibitor [20]. - Chemical. CAS: 53123-88-9. Formula: C51H79NO13. MW: 914.2. Isolated from Streptomyces hygroscopicus. Antibiotic. Antibacterial and antifungal properties. Forms a complex with FKBP12 and inhibits the mammalian target of rapamycin (mTOR). Inhibits the response to interleukin-2 (IL-2), and thereby blocks activation of T and B cells. Potent immunosuppressant used as an alternative to calcineurin inhibitors. Restricts the proliferation of smooth-muscle cells by blocking cell cycle progression at the G1/S transition. Anti-proliferative. Antitumor compound. Apoptosis enhancer. Activator of autophagy both in vitro and in vivo. Anti-HIV and anti-aging compound. Neuroprotective. Suppressor for self-renewal and vascular differentiation potential in hemangioma stem cells.
  • SMILES
    [H][C@@]1(C[C@@H](C)[C@@H]2CC(=O)C(C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@@]3([H])CC[C@@H](C)[C@](O)(O3)C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O2)OC)CC[C@@H](O)[C@@H](C1)OC
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Rapamycin (AY-22,989), a new antifungal antibiotic. I. Taxonomy of the producing streptomycete and isolation of the active principle: C. Vezina, et al.; J. Antibiot. (Tokyo) 28, 721 (1975)
  • Rapamycin (AY-22,989), a new antifungal antibiotic. II. Fermentation, isolation and characterization: S.N. Sehgal, et al.; J. Antibiot. (Tokyo) 28, 727 (1975)
  • Inhibition of T and B lymphocyte proliferation by rapamycin: J.E. Kay, et al.; Immunology 72, 544 (1991)
  • FK506 and rapamycin: novel pharmacological probes of the immune response: J.Y. Chang, et al.; TIPS 12, 218 (1991) (Review)
  • Rapamycin-FKBP specifically blocks growth-dependent activation of and signaling by the 70 kd S6 protein kinases: J. Chung, et al.; Cell 69, 1227 (1992),
  • Rapamycin inhibition of interleukin-2-dependent p33cdk2 and p34cdc2 kinase activation in T lymphocytes: W.G. Morice, et al.; J. Biol. Chem. 268, 22737 (1993)
  • A mammalian protein targeted by G1-arresting rapamycin-receptor complex: E.J. Brown, et al.; Nature 369, 756 (1994)
  • Rapamycin, a potent immunosuppressive drug, causes programmed cell death in B lymphoma cells: S. Muthukkumar, et al.; Transplantation 60, 264 (1995)
  • Rapamycin enhances apoptosis and increases sensitivity to cisplatin in vitro: Y. Shi, et al.; Cancer Res. 55, 1982 (1995)
  • Mechanism of action of the immunosuppressant rapamycin: F.J. Dumont & Q. Su; Life Sci. 58, 373 (1996) (Review)