Catalog Number: 1292
Chemical Name: (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-ep
Biological Activity
Antifungal and immunosuppressant. Specific inhibitor of mTOR (mammalian target of Rapamycin). Complexes with FKBP-12 and binds mTOR inhibiting its activity. Inhibits interleukin-2-induced phosphorylation and activation of p70 S6 kinase. Induces autophagy in yeast and mammalian cell lines. Drives hPSC differentiation to mesendoderm and blood progenitor cells. Also used as a chemical dimerizer; rapamycin and GA3-AM (Cat. No. 5407) chemically inducible dimerization systems are orthogonal.
External Portal Information
Chemicalprobes.org is a portal that offers independent guidance on the selection and/or application of small molecules for research. The use of Rapamycin is reviewed on the chemical probes website.
Technical Data
  • M.Wt:
    914.18
  • Formula:
    C51H79NO13
  • Solubility:
    Soluble to 20 mM in ethanol and to 50 mM in DMSO
  • Purity:
    >98%
  • Storage:
    Desiccate at -20°C
  • CAS No:
    53123-88-9
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Background References
  1. Rapamycins: mechanism of action and cellular resistance.
    Huang et al.
    Cancer Biol.Ther., 2003;2:221
  2. Rapamycin, a specific inhibitor of the mammalian target of rapamycin, suppresses lymphangiogenesis and lymphatic metastasis.
    Kobayashi et al.
    Cancer Sci., 2007;98:726
  3. Rapamycin selectively inhibits interleukin-2 activation of p70 S6 kinase.
    Kuo et al.
    Nature, 1992;358:70
  4. Chemical modulators of autophagy as biological probes and potential therapeutics.
    Fleming et al.
    Nat.Chem.Biol., 2011;7:9
  5. A multi-lineage screen reveals mTORC1 inhibition enhances human pluripotent stem cell mesendoderm and blood progenitor production.
    Nazareth et al.
    Stem Cell Reports, 2016;6:679
  6. Rapid and orthogonal logic gating with a gibberellin-induced dimerization system
    Miyamoto et al.
    Nat.Chem.Biol., 2012;8:465
  7. Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles.
    Galluzzi et al.
    Nat.Rev.Drug.Discov., 2017;
Citations:

The citations listed below are publications that use Tocris products. Selected citations for Rapamycin include:

30 Citations: Showing 1 - 10
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  1. Bone morphogenetic protein dominantly suppresses epidermal growth factor-induced proliferative expansion of adult forebrain neural precursors.
    Authors: Joppé Et al.
    Nat Cell Biol 2015;9:407
  2. Modulation of BK channels contributes to activity-dependent increase of excitability through MTORC1 activity in CA1 pyramidal cells of mouse hippocampus.
    Authors: Springer Et al.
    Mol Biol Cell 2015;8:451
  3. PAK2 is an effector of TSC1/2 signaling independent of mTOR and a potential therapeutic target for Tuberous Sclerosis Complex.
    Authors: Alves Et al.
    Front Cell Neurosci 2015;5:14534
  4. GSK3-mediated raptor phosphorylation supports amino-acid-dependent mTORC1-directed signalling.
    Authors: Stretton Et al.
    Front Neurosci 2015;470:207
  5. A novel MEK-ERK-AMPK signaling axis controls chemokine receptor CCR7-dependent survival in human mature dendritic cells.
    Authors: López-Cotarelo Et al.
    Mol Brain 2015;290:827
  6. Inflammation-induced desmoglein-2 ectodomain shedding compromises the mucosal barrier.
    Authors: Kamekura Et al.
    Biochem J 2015;26:3165
  7. Mechanistic Target of Rapamycin Complex 1/S6 Kinase 1 Signals Influence T Cell Activation Independently of Ribosomal Protein S6 Phosphorylation.
    Authors: Salmond Et al.
    J Immunol 2015;195:4615
  8. Anti-Tumor Activity of Yuanhuacine by Regulating AMPK/mTOR Signaling Pathway and Actin Cytoskeleton Organization in Non-Small Cell Lung Cancer Cells.
    Authors: Kang Et al.
    PLoS One 2015;10:e0144368
  9. SynGAP regulates protein synthesis and homeostatic synaptic plasticity in developing cortical networks.
    Authors: Wang Et al.
    PLoS One 2014;8:e83941
  10. Angiogenic growth factors augment K-Cl cotransporter expression in erythroid cells via hypoxia-inducible factor-1α.
    Authors: Gonsalves Et al.
    Am J Hematol 2014;89:273
  11. Interaction of mTOR and Erk1/2 signaling to regulate oligodendrocyte differentiation.
    Authors: Dai Et al.
    Glia 2014;62:2096
  12. A genetic screen identifies an LKB1-MARK signalling axis controlling the Hippo-YAP pathway.
    Authors: Mohseni Et al.
    J Virol 2014;16:108
  13. Adaptation to mTOR kinase inhibitors by amplification of eIF4E to maintain cap-dependent translation.
    Authors: Cope Et al.
    J Cell Sci 2014;127:788
  14. Parallel measurement of dynamic changes in translation rates in single cells.
    Authors: Han Et al.
    Nat Methods 2014;11:86
  15. Inhibition of autophagy as a new means of improving chemotherapy efficiency in high-LC3B triple-negative breast cancers.
    Authors: Lefort Et al.
    Autophagy 2014;10:2122
  16. Suppression of MAPK/JNK-MTORC1 signaling leads to premature loss of organelles and nuclei by autophagy during terminal differentiation of lens fiber cells.
    Authors: Basu Et al.
    Autophagy 2014;10:1193
  17. Herpes simplex virus 2 (HSV-2) prevents dendritic cell maturation, induces apoptosis, and triggers release of proinflammatory cytokines: potential links to HSV-HIV synergy.
    Authors: Stefanidou Et al.
    J Biol Chem 2013;87:1443
  18. Post-transcriptional regulation of GABAB receptor and GIRK1 channels by Nogo receptor 1.
    Authors: Murthy Et al.
    Cereb Cortex 2013;6:30
  19. Identification of repurposed small molecule drugs for chordoma therapy.
    Authors: Xia Et al.
    Cancer Biol Ther 2013;14:638
  20. Ceramide 1-phosphate stimulates proliferation of C2C12 myoblasts.
    Authors: Gangoiti Et al.
    Biochimie 2012;94:597
  21. Immunohistochemical detection of cytoplasmic LC3 puncta in human cancer specimens.
    Authors: Ladoire Et al.
    Autophagy 2012;8:1175
  22. Fucoidan from seaweed Fucus vesiculosus inhibits migration and invasion of human lung cancer cell via PI3K-Akt-mTOR pathways.
    Authors: Lee Et al.
    PLoS One 2012;7:e50624
  23. Insulin-like growth factors promote vasculogenesis in embryonic stem cells.
    Authors: Piecewicz Et al.
    PLoS One 2012;7:e32191
  24. Passenger deletions generate therapeutic vulnerabilities in cancer.
    Authors: Muller Et al.
    Nature 2012;488:337
  25. Erlotinib antagonizes ABC transporters in acute myeloid leukemia.
    Authors: Lainey Et al.
    Cell Cycle 2012;11:4079
  26. Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins.
    Authors: Pietrocola Et al.
    Cell Cycle 2012;11:3851
  27. Docosahexaenoic acid induces autophagy through p53/AMPK/mTOR signaling and promotes apoptosis in human cancer cells harboring wild-type p53.
    Authors: Jing Et al.
    Sci Rep 2011;7:1348
  28. The angiogenic factor angiopoietin-1 is a proneurogenic peptide on subventricular zone stem/progenitor cells.
    Authors: Rosa Et al.
    J Neurosci 2010;30:4573
  29. BC1 regulation of metabotropic glutamate receptor-mediated neuronal excitability.
    Authors: Zhong Et al.
    J Neurosci 2009;29:9977
  30. Dysregulated metabotropic glutamate receptor-dependent translation of AMPA receptor and postsynaptic density-95 mRNAs at synapses in a mouse model of fragile X syndrome.
    Authors: Muddashetty Et al.
    J Neurosci 2007;27:5338
Expand to show all 30 Citations

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