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Rapamycin

Catalog #: 1292
48 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
1292/1
Rapamycin | CAS No. 53123-88-9 | mTOR Inhibitors
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Description: mTOR inhibitor; immunosuppressant

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-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone

Purity: ≥98%

Product Details
Citations (48)
Reviews
Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

Rapamycin is an antifungal and immunosuppressant. Rapamycin is a specific inhibitor of mTOR (mammalian target of rapamycin); complexes with FKBP-12 and binds mTOR inhibiting its activity. Rapamycin inhibits interleukin-2-induced phosphorylation and activation of p70 S6 kinase and induces autophagy in yeast and mammalian cell lines. Rapamycin drives hPSC differentiation to mesendoderm and blood progenitor cells. Also used as a chemical dimerizer; rapamycin and GA3-AM chemically inducible dimerization systems are orthogonal. Inhibits MERS-CoV infection of Huh7 cells in a plaque reduction assay. Enhances lentiviral transduction of hematopoietic stem cells.

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 DMSO
Purity:
≥98%
Storage:
Store 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. Regulation of matrix metalloproteinase-1, -3, and -9 in Mycobacterium tuberculosis-dependent respiratory networks by the rapamycin-sensitive PI3K/p70(S6K) cascade.
    Singh S, Saraiva L, Elkington P, Friedland J
    FASEB J, 2014;28(1):85-93.
  2. Phosphatidylethanolamine positively regulates autophagy and longevity.
    Rockenfeller P, Koska M, Pietrocola F, Minois N, Knittelfelder O, Sica V, Franz J, Carmona-Gutierrez D, Kroemer G, Madeo F
    Cell Death Differ, 2015;22(3):499-508.
  3. Senescent stromal cell-induced divergence and therapeutic resistance in T cell acute lymphoblastic leukemia/lymphoma

    Oncotarget, 2016;0(0):.
  4. Early treatment with xenon protects against the cold ischemia associated with chronic allograft nephropathy in rats.
    Zhao H, Luo X, Zhou Z, Liu J, Tralau-Stewart C, George A, Ma D
    Kidney Int, 2014;85(1):112-23.
  5. SynGAP regulates protein synthesis and homeostatic synaptic plasticity in developing cortical networks.
    Wang C, Held R, Hall B
    PLoS ONE, 2013;8(12):e83941.
  6. Gastrointestinal cancer cells treatment with bevacizumab activates a VEGF autoregulatory mechanism involving telomerase catalytic subunit hTERT via PI3K-AKT, HIF-1? and VEGF receptors
    N Mahfouz, R Tahtouh, N Alaaeddine, J El Hajj, R Sarkis, R Hachem, I Raad, G Hilal
    PLoS ONE, 2017;12(6):e0179202.
  7. Activation of mammalian target of rapamycin mediates rat pain-related responses induced by BmK I, a sodium channel-specific modulator.
    Jiang, Feng, Pang, Xue-Yan, Niu, Qing-Sha, Hua, Li-Ming, Cheng, Ming, Ji, Yong-Hua
    Mol Pain, 2013;9(0):50.
  8. Mechanistic Target of Rapamycin Complex 1/S6 Kinase 1 Signals Influence T Cell Activation Independently of Ribosomal Protein S6 Phosphorylation.
    Salmond R, Brownlie R, Meyuhas O, Zamoyska R
    J Immunol, 2015;195(10):4615-22.
  9. Reactive Astrocytes Promote ALS-like Degeneration and Intracellular Protein Aggregation in Human Motor Neurons by Disrupting Autophagy through TGF-?1
    P Tripathi, N Rodriguez-, JR Klim, AS de Boer, S Agrawal, J Sandoe, CS Lopes, KS Ogliari, LA Williams, M Shear, LL Rubin, K Eggan, Q Zhou
    Stem Cell Reports, 2017;0(0):.
  10. Parallel measurement of dynamic changes in translation rates in single cells.
    Han, Kyuho, Jaimovich, Ariel, Dey, Gautam, Ruggero, Davide, Meyuhas, Oded, Sonenberg, Nahum, Meyer, Tobias
    Nat Methods, 2014;11(1):86-93.
  11. Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles.
    Galluzzi et al.
    Nat.Rev.Drug.Discov., 2017;
  12. Rapamycin selectively inhibits interleukin-2 activation of p70 S6 kinase.
    Kuo et al.
    Nature, 1992;358:70
  13. Rapamycins: mechanism of action and cellular resistance.
    Huang et al.
    Cancer Biol.Ther., 2003;2:221
  14. Rapamycin, a specific inhibitor of the mammalian target of rapamycin, suppresses lymphangiogenesis and lymphatic metastasis.
    Kobayashi et al.
    Cancer Sci., 2007;98:726
  15. 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
  16. Rapid and orthogonal logic gating with a gibberellin-induced dimerization system
    Miyamoto et al.
    Nat.Chem.Biol., 2012;8:465
  17. Antiviral potential of ERK/MAPK and PI3K/AKT/mTOR signaling modulation for Middle East Respiratory Syndrome coronavirus infection as identified by temporal kinome analysis.
    Kindrachuk et al.
    Antimicrob.Agents Chemother., 2015;59:1088
  18. Rapamycin relieves lentiviral vector transduction resistance in human and mouse hematopoietic stem cells
    Wang et al.
    Blood, 2014;124:913

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Citations for Rapamycin

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

48 Citations: Showing 1 - 10

  1. Ras-Induced miR-146a and 193a Target Jmjd6 to Regulate Melanoma Progression.
    Authors: Anelli Et al.
    Front Genet  2019;9:675
  2. Direct Gαq Gating Is the Sole Mechanism for TRPM8 Inhibition Caused by Bradykinin Receptor Activation.
    Authors: Zhang
    Cell Rep  2019;27:3672
  3. Melatonin: The smart molecule that differentially modulates autophagy in tumor and normal placental cells.
    Authors: Sagrillo-Fagundes Et al.
    PLoS One  2019;14:e0202458
  4. Secreted Amyloid Precursor Protein-Alpha Promotes Arc Protein Synthesis in Hippocampal Neurons.
    Authors: Livingstone Et al.
    Front Mol Neurosci  2019;12:198
  5. Evidence that TLR4 Is Not a Receptor for Saturated Fatty Acids but Mediates Lipid-Induced Inflammation by Reprogramming Macrophage Metabolism.
    Authors: Lancaster Et al.
    Cell Metab  2018;27:1096
  6. Upregulation of IRS1 Enhances IGF1 Response in Y537S and D538G ESR1 Mutant Breast Cancer Cells.
    Authors: Li Et al.
    Endocrinology  2018;159:285
  7. Eicosapentaenoic acid attenuates dexamethasome-induced apoptosis by inducing adaptive autophagy via GPR120 in murine bone marrow-derived mesenchymal stem cells.
    Authors: Gao Et al.
    Cell Death Dis  2016;7:e2235
  8. Vitamin C alleviates aging defects in a stem cell model for Werner syndrome.
    Authors: Li Et al.
    Protein Cell  2016;7:478
  9. Diagnostic and clinical relevance of the autophago-lysosomal network in human gliomas.
    Authors: Jennewein Et al.
    Oncotarget  2016;7:20016
  10. Activation of the Mammalian Target of Rapamycin in the Rostral Ventromedial Medulla Contributes to the Maintenance of Nerve Injury-Induced Neuropathic Pain in Rat.
    Authors: Wang Et al.
    Neural Plast  2016;2015:394820
  11. 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
  12. 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
  13. 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
  14. GSK3-mediated raptor phosphorylation supports amino-acid-dependent mTORC1-directed signalling.
    Authors: Stretton Et al.
    Front Neurosci  2015;470:207
  15. 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
  16. Inflammation-induced desmoglein-2 ectodomain shedding compromises the mucosal barrier.
    Authors: Kamekura Et al.
    Biochem J  2015;26:3165
  17. Docosahexaenoic Acid Induces Cell Death in Human Non-Small Cell Lung Cancer Cells by Repressing mTOR via AMPK Activation and PI3K/Akt Inhibition.
    Authors: Kim Et al.
    Biomed Res Int  2015;2015:239764
  18. 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
  19. Cardiolipin remodeling by TAZ/tafazzin is selectively required for the initiation of mitophagy.
    Authors: Hsu Et al.
    Autophagy  2015;11:643
  20. 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
  21. SILAC-Based Mass Spectrometry Analysis Reveals That Epibrassinolide Induces Apoptosis via Activating Endoplasmic Reticulum Stress in Prostate Cancer Cells.
    Authors: Obakan Et al.
    PLoS One  2015;10:e0135788
  22. SynGAP regulates protein synthesis and homeostatic synaptic plasticity in developing cortical networks.
    Authors: Wang Et al.
    PLoS One  2014;8:e83941
  23. 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
  24. West nile virus-induced activation of mammalian target of rapamycin complex 1 supports viral growth and viral protein expression.
    Authors: Shives Et al.
    J Virol  2014;88:9458
  25. Interaction of mTOR and Erk1/2 signaling to regulate oligodendrocyte differentiation.
    Authors: Dai Et al.
    Glia  2014;62:2096
  26. Long-term potentiation can be induced in the CA1 region of hippocampus in the absence of αCaMKII T286-autophosphorylation.
    Authors: Villers Et al.
    Learn Mem  2014;21:616
  27. A genetic screen identifies an LKB1-MARK signalling axis controlling the Hippo-YAP pathway.
    Authors: Mohseni Et al.
    J Virol  2014;16:108
  28. Adaptation to mTOR kinase inhibitors by amplification of eIF4E to maintain cap-dependent translation.
    Authors: Cope Et al.
    J Cell Sci  2014;127:788
  29. Parallel measurement of dynamic changes in translation rates in single cells.
    Authors: Han Et al.
    Nat Methods  2014;11:86
  30. 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
  31. 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
  32. Activation of mammalian target of rapamycin mediates rat pain-related responses induced by BmK I, a sodium channel-specific modulator.
    Authors: Jiang Et al.
    Mol Pain  2013;9:50
  33. 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
  34. Neuroprotection through excitability and mTOR required in ALS motoneurons to delay disease and extend survival.
    Authors: Saxena Et al.
    Neuron  2013;80:80
  35. Post-transcriptional regulation of GABAB receptor and GIRK1 channels by Nogo receptor 1.
    Authors: Murthy Et al.
    Cereb Cortex  2013;6:30
  36. Asymmetrical synaptic cooperation between cortical and thalamic inputs to the amygdale.
    Authors: Fonseca
    Neuropsychopharmacology  2013;38:2675
  37. Identification of repurposed small molecule drugs for chordoma therapy.
    Authors: Xia Et al.
    Cancer Biol Ther  2013;14:638
  38. Ceramide 1-phosphate stimulates proliferation of C2C12 myoblasts.
    Authors: Gangoiti Et al.
    Biochimie  2012;94:597
  39. Immunohistochemical detection of cytoplasmic LC3 puncta in human cancer specimens.
    Authors: Ladoire Et al.
    Autophagy  2012;8:1175
  40. 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
  41. Ins-like growth factors promote vasculogenesis in embryonic stem cells.
    Authors: Piecewicz Et al.
    PLoS One  2012;7:e32191
  42. Passenger deletions generate therapeutic vulnerabilities in cancer.
    Authors: Muller Et al.
    Nature  2012;488:337
  43. Erlotinib antagonizes ABC transporters in acute myeloid leukemia.
    Authors: Lainey Et al.
    Cell Cycle  2012;11:4079
  44. Pro-autophagic polyphenols reduce the acetylation of cytoplasmic proteins.
    Authors: Pietrocola Et al.
    Cell Cycle  2012;11:3851
  45. 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
  46. The angiogenic factor angiopoietin-1 is a proneurogenic peptide on subventricular zone stem/progenitor cells.
    Authors: Rosa Et al.
    J Neurosci  2010;30:4573
  47. BC1 regulation of metabotropic glutamate receptor-mediated neuronal excitability.
    Authors: Zhong Et al.
    J Neurosci  2009;29:9977
  48. 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

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