Name: Rapamycin (Sirolimus)
Price: 196.00 USD

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    Rapamycin was used as a kind of original antifungal antibiotic, which is produced by Streptomyces hygroscopicus. Now it has been used in the prevention of transplant rejection because of its immunosuppressive effect. It also exhibits activity against several transplantable tumors and slightly activity to inactive against leukemias. The immunosuppressive effect of Rapamycin is exerted by inhibiting the activation and proliferation of T cells. Rapamycin binds to FK-binding protein 12 (FKBP12) and forms the rapamycin-FKBP12 complex, which regulates an enzyme that plays an important role in the progression of the cell cycle.
    
    1. Sehgal, Suren N. "Rapamune®(RAPA, rapamycin, sirolimus): mechanism of action immunosuppressive effect results from blockade of signal transduction and inhibition of cell cycle progression." Clinical biochemistry 31.5 (1998): 335-340.
    2. Sehgal, S. N., H. Baker, and Claude Vézina. "Rapamycin (AY-22,989), a new antifungal antibiotic. II. Fermentation, isolation and characterization." The Journal of antibiotics 28.10 (1975): 727-732.
- Properties
  - Categories
    
    Original antifungal antibiotic
    
    Alternative Name
    
    Sirolimus,(-)-Rapamycin, AY-22989, WY-090217, Antibiotic AY22989
    
    CAS Number
    
    53123-88-9
    
    Molecular Formula
    
    C51H79NO13
    
    Molecular Weight
    
    914.18
    
    Appearance
    
    A solid
    
    Purity
    
    98.82%
    
    Solubility
    
    ≥45.7 mg/mL in DMSO; insoluble in H2O; ≥58.9 mg/mL in EtOH with ultrasonic
    
    Storage
    
    Desiccate at -20°C
    
    SMILES
    
    O[[email protected]]1[[email protected]](OC)C[[email protected]](C[[email protected]@H](C)[[email protected]](CC([[email protected]](C)/C=C(C)/[[email protected]]([[email protected]@H](OC)C([[email protected]@H](C[[email protected]@H](/C=C/C=C/C=C(C)/[[email protected]@H](OC)C[[email protected]@H]2CC[[email protected]@H](C)[[email protected]@](C(C(N3[[email protected]]4CCCC3)=O)=O)(O)O2)C)C)=O)O)=O)OC4=O)CC1
    
    * For Research Use Only
- Reference
  - 1. Yang Liu, Libo He, et al. "Pharmacological inhibition of sphingolipid synthesis reduces ferroptosis by stimulating the HIF-1 pathway." iScience. 2022 Jun 6;25(7):104533. PMID: 35784791
    2. Jialin He, Jianyang Liu, et al. "OM-MSCs Alleviate the Golgi Apparatus Stress Response following Cerebral Ischemia/Reperfusion Injury via the PEDF-PI3K/Akt/mTOR Signaling Pathway." Oxid Med Cell Longev. 2021 Nov 13;2021:4805040. PMID: 34815829
    3. Fang Wang, Jing Zhang, et al. "2-Deoxy-D-glucose impedes T cell-induced apoptosis of keratinocytes in oral lichen planus." J Cell Mol Med. 2021 Nov;25(21):10257-10267. PMID: 34672419
    4. Na Li, Ming Yan. "Extracellular IL-37 promotes osteogenic and odontogenic differentiation of human dental pulp stem cells via autophagy." Exp Cell Res. 2021 Oct 1;407(1):112780. PMID: 34411610
    5. Yuhui Yang, Yiping Huang, et al. "Compressive force regulates cementoblast migration via downregulation of autophagy." J Periodontol. 2021 Nov;92(11):128-138. PMID: 34231875
    6. Xiaoli Liu, Yan Gu, et al. "Honokiol induces paraptosis-like cell death of acute promyelocytic leukemia via mTOR & MAPK signaling pathways activation." Apoptosis. 2021 Apr;26(3-4):195-208. PMID: 33550458
    7. Weiwen Wang, Yan Zhang, et al. "CXCR4 induces cell autophagy and maintains EBV latent infection in EBVaGC." Theranostics. 2020 Sep 18;10(25):11549-11561. PMID: 33052232
    8. Liu Y, Li J, et al. "Advanced glycation end-products suppress autophagy by AMPK/mTOR signaling pathway to promote vascular calcification." Mol Cell Biochem. 2020;471(1-2):91-100. PMID: 32514882
    9. Wang J, Chen Y, et al. "mTORC1-IRE1α pathway activation contributes to palmitate-elicited triglyceride secretion and cell death in hepatocytes." Exp Biol Med (Maywood). 2020;1535370220928276. PMID: 32436749
    10. Meng XL, Fu P, et al. "Increased EZH2 Levels in Anterior Cingulate Cortex Microglia Aggravate Neuropathic Pain by Inhibiting Autophagy Following Brachial Plexus Avulsion in Rats." Neurosci Bull. 2020;10.1007/s12264-020-00502-w. PMID: 32346844
    11. Xie X, Yang C, et al. "Advanced glycation end products reduce macrophage-mediated killing of Staphylococcus aureus by ARL8 upregulation and inhibition of autolysosome formation." Eur J Immunol. 2020;10.1002/eji.201948477. PMID: 32250445
    12. Wang F, Zhang J, et al. "The mTOR-glycolytic pathway promotes T-cell immunobiology in oral lichen planus." Immunobiology. 2020;225(3):151933. PMID: 32201095
    13. Zhao F, Wang J, et al. "Neuroprotection by Walnut-derived Peptides through Autophagy Promotion via Akt/mTOR Signaling Pathway against Oxidative Stress in PC12 Cells." J Agric Food Chem. 2020;10.1021/acs.jafc.9b08252. PMID: 32090563
    14. Xuyang Zhao, Yadong Ma, et al. "mTORC2 mediate FLCN-induced HIF2α nuclear import and proliferation of clear cell renal cell carcinoma." bioRxiv. 2020 January 13.
    15. Mitchell DC, Menon A, et al. "Cyclin-dependent kinase 4 inhibits the translational repressor 4E-BP1 to promote cap-dependent translation during mitosis-G1 transition." FEBS Lett. 2020 Apr;594(8):1307-1318. PMID: 31853978
    16. WandaNowaka, Leandro NicolásGrendasa, et al. "Pro-inflammatory monocyte profile in patients with major depressive disorder and suicide behaviour and how ketamine induces anti-inflammatory M2 macrophages by NMDAR and mTOR." EBioMedicine. Available online 18 November 2019.
    17. Liu XH, Liang S, et al. "Metabolomics Analysis Identifies Sphingolipids as Key Signaling Moieties in Appressorium Morphogenesis and Function in Magnaporthe oryzae." MBio. 2019 Aug 20;10(4). pii: e01467-19. PMID: 31431550
    18. Zhang C, Duan Y, et al. "TFEB mediates immune evasion and resistance to mTOR inhibition of renal cell carcinoma via induction of PD-L1." Clin Cancer Res. 2019 Aug 5. pii: clincanres.0733.2019. PMID: 31383732
    19. Li CF, Pan YK, et al. "Autophagy protects HUVECs against ER stress-mediated apoptosis under simulated microgravity." Apoptosis. 2019 Jul 29. PMID: 31359205
    20. Ye J, Xue M, et al. "Diosbulbin B-Induced Mitochondria-Dependent Apoptosis in L-02 Hepatocytes is Regulated by Reactive Oxygen Species-Mediated Autophagy." Front Pharmacol. 2019 Jun 19;10:676. PMID: 31275148
    21. Wang Z, Zhang Z, et al. "Polysaccharides from Enteromorpha Prolifera Ameliorate Acute Myocardial Infarction in Vitro and in Vivo via Up-Regulating HIF-1α." Int Heart J. 2019 Jun 28. PMID: 31257333
    22. Tang RH, Qi RQ, et al. "Interleukin-4 affects microglial autophagic flux." Neural Regen Res. 2019 Sep;14(9):1594-1602. PMID: 31089059
    23. Yang D, Zhang B, et al. "COPS5 negatively regulates goat endometrial function via the ERN1 and mTOR-autophagy pathways during early pregnancy." J Cell Physiol. 2019 Aug;234(10):18666-18678. PMID: 30927262
    24. Zhang M, Liu F, et al. "The MTOR signaling pathway regulates macrophage differentiation from mouse myeloid progenitors by inhibiting autophagy." Autophagy. 2019 Feb 27:1-13. PMID: 30724690
    25. Rossi A, Pakhomova ON, et al. "Mechanisms and immunogenicity of nsPEF-induced cell death in B16F10 melanoma tumors." Sci Rep. 2019 Jan 23;9(1):431. PMID: 30674926
    26. Benjamin Cook. "Investigating Autophagy, Extracellular Vesicles, and Glycobiology." Loyola University Chicago.2018.
    27. Yang D, Jiang T, et al."CREB3 Regulatory Factor -mTOR-autophagy regulates goat endometrial function during early pregnancy." Biol Reprod. 2018 Feb 13. PMID: 29447354
    28. Aluru M, McKinney T, et al. "Mitogen-activated protein kinases, Fus3 and Kss1, regulate chronological lifespan in yeast." Aging (Albany NY). 2017 Dec 21;9(12):2587-2609. PMID: 29273704
    29. Yang D, Jiang T, et al. "Hormone regulates endometrial function via cooperation of endoplasmic reticulum stress and mTOR-autophagy." J Cell Physiol. 2017 Dec 5. PMID: 29206294
    30. Marsh KM, Schipper D, et al. "Metabolic Impact of Rapamycin (Sirolimus) and B-Estradiol Using Mouse Embryonic Fibroblasts as a Model for Lymphangioleiomyomatosis." Lung. 2017 Jun 2. PMID: 28577037
    31. Zhixia Qiu , Shuihong Zhang , et al. "The role of curcumin in disruption of HIF-1α accumulation to alleviate adipose fibrosis via AMPK-mediated mTOR pathway in high-fat diet fed mice." J Funct Foods. 2017 Mar.
    32. Li X, Guo K, et al. "5-HT 2 receptor mediates high-fat diet-induced hepatic steatosis and very low density lipoprotein overproduction in rats." Obes Res Clin Pract. 2018 Jan - Feb;12(1S1):16-28. PMID: 27133527
    33. Holubova, Kristina, et al. "Rapamycin blocks the antidepressant effect of ketamine in task-dependent manner." Psychopharmacology (2016): 1-21. PMID: 27004790
    34. Hagg A, Colgan TD, et al. "Using AAV vectors expressing the β2-adrenoceptor or associated Gα proteins to modulate skeletal muscle mass and muscle fibre size." Sci Rep. 2016 Mar 4;6:23042. PMID: 26972746
    35. Fu J, Ma S, et al. "Long-term Stress with Hyperglucocorticoidemia-induced Hepatic Steatosis with VLDL Overproduction Is Dependent on both 5-HT2 Receptor and 5-HT Synthesis in Liver." Int J Biol Sci. 2016 Jan 1;12(2):219-34. PMID: 26884719
    36. Ranjan, Kishu, and Chandramani Pathak. "Expression of cFLIPL Determines the Basal Interaction of Bcl‐2 with Beclin‐1 and Regulates p53 Dependent Ubiquitination of Beclin‐1 During Autophagic Stress." Journal of cellular biochemistry (2015). PMID: 26682748
    37. Deng, Jiangshan, et al. "Identification of the protective role of DJ-1 in hypoglycemic astrocyte injury using proteomics." Journal of proteome research (2015). PMID: 26057206