Cyclosporin A

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Cat.No. 1101 - Cyclosporin A | C62H111N11O12 | CAS No. 59865-13-3
Description: Calcineurin inhibitor
Alternative Names: Ciclosporin A
Purity: ≥99% (HPLC)
Datasheet
Citations (24)
Reviews (1)
Literature (1)

Biological Activity

Immunosuppressant; simultaneously binds calcineurin and cyclophilin and inhibits phosphatase activity of calcineurin (IC50 = 5 nM). Additionally inhibits formation and opening of the mitochondrial permeability transition pore (MPTP). Also inhibits coronavirus replication in vitro. Enhances lentirival transduction of bone marrow-derived CD34+ cells and is additive with Prostaglandin E2 (Cat. No. 2296).

Compound Libraries

Cyclosporin A is also offered as part of the Tocriscreen Antiviral Library. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 1202.63
Formula C62H111N11O12
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 59865-13-3
PubChem ID 2909
InChI Key PMATZTZNYRCHOR-CGLBZJNRSA-N
Smiles [H][C@@]1(C(C)C)NC([C@@H](N(C(CN(C([C@@H](NC([C@]([C@@H]([C@@H](C/C=C/C)C)O)(N(C([C@](C(C)C)(N(C([C@@H](N(C([C@](CC(C)C)(N(C([C@H](NC([C@@H](NC([C@@H](N(C1=O)C)CC(C)C)=O)C)=O)C)=O)C)[H])=O)C)CC(C)C)=O)C)[H])=O)C)[H])=O)CC)=O)C)=O)C)CC(C)C)=O

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 120.26 100
ethanol 60.13 50

Preparing Stock Solutions

The following data is based on the product molecular weight 1202.63. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 0.83 mL 4.16 mL 8.32 mL
5 mM 0.17 mL 0.83 mL 1.66 mL
10 mM 0.08 mL 0.42 mL 0.83 mL
50 mM 0.02 mL 0.08 mL 0.17 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Brookemeier and Pfeiffer (1995) Inhibition of the mitochondrial permeability transition pore by cyclosporin A during long time frame experiments: relationship between pore opening and the activity of mitochondrial phospholipases. Biochemistry 34 16440 PMID: 8845372

Fruman et al (1992) Calcineurin phosphatase activity in T lymphocytes is inhibited by FK 506 and cyclosporin A. Proc.Natl.Acad.Sci.U.S.A. 89 3686 PMID: 1373887

Nakata et al (1998) Evidence that cyclosporin A and dexameth. inhibit allergic airway inflammation via suppression of interleukin-5 synthesis by T cells. Br.J.Pharmacol. 124 1425 PMID: 9723954

Yan et al (2009) Cyclosporin-A potently induces highly cardiogenic progenitors from embryonic stem cells. Biochem.Biophys.Res.Commun. 379 115 PMID: 19094963

Petrillo et al (2019) Assessing the impact of cyclosporin A on lentiviral transduction and preservation of human hematopoietic stem cells in clinically relevant ex vivo gene therapy settings. Hum.Gene.Ther. 30 1133 PMID: 31037976

de Wilde et al (2011) Cyclosporin A inhibits the replication of diverse coronaviruses. J.Gen.Virol. 92 2542 PMID: 21752960

de Wilde et al (2013) MERS-coronavirus replication induces severe in vitro cytopathology and is strongly inhibited by cyclosporin A or interferon-α treatment. J.Gen.Virol. 94 1749 PMID: 23620378

Carbajo-Lozoya et al (2014) Human coronavirus NL63 replication is cyclophilin A-dependent and inhibited by non-immunosuppressive cyclosporine A-derivatives including Alisporivir. Virus Res. 184 44 PMID: 24566223


If you know of a relevant reference for Cyclosporin A, please let us know.

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24 Citations for Cyclosporin A

Citations are publications that use Tocris products. Selected citations for Cyclosporin A include:

Pérez et al (2018) Mitochondrial permeability transition pore contributes to mitochondrial dysfunction in fibroblasts of patients with sporadic Alzheimer's disease. Redox Biol 19 290 PMID: 30199818

Burdyga et al (2018) Phosphatases control PKA-dependent functional microdomains at the outer mitochondrial membrane. Proc Natl Acad Sci U S A. 115 E6497 PMID: 29941564

Cui et al (2016) Endocannabinoid dynamics gate spike-timing dependent depression and potentiation. Elife 5 e13185 PMID: 26920222

Palmqvist et al (2016) A human and animal model-based approach to investigating the anti-inflammatory profile and potential of the 5-HT2B receptor antagonist AM1030. J Inflamm (Lond) 13 20 PMID: 27340371

Liu et al (2015) Hyperphosphate-Induced Myocardial Hypertrophy through the GATA-4/NFAT-3 Signaling Pathway Is Attenuated by ERK Inhibitor Treatment. Exp Eye Res 5 79 PMID: 25999956

Faralli et al (2015) NFATc1 activity regulates the expression of myocilin induced by dexameth. J Biol Chem 130 42614 PMID: 25450062

Draganov et al (2015) Modulation of P2X4/P2X7/Pannexin-1 sensitivity to extracellular ATP via iverm. induces a non-apoptotic and inflammatory form of cancer cell death. J Neurosci 5 16222 PMID: 26552848

Puri et al (2019) Mul1 restrains Parkin-mediated mitophagy in mature neurons by maintaining ER-mitochondrial contacts. Nat Commun 10 3645 PMID: 31409786

Pont et al (2012) Oxytocin-stimulated NFAT transcriptional activation in human myometrial cells. Mol.Endocrinol. 26 1743 PMID: 22902539

Panja et al (2019) Paraneoplastic cerebellar degeneration: Yo antibody alters mitochondrial calcium buffering capacity. Neuropathol Appl Neurobiol 45 141 PMID: 29679372

Bhosale and Duchen (2019) Investigating the Mitochondrial Permeability Transition Pore in Disease Phenotypes and Drug Screening. Curr Protoc Pharmacol e59 PMID: 31081999

Battefeld et al (2019) High-Frequency Microdomain Ca2+ Transients and Waves during Early Myelin Internode Remodeling. Cell Rep 26 182 PMID: 30605675

Agarwal et al (2017) Transient Opening of the Mitochondrial Permeability Transition Pore Induces Microdomain Calcium Transients in Astrocyte Processes. Neuron 93 587 PMID: 28132831

Ceglia et al (2010) Signaling pathways controlling the phosphorylation state of WAVE1, a regulator of actin polymerization. J Neurochem 114 182 PMID: 20403076

Piccart et al (2015) Neurotensin Induces Presynaptic Depression of D2 DA Autoreceptor-Mediated Neurotransmission in Midbrain DArgic Neurons. J Neurosci 35 11144 PMID: 26245975

Gray et al (2014) Inhibitory interactions between phosphorylation sites in the C terminus of α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid-type glutamate receptor GluA1 subunits. Mol Immunol 289 14600 PMID: 24706758

Miyamoto et al (2016) Increasing the Receptor Tyrosine Kinase EphB2 Prevents Amyloid-β-induced Depletion of Cell Surface Glutamate Receptors by a Mechanism That Requires the PDZ-binding Motif of EphB2 and Neuronal Activity. Cardiorenal Med 291 1719 PMID: 26589795

Gross et al (2013) Roles of endothelial nitric oxide synthase (eNOS) and mitochondrial permeability transition pore (MPTP) in epoxyeicosatrienoic acid (EET)-induced cardioprotection against infarction in intact rat hearts. J Mol Cell Cardiol 59 20 PMID: 23419451

Grodzki et al (2009) FcεRI-induced activation by low antigen concentrations results in nuclear signals in the absence of degranulation. PLoS One 46 2539 PMID: 19540596

O'Donnell et al (2016) Transient Oxygen/Glucose Deprivation Causes a Delayed Loss of Mitochondria and Increases Spontaneous Calcium Signaling in Astrocytic Processes. J Neurosci 36 7109 PMID: 27383588

Yu et al (2014) Differential effects of the Toll-like receptor 2 agonists, PGN and Pam3CSK4 on anti-IgE induced human mast cell activation. PLoS One 9 e112989 PMID: 25398056

Li and Burrell (2011) Associative, bidirectional changes in neural signaling utilizing NMDA receptor- and endocannabinoid-dependent mechanisms. Learn Mem 18 545 PMID: 21844187

George et al (2011) Calcium-dependent phosphorylation regulates neuronal stability and plasticity in a highly precise pacemaker nucleus. J Neurophysiol 106 319 PMID: 21525377

Belmeguenai and Hansel (2005) A role for protein phosphatases 1, 2A, and 2B in cerebellar long-term potentiation. J Biol Chem 25 10768 PMID: 16291950


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Reviews for Cyclosporin A

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Cyclosporin against synthetic immunosuppressant.
By Anonymous on 02/06/2019
Species: Human

Used cyclosporin as a natural control to understand few other synthetic immunosuppressants.


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