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239835

Sigma-Aldrich

Cyclosporin A, Tolypocladium inflatum

Cyclosporin A, CAS 59865-13-3, is an immunosuppressant that induces apoptosis in rat thymocytes and in the murine B cell lymphoma cell line, WEH1-231. Induces cardiomyocytes formation from ESCs.

Synonyme(s) :

Cyclosporin A, Tolypocladium inflatum

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About This Item

Formule empirique (notation de Hill):
C62H111N11O12
Numéro CAS:
59865-13-3
Poids moléculaire :
1202.61
Numéro MDL:
MFCD00274558
Code UNSPSC :
12352200

Niveau de qualité

200

Pureté

≥97% dry basis

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze

Couleur

white to off-white

Solubilité

DMSO: 25 mg/mL
chloroform: soluble
ethanol: soluble
methanol: soluble

Conditions d'expédition

ambient

Température de stockage

2-8°C

InChI

1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+

Clé InChI

PMATZTZNYRCHOR-IMVLJIQESA-N

Description générale

Cyclic oligopeptide with immunosuppressant properties. Induces apoptosis in rat thymocytes and in the murine B cell lymphoma cell line, WEH1-231. However, prevents anti-IgM and ionomycin-induced apoptosis in BLB cell lines. The complex of cyclosporin A with cyclophilin inhibits protein phosphatase 2B with nanomolar affinity. Inhibits nitric oxide synthesis induced by interleukin-1α, lipopolysaccharides, and TNF-α. Induces cardiomyocytes from embryonic stem cells.
Material is a nonpolar cyclic oligopeptide with immunosuppressant activity. Appears to act via interaction with the intracellular protein cyclophilin. The cyclophilin-cyclosporin A complex is a potent inhibitor of the protein phosphatase activity of calcineurin (protein phosphatase 2B, PP2B). Induces apoptosis in rat thymocytes and in the murine B-cell lymphoma cell line, WEHI-231; however, it prevents anti-IgM and ionomycin-induced apoptosis in BLB cell lines. Inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides, and TNFα. Induces cardiomyocytes from embryonic stem cells.

Actions biochimiques/physiologiques

Cell permeable: no
Primary Target
NOS induced by interlukin-1-α
Product does not compete with ATP.
Reversible: no

Avertissement

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Autres remarques

Yan, P., et al. 2008. Biochem. Biophys. Res. Commun.in press.
Hattori, Y., and Naranishi, N. 1995. Cell Immunol.165, 7.
Marumo, T., et al. 1995. Hypertension25, 764.
Crabtree, G.R., and Clipstone, N.A. 1994. Annu. Rev. Biochem.63, 1045.
Gottschalk, A.R., et al. 1994. Proc. Natl. Acad. Sci. USA91, 7350.
Montague, J.W., et al. 1994. J. Biol. Chem.269, 18877.
Fast, D.J., et al. 1993. J.Interferon Res. 13, 235.
Liu, J. 1993. Trends Pharmacol. Sci. 14, 182.
Fruman, D.A., et al. 1992. Proc. Natl. Acad. Sci. USA89, 3686.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H350,H360FD

Classification des risques

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

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Consulter la Bibliothèque de documents

Zoë Steier et al.
Nature immunology, 24(9), 1579-1590 (2023-08-15)
The development of CD4+ T cells and CD8+ T cells in the thymus is critical to adaptive immunity and is widely studied as a model of lineage commitment. Recognition of self-peptide major histocompatibility complex (MHC) class I or II by
Sosuke Yagishita et al.
Neurology international, 16(3), 653-662 (2024-06-26)
The tau protein is a microtubule-associated protein that promotes microtubule stabilization. The phosphorylation of the tau protein has been linked to its dissociation from microtubules. Here, we examined the relationship between neuronal depolarization activity and tau protein phosphorylation by employing
Yunqing Li et al.
Pharmaceutics, 13(8) (2021-08-29)
Hypoxia is a complex microenvironmental condition known to regulate choline kinase α (CHKA) activity and choline transport through transcription factor hypoxia-inducible factor-1α (HIF-1α) and, therefore, may confound the uptake of choline radiotracer [18F]fluoromethyl-[1,2-2H4]-choline ([18F]-D4-FCH). The aim of this study was
Sabrina Giampaolo et al.
iScience, 26(3), 106234-106234 (2023-03-18)
In thymus, the ablation of T cell receptor (TCR)-activated transcription factor NFATc1 or its inducible isoforms during the double-negative (DN) stages of thymocyte development leads to a marked increase in γδ thymocytes whereas the development of αβ thymocytes remains mostly unaffected.
Magda N Hernández Vásquez et al.
The EMBO journal, 40(12), e107192-e107192 (2021-05-03)
The lymphatic system is composed of a hierarchical network of fluid absorbing lymphatic capillaries and transporting collecting vessels. Despite distinct functions and morphologies, molecular mechanisms that regulate the identity of the different vessel types are poorly understood. Through transcriptional analysis
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