239835

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.

• Sinônimo(s): Cyclosporin A, Tolypocladium inflatum
• Fórmula empírica (Notação de Hill): C₆₂H₁₁₁N₁₁O₁₂
• Número CAS: 59865-13-3
• Peso molecular: 1202.61
• Número MDL: MFCD00274558
• Código UNSPSC: 12352200

Propriedades

• Nível de qualidade: 200
• Ensaio: ≥97% dry basis
• forma: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze
• cor: white to off-white
• solubilidade: DMSO: 25 mg/mL; chloroform: soluble; ethanol: soluble; methanol: soluble
• Condições de expedição: ambient
• temperatura de armazenamento: 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+
• chave InChI: PMATZTZNYRCHOR-IMVLJIQESA-N

Descrição

Descrição geral

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.

Ações bioquímicas/fisiológicas

Cell permeable: no

Primary Target
NOS induced by interlukin-1-α

Product does not compete with ATP.

Reversible: no

Advertência

Toxicity: Carcinogenic / Teratogenic (D)

Reconstituição

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

Outras notas

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.

Informações legais

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

Informações de segurança

• Pictogramas: GHS08,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H302,H350,H360FD
• Declarações de precaução: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Classificações de perigo: Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3