C1832

Cyclosporin A

BioReagent, from Tolypocladium inflatum, for molecular biology, ≥95%

• Synonym(e): Antibiotic S 7481F1
• Empirische Formel (Hill-System): C₆₂H₁₁₁N₁₁O₁₂
• CAS-Nummer: 59865-13-3
• Molekulargewicht: 1202.61
• Beilstein: 3647785
• MDL-Nummer: MFCD00274558
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24892440
• NACRES: NA.52

Eigenschaften

• Biologische Quelle: Tolypocladium inflatum
• Qualitätsniveau: 300
• Qualität: for molecular biology
• Produktlinie: BioReagent
• Assay: ≥95%
• Form: powder
• Methode(n): drug transporter assay: suitable
• Löslichkeit: dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
• Eignung: corresponds to standard ; suitable for molecular biology
• Wirkungsspektrum von Antibiotika: fungi
• Wirkungsweise: enzyme | inhibits
• Lagertemp.: 2-8°C
• SMILES String: CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)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+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
• InChIKey: PMATZTZNYRCHOR-CGLBZJNRSA-N
• Angaben zum Gen: human ... PPIA(5478)

Beschreibung

Allgemeine Beschreibung

Chemical structure: peptide

Cyclosporin A is a fungal metabolite with immunosuppressive properties. Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes.

Anwendung

Cyclosporin A was suitable for:

• Using in in vivo Neovascularization Assay, to subcutaneously inject the mice daily for suppressing the immune response.
• Measuring the multiple drug resistance transporter activity in putative cancer stem/progenitor cells.
• mRNA transcription studies
• analytical standard

Biochem./physiol. Wirkung

Ein Pilzmetabolit mit wirksamen immunsuppressiven Eigenschaften. Er hemmt die T-Zell-Rezeptor-Signaltransduktion über die Bildung eines Cyclosporin A−Cyclophilin Komplexes, der Calcineurin (Protein Phosphatase 2B) inhibiert. Hemmt die durch Interleukin 1?, Lipopolysaccharide und TNF induzierte Stickoxid-Synthese. Kann die Freisetzung von Cytochrom c aus Mitochondrien blockieren.

Cyclosporin A has been shown to inhibit the functioning of several nuclear proteins involved in T-cell activation at the level of mRNA transcription. It forms a complex with its intracellular receptor cyclophilin, which can then bind to calcineurin, a Ca2+ - and calmodulin-dependent protein phosphatase, inhibiting its enzymatic activity. It was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H302,H350,H360FD
• P-Sätze: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges