182800

Ascomycin, Streptomyces hygroscopicus

An ethyl analog of FK506 with similar immunosuppressant properties.

• Synonym(e): Ascomycin, Streptomyces hygroscopicus, Immunomycin, FR-900520
• Empirische Formel (Hill-System): C₄₃H₆₉NO₁₂
• CAS-Nummer: 104987-12-4
• Molekulargewicht: 792.01
• UNSPSC-Code: 12352200

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥90% (HPLC)
• Form: crystalline solid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze
• Farbe: white
• Löslichkeit: DMSO: 1 mg/mL; ethanol: 1 mg/mL
• Versandbedingung: ambient
• Lagertemp.: −20°C
• InChI: 1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29+,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1
• InChIKey: ZDQSOHOQTUFQEM-BFFCMSJVSA-N

Beschreibung

Allgemeine Beschreibung

An ethyl analog of FK506 with similar immunosuppressant properties. Acts by binding to immunophilins. Inhibits the synthesis of Th-1 and Th-2 type cytokines in target cells.

Ethyl analog of FK-506 that possesses the same potent immunosuppressive properties as the parent compound. Inhibition of the Ca2⁺/calmodulin activated phosphatase calcineurin (IC₅₀ = 10 nM) by the ascomycin/FK-506 binding protein complex is believed to be important in the mechanism of immunosuppression. Acts by binding immumophilins.

Biochem./physiol. Wirkung

Cell permeable: no

Fully active via yeast rotamase (FK 506 binding protein) inhibition

Primary Target
Immunophilins

Product does not compete with ATP.

Reversible: no

Warnhinweis

Toxicity: Harmful (C)

Rekonstituierung

Following reconstitution, aliquot and freeze (-20°C). Ethanol stock solutions are stable for up to 3 days at -20°C. Anhydrous DMSO stock solutions are stable for up to 1 month -20°C.

Sonstige Hinweise

Paul, C., et al. 2000. Expert Opin. Invest. Drugs9, 69.
Kawai, M., et al. 1993. FEBS Lett.316, 107.
Pilot-Matias, T.J., et al. 1993. Gene128, 219.
Shafiee, A., et al. 1993. J. Antibiot.46, 1397.
Petros, A.M., et al. 1992. J. Med. Chem. 35, 2467.

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3