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A3698-75 Ascomycin CAS: 104987-12-4

Specifications
References
CAS Number
104987-12-4
Grade
Highly Purified
Molecular Formula
C43H69NO12
Molecular Weight
792.01
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
Immunomycin; FK-520; FR-520; NSC-106410; FR 900520; L 683590; Changchuanmycin

Ascomycin inhibits the production of T helper type 1 (Th1) (interferon and IL-2) and Th2 (IL-4 and IL-10) cytokines in target cells.

Ascomycin (also known as Immunomycin, FR 900520, and FK-520) is an analog of tacrolimus (FK-506) with immunosuppressive, neurotrophic and antifungal activities. Ascomycin can be used to prevent rejection after an organ transplant, and to treat autoimmune diseases and skin diseases.
Ascomycin inhibits the production of T helper type 1 (Th1) (interferon and IL-2) and Th2 (IL-4 and IL-10) cytokines in target cells. Paul, C., et al. "Ascomycins: promising agents for the treatment of inflammatory skin diseases." Expert Opin. Investig. Drugs. 9: 69-77 (2000). Mollison, K.W., et al. "A macrolactam inhibitor of T helper type 1 and T helper type 2 cytokine biosynthesis for topical treatment of inflammatory skin diseases." J. Invest. Dermatol. 112: 729-738 (1999).
Antimalarial effects of ascomycin appear to be independent of its immunosuppressive properties. Monaghan, P., et al. "Antimalarial effects of macrolactones related to FK520 (ascomycin) are independent of the immunosuppressive properties of the compounds." J. Infect. Dis. 191: 1342-1349 (2005).
FK-520 might be a substrate for P-glycoprotein; expression of P-glycoprotein in yeast cells resulted in resistance to growth inhibition by FK-520. Raymond, M., et al. "Functional expression of P-glycoprotein in Saccharomyces cerevisiae confers cellular resistance to the immunosuppressive and antifungal agent FK520." Mol. Cell Biol. 14: 277-286 (1994).
Synonyms
Immunomycin; FK-520; FR-520; NSC-106410; FR 900520; L 683590; Changchuanmycin
CAS No
104987-12-4
Molecular Formula
C43H69NO12
Molecular Weight
792.01
Appearance
White to off-white powder
Purity
≥99% (HPLC, TLC)
Melting Point
154.5-160ºC
Solubility
Soluble in DMSO at 65mg/mL; soluble in ethanol at 50mg/mL with warming; very poorly soluble in water; maximum solubility in plain water is estimated to be about 10-50uM; buffers, serum, or other additives may increase or decrease the aqueous solubility.
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
References
1. Paul, C., et al. "Ascomycins: promising agents for the treatment of inflammatory skin diseases." Expert Opin. Investig. Drugs. 9:69-77 (2000). 2. Mollison, K.W., et al. "A macrolactam inhibitor of T helper type 1 and T helper type 2 cytokine biosynthesis for topical treatment of inflammatory skin diseases." J. Invest. Dermatol. 112:729-738 (1999). 3. Monaghan, P., et al. "Antimalarial effects of macrolactones related to FK520 (ascomycin) are independent of the immunosuppressive properties of the compounds." J. Infect. Dis. 191:1342-1349 (2005). 4. Raymond, M., et al. "Functional expression of P-glycoprotein in Saccharomyces cerevisiae confers cellular resistance to the immunosuppressive and antifungal agent FK520." Mol. Cell Biol. 14:277-286 (1994).
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