Ascomycin

Cat. No. 4210

Ascomycin C43H69NO12 [104987-12-4]

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Alternative Names: FK 520, FR 900520

Chemical Name: (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone

Biological Activity

Analog of FK 506 (Cat. No. 3631); binds to FK 506-binding protein 12 (FKBP12) in order to inhibit calcineurin phosphatase activity (IC50 = 49 nM) and activation of nuclear factor of activated T cells (NFAT). Displays antifungal and immunosuppressive activities.

Technical Data

M.Wt:
792.01
Formula:
C43H69NO12
Solubility:
Soluble to 50 mM in DMSO and to 50 mM in ethanol
Storage:
Store at -20°C
CAS No:
104987-12-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Revill et al (2002) Genetically engineered analogs of ascomycin for nerve regeneration. J.Pharmacol.Exp.Ther. 302 1278. PMID: 12183690.

Arndt et al (1999) Secretion of FK506/FK520 and rapamycin by Streptomyces inhibits the growth of competing Saccharomyces cerevisiae and Cryptococcus neoformans. Microbiology 145 1989. PMID: 10463165.

Motamedi et al (1996) Characterization of methyltransferase and hydroxylase genes involved in the biosynthesis of the immunosuppressants FK506 and FK520. J.Bacteriol. 178 5243. PMID: 8752344.

Hatanaka et al (1988) FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physicochemical and biological characteristics. J.Antibiot (Tokyo). 41 1593.

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Keywords: Ascomycin, supplier, FK520, FR900520, Ascomycin, calcineurin, phosphatase, inhibitors, inhibits, analogs, FK, 506, fkbp12, immunosuppressives, antifungals, antibiotics, Tocris Bioscience, Protein Ser/Thr Phosphatases Inhibitor products

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