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Ascomycin(FK 520)

Catalog No.
A3191
Macrolide immunosuppressant,FK-520 analog
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$65.00
In stock
50mg
$60.00
In stock
100mg
$80.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Ascomycin (FK 520, FR900520) is a novel neutral macrolide immunosuppressant, isolated from the cultured broth of Streptomyces hygroscopicus subsp. yakushimaensis No. 7238.

In vitro: Ascomycin (FK 520, FR900520) suppressed lymphocyte reaction in a dose dependent fashion. Ascomycin was non-toxic at concentrations less than 3,200 nM, at which the percent inhibition was 18.9%. Ascomycin showed antifungal activity against Aspergillus fumigatus IFO 5840. Ascomycin had no inhibitory effect on bacteria or yeast at 100 μg/ml [1].

In vivo: Ascomycin was dose-dependently effective and clearly prolonged skin allograft survival at 3.2 mg/kg or more, though all skin allografts were rejected within 7 days in rats treated intramuscularly with olive oil. Ascomycin, dissolved in olive oil, showed no adverse effect when administered intraperitoneally to ddY mice (male, 8 weeks old) at 100 mg/kg [1].

Clinical trial: Ascomycin macrolactam derivative, Pimecrolimus, had been tested in both adults and pediatric patients with Atopic Dermatitis in two seperate clinical trials.

Reference:
[1] Hatanaka H, Kino T, Miyata S, Inamura N, Kuroda A, Goto T, Tanaka H, Okuhara M.  FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physico-chemical and biological characteristics. J Antibiot (Tokyo). 1988;41(11):1592-601.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt792.01
Cas No.104987-12-4
FormulaC43H69NO12
SynonymsImmunomycin;FK 520;FR 900520;FR-900520;FR900520;FK-520;FK520
Solubility≥38.9 mg/mL in DMSO; insoluble in H2O; ≥98.6 mg/mL in EtOH
SDFDownload SDF
Canonical SMILESO[C@@]([C@H](C)C1)(C(C(N2[C@H](C(O[C@H](/C(C)=C/[C@H](CC[C@H]3O)C[C@H]3OC)[C@H](C)[C@H](C4)O)=O)CCCC2)=O)=O)O[C@H]([C@H](C[C@@H](C)C/C(C)=C\[C@@H](CC)C4=O)OC)[C@H]1OC
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:

Cell lines

Aspergillus fumigatus IFO 5840

Preparation method

The solubility of this compound in DMSO is ≥ 38.9 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

100 μg/ml

Applications

Ascomycin (FK 520) showed antifungal activity against Aspergillus fumigatus IFO 5840. When Ascomycin (FK 520) concentration is 100 μg / ml, it has no inhibitory effect on bacteria or yeast.
Animal experiment [1]:

Animal models

ddY mice

Dosage form

100 mg/kg,(i.p.)

Application

FR-900520 and FR-900523 were dissolved in olive oil by intraperitoneal injection at a concentration of 100 mg / kg into ddY mice (male, 8 weeks), and the mice had no adverse reactions.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Hatanaka H, Kino T, Miyata S, Inamura N, Kuroda A, Goto T, Tanaka H, Okuhara M. FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physico-chemical and biological characteristics. J Antibiot (Tokyo). 1988 Nov;41(11):1592-601. PubMed PMID:2461926.

Biological Activity

Description Ascomycin is a macrolide immunosuppressant antibiotic.
Targets peptidyl-prolyl cis-trans isomerase PfFKBP35        
IC50   0.52 μM        

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