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Flucytosine

Catalog No.
A8433
Antifungal drug
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$55.00
In stock
1g
$47.00
In stock
5g
$98.00
In stock

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Background

Flucytosine (5-Fluorocytosine, 5-FC, Ancobon), a fluorinated pyrimidine analogue, is an antifungal drug.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt129.09
Cas No.2022-85-7
FormulaC4H4FN3O
Solubility≥6.4mg/mL in DMSO
Chemical Name6-amino-5-fluoro-1H-pyrimidin-2-one
SDFDownload SDF
Canonical SMILESC1=NC(=O)NC(=C1F)N
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37°C and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20°C for several months.

Protocol

Cell experiment [1]:

Cell lines

P. aeruginosa Strains

Preparation method

The solubility of this compound in DMSO is >6.4mg/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

1, 4, 11, 33 and 100 μM; 14 h

Applications

In P. aeruginosa strains, 5-Flucytosine (5-FC) inhibited pyoverdine synthesis and pvdE transcription. In a P. aeruginosa PAO1 fur mutant, 5-Flucytosine also inhibited pyoverdine production, suggesting that 5-FC could repress iron uptake genes through a Fur-independent mechanism. 5-Flucytosine down-regulated the expression of toxA and prpL genes, which was consistent with the strongly reduced ToxA and PrpL levels in culture supernatants, two major virulence factors of P. aeruginosa.

Animal experiment [1]:

Animal models

mouse model of pulmonary infection; mice infected with an isogenic pvdS mutant

Dosage form

30 mg/kg per day; i.p.

Application

In a mouse model of pulmonary infection with P. aeruginosa, 5-FC almost completely protected mice from the P. aeruginosa lethal challenge. All mice infected with the pvdS mutant survived the challenge, suggesting the importance of PvdS as a major pathogenicity determinant in P. aeruginosa pulmonary infection. 5-FC also reduced lesions and inflammation in bronchi and pulmonary parenchyma.

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] Imperi F1, Massai F, Facchini M, et al. Repurposing the antimycotic drug flucytosine for suppression of Pseudomonas aeruginosa pathogenicity. Proc Natl Acad Sci U S A. 2013 Apr 30;110(18):7458-63.

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