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Ribocil 

Cat. No. M28295
Ribocil  Structure
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Biological Activity

Ribocil is a highly selective chemical modulator of bacterial riboflavin riboswitches. Ribocil strongly inhibits GFP expression, achieving a 50% effective concentration (EC50) of 0.3 μM. Target: in vitro: Ribocil is a highly specific bioactive synthetic mimic of FMN, which competes with the natural ligand to inhibit FMN riboswitch-mediated expression of ribB and inhibits bacterial growth. Ribocil-B demonstrates superior microbiological activity as compared to Ribocil-A (minimum inhibitory concentration (MIC) = 1 μg/ml versus MIC ≥ 64 μg/ml), inhibition of riboflavin synthesis (IC50 = 0.13 μM versus IC50 > 26 μM), and binding affinity to the E. coli FMN aptamer (Kd = 6.6 nM versus Kd ≥ 10,000 nM).[1]

Chemical Information
Molecular Weight 382.48
Formula C19H22N6OS
CAS Number 1381289-58-2
Form Solid
Solubility (25°C) DMSO 12.5 mg/mL (ultrasonic)
Storage Powder          -20°C   3 years ;  4°C   2 years
In solvent       -80°C   6 months ;  -20°C   1 month
Conversion of different model animals based on BSA (PMID: 27057123)
Species Mouse Rat Rabbit Guinea pig Hamster Dog
Weight (kg) 0.02 0.15 1.8 0.4 0.08 10
Body Surface Area (m2) 0.007 0.025 0.15 0.05 0.02 0.5
Km factor 3 6 12 8 5 20
Animal A (mg/kg) = Animal B (mg/kg) multiplied by  Animal B Km
Animal A Km

For example, to modify the dose of Compound A used for a mouse (20 mg/kg) to a dose based on the BSA for a rat, multiply 20 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for Compound A of 10 mg/kg.

References

[1] Stephen E Motika, et al. J Am Chem Soc. Gram-Negative Antibiotic Active Through Inhibition of an Essential Riboswitch

[2] Noreen F Rizvi, et al. ACS Chem Biol. Discovery of Selective RNA-Binding Small Molecules by Affinity-Selection Mass Spectrometry

[3] John A Howe, et al. RNA Biol. Atomic resolution mechanistic studies of ribocil: A highly selective unnatural ligand mimic of the E. coli FMN riboswitch

[4] No authors listed. Chem Biol. Dissecting How Mtb Makes Its Wall, Buffering Endosomal pH, and Discovery of Ribocil

[5] John A Howe, et al. Nature. Selective small-molecule inhibition of an RNA structural element

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