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Retapamulin

Catalog No. T6638   CAS 224452-66-8
Synonyms: SB-275833

Retapamulin (SB-275833), a Pleuromutilin Antibacterial, binds to both E. coli and S. aureus ribosomes with similar potencies (Kd: 3 nM).

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Retapamulin Chemical Structure
Retapamulin, CAS 224452-66-8
Pack Size Availability Price/USD Quantity
5 mg In stock $ 54.00
10 mg In stock $ 85.00
50 mg In stock $ 113.00
100 mg In stock $ 168.00
200 mg In stock $ 249.00
500 mg In stock $ 422.00
1 mL * 10 mM (in DMSO) In stock $ 94.00
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Purity: 99.82%
Purity: 99.57%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Retapamulin (SB-275833), a Pleuromutilin Antibacterial, binds to both E. coli and S. aureus ribosomes with similar potencies (Kd: 3 nM).
Targets&IC50 ribosome:3 nM(Kd)
In vitro Retapamulin is a potent inhibitor of protein synthesis with an IC50 of 0.33 μM in lysates prepared from erythromycin-susceptible E. coli cells. Retapamulin (100 μM) is ineffective in inhibiting eukaryotic translation when tested in a rabbit reticulocyte lysate system with the cellular components necessary for mammalian protein synthesis. Retapamulin binds to Erys ribosomes and fully displaces the labeled ligand with an IC50 of 26.1 nM. Retapamulin partially inhibits the ability of charged, N-blocked tRNA to bind to the P-site of E. coli ribosomes, with an IC50 of 17.4 nM (maximum inhibition of 80%). [1] Retapamulin inhibits Staphylococcus aureus and Streptococcus pyogenes with MIC90 of 0.12 μg/mL and ≤0.03 μg/mL, respectively. Retapamulin inhibits S. aureus subset with MIC50/90 values of 0.06/0.12 μg/mL. Retapamulin shows excellent activity against these isolates, with only two requiring a MIC of 0.06 μg/mL. [2] Retapamulin is very active against the S. pyogenes isolates tested with MIC90 of 0.016 μg/mL, and based on MIC90s, is 32- and >1,024-fold more active than mupirocin and fusidic acid, respectively. Retapamulin binds to a unique site on the bacterial ribosome, and by virtue of its novel mode of action. [3] Retapamulin (<2 mg/L) inhibits 37/52 (71%) strains of the B. fragilis group and 85/87 (98%) of the other Gram-negative bacilli. Retapamulin is more active than clindamycin, metronidazole and ceftriaxone against Propionibacterium acnes and anaerobic Gram-positive cocci. [4] Retapamulin inhibits total viable cells (TVC), Protein synthesis and 50S subunit synthesis in both wild-type (wt) Staphylococcus aureus strain RN1786 with IC50 of 12 ng/mL, 5 ng/mL and 27 ng/mL, respectively. [5]
Synonyms SB-275833
Molecular Weight 517.76
Formula C30H47NO4S
CAS No. 224452-66-8

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 104 mg/mL (200.86 mM)

Ethanol: 104 mg/mL (200.86 mM)

H2O: < 1 mg/mL (insoluble or slightly soluble)

TargetMolReferences and Literature

1. Yan K, et al. Antimicrob Agents Chemother, 2006, 50(11), 3875-3881. 2. Jones RN, et al. Antimicrob Agents Chemother, 2006, 50(7), 2583-2586. 3. Rittenhouse S, et al. Antimicrob Agents Chemother, 2006, 50(11), 3882-3885. 4. Odou MF, et al. J Antimicrob Chemother, 2007, 59(4), 646-651. 5. Champney WS, et al. Antimicrob Agents Chemother, 2007, 51(9), 3385-3387.

Related compound libraries

This product is contained In the following compound libraries:
FDA-Approved Drug Library Anti-Bacterial Compound Library Approved Drug Library Human Metabolite Library ReFRAME Related Library Drug Repurposing Compound Library Pediatric Drug Library Macrocyclic Compound Library Antibiotics Library Immunology/Inflammation Compound Library

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Keywords

Retapamulin 224452-66-8 Microbiology/Virology Antibiotic Antibacterial ribosome Bacterial inhibit SB 275833 SB275833 Inhibitor SB-275833 inhibitor

 

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