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Mupirocin
- Chemical Name: Mupirocin
- CAS No.:12650-69-0
- MF: C26H44O9
- MW:500.62
- Purity:≥99% or according to customer requested
- Color:white to tan
- Product Categories: Pharmaceuticals; Active Pharmaceutical Ingredients; Inhibitors; API
- Test method: HPLC
Description
What is Mupirocin?
Mupirocin, formerly termed pseudomonic acid A, is a novel antibacterial agent with a unique chemical structure and mode of action apart from other antibiotic agents. Produced by fermentation using the organism Pseudomonas fluorescens, mupirocin is a naturally-occurring antibiotic that displays a broad-specturm activity against many gram-positive bacteria and certain gram-negative bacteria in vitro. It primarily works by inhibiting bacterial protein synthesis.
Due to its unique mode of action of inhibiting the activity of bacterial isoleucyl-tRNA synthetase, mupirocin does not demonstrate cross-resistance with other classes of antimicrobial agents, giving it a therapeutic advantage. It is available in topical formulations only due to extensive systemic metabolism and is used in the treatment of impetigo caused by Staphylococcus aureus and Streptococcus pyogenes and traumatic skin lesions due to secondary skin infections caused by S. aureus and S. pyogenes. There is also some clinical evidence that suggests the potential role of mupirocin in eradicating nasal carriage of Staphylococci when administered intranasally.
Introduction
| Product Name: | Mupirocin |
| Synonyms: | MUPIROCIN; MUPIROCIN CALCIUM; MUPIROCIN USP; Bactoderm; Mupirocine; Mupirocinum |
| CAS: | 12650-69-0 |
| MF: | C26H44O9 |
| MW: | 500.62 |
| EINECS: | 603-145-3 |
| Product Categories: | Intermediates&Fine Chemicals; Pharmaceuticals; API; Antibiotics |
Chemical Structure
Chemical Properties
| Melting point | 77-780C |
| alpha | D20 -19.3° (c = 1 in methanol) |
| Boiling point | 672℃ |
| density | 1.183±0.06 g/cm3(Predicted) |
| Fp | >110°(230°F) |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | H2O: 12 mg/mL, soluble |
| pka | 4.78±0.10(Predicted) |
| form | solid |
| color | white to tan |
| optical activity | [α]/D -15.7 to -20°, c = 1 in methanol |
| Water Solubility | Soluble in DMSO or methanol. Sparingly soluble in water |
| λmax | 222nm(EtOH)(lit.) |
| Merck | 14,6302 |
| InChIKey | MINDHVHHQZYEEK-HBBNESRFSA-N |
Mupirocin Uses And Synthesis
Mupirocin specifically and reversibly binds to bacterial isoleucyl transfer-RNA (tRNA) synthetase, which is an enzyme that promotes the conversion of isoleucine and tRNA to isoleucyl-tRNA. Inhibition of this enzyme subsequently leads to the inhibition of the bacterial protein and RNA synthesis. Mupirocin is bacteriostatic at lower concentrations but it exerts bactericidal effects with prolonged exposure, killing 90-99% of susceptible bacteria over a 24 hour period.
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